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Holiday Rentals in Friendship

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    All 66 Rentals in Friendship
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    The following rentals are within 30 kilometres of Friendship.
    Chesapeake camping. 40 miles to Wash DC. 1 mile to river. 10 miles to Ches Bay.1 / 22
    (1)Excellent
    Huntingtown
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Charming and Spacious Annapolis Victorian1 / 24
    (4)Excellent
    Annapolis
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Gorgeous Hideaway: Spacious, Private, Huge Patio, Near DC1 / 12
    (4)Excellent
    Clinton
    5 Bedrooms, 4 Bathrooms, Sleeps 20 Quick View
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    Cozy Townhome1 / 19
    (2)Excellent
    Capitol Heights
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Grill
    • Patio
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 May 2017
    Anthony's place was perfect for our trip to D.C. We were a family of 7 attending my nephews graduation at Howard. The 3-level condo is about 30mins from D.C. and close to...
    Reviewed 21 November 2016
    I stayed in this very clean and spacious townhome while on business in DC. It's located about 30 min. drive from downtown. Anthony is an exceptional host, so you really get your...
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    About this property
    Gem in the Right outside DC! Town home 3BD/2.5BR with one care garage. Lovely kitchen with stainless steel appliances. Large open living room dining room areas, a great space for hosting. Full size state of the art washer and dryer. Easy drive into downtown Washington, NOVA and National Harbor. Few...
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    Capitol Heights, Maryland 20743
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    5 Bedroom Family Home Near Nation's Capital1 / 13
    (2)Excellent
    Clinton
    4 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Washer
    • Grill
    • Balcony
    • Housekeeping Included
    • Air Conditioning
    • Secure Parking
    • Wi-Fi
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Rudolph’s and his wife are great to work with. We received all of the information needed before arriving at this location. There was plenty of room for everyone. The place is...
    Reviewed 8 July 2017
    My family and I recently stayed in Rodolfo Dizon's rental property and we really enjoyed our stay. We had a wheelchair and my aunt was able to go all over the house with no...
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    About this property
    Sits on a gated 7.5 acres flat land. Makes you feel living in the country and yet so close to the city. Easy 30 minutes drive or less to Washington DC, National Harbor, MGM Casino, Tanger outlets, Old Town Alexandria, Andrews/Bolling Airforce bases, and many more. Plenty of parking space. It can...
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    Location Information
    Clinton, Maryland 20735
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 14
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    New! Beachfront 4BR St. Leonard Cottage w/ Deck!1 / 24
    (1)Excellent
    Saint Leonard
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Hot Tub
    • Air Conditioning
    • Washer
    • Cable/satellite TV
    • Waterfront
    • Patio
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 August 2017
    This amazing beach house has everything. The location and views are awesome. You literally step off the deck into the shells and sand onto your own beach and swimming area...
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    About this property
    Escape your everyday hustle and bustle and discover a hidden treasure right on the Chesapeake Bay sands at this 4-bedroom, 1-bathroom St. Leonard vacation rental cottage. With comfortable accommodations to sleep 8, 1,200 square feet of well-appointed living space and easy access to surrounding...
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    Saint Leonard, Calvert County 20685
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    Bowie
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • DVD Player
    • Terrace
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This luxurious condo has 2 bedrooms, 2 bathrooms, and enough sleeping arrangements for up to 6 guests to spread out throughout an impressive 1008 square feet of living space; an ideal place for a family or a group of friends looking for a cosmopolitan getaway. Situated in Bowie Town Center,...
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    Bowie, Maryland 20716
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Annapolis
    3 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Internet Access
    • Patio
    • Balcony
    • Air Conditioning
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 September 2016
    Location quiet with good views.Disappointed that house was advertised with hot tub which was one of the main reasons this home was selected, and there was no hot tub. Owner...
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    About this property
    The ultimate Maryland retreat awaits you when you stay at this beautiful 3-bedroom, 3.5-bathroom vacation rental home on Oyster Creek. Up to 9 lucky guests will enjoy incredible views of the Chesapeake Bay and unbeatable maritime location close to the beach, boating, and fresh seafood. Whether you...
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    Location Information
    Annapolis, Maryland 21403
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 9
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    Halos'Haven Vacation Rental1 / 15
    (1)Excellent
    McDaniel
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • Parking
    • Private Outdoor Pool (Unheated)
    • Patio
    • Wi-Fi
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 October 2017
    Stayed this weekend with 10 friends and loved every minute of it. The land and house are gorgeous! I love the town of st Michaels but the house was so amazing we never...
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    About this property
    Halo's Haven is a true piece of Heaven!! Bring your boat and your bathing suit. Twenty picturesque acres on a beautiful point of land off of the Chesapeake Bay near historic St. Michael's, Maryland. This property is beautifully landscaped, has a waterfront pool, pool house with bathroom, boat dock...
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    McDaniel, St. Michaels 21647
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    Ideal 2/1 Family Get Away1 / 15
    (1)Excellent
    Suitland
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
    • Wi-Fi
    • Washer
    • Patio
    • Secure Parking
    • Housekeeping Included
    • Cable/satellite TV
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 November 2017
    Everything is brand new and very well maintained and the beds were very comfortable. Andrew super responsive and everything was very easy. Location is not far from downtown...
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    About this property
    Stay in our beautiful 2 bedroom 1 bath unit. We are ideal for a group of friends traveling together or meeting up, a family looking for a nice place to stay while exploring Washington, DC just a short drive, public transport, taxi or Uber ride away, or a quiet place to get away for a few days....
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    Suitland, Maryland 20746
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Annapolis
    4 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    Amenities & Details
    • Grill
    • Balcony
    • Terrace
    • Central Heating
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming Annapolis home, just 150 feet from the water, with floor to ceiling windows overlooking the expansive waters of the Chesapeake Bay. Water views from almost every room. Features 4 bedrooms and 4 bathrooms with luxury upgrades, viking kitchen appliances, comfortable couches for sleeping...
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    Annapolis, Maryland 21403
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 11
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    Main House at Grandview at Pleasure Point1 / 34
    (10)Excellent
    Bozman
    5 Bedrooms, 3 Bathrooms, Sleeps 13 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Washer
    • Wi-Fi
    • Grill
    • Private Outdoor Pool (Unheated)
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 November 2016
    We thoroughly enjoyed our stay in one of the little cottages on the property. We arrived late Friday night and the property sign was not lit up, so it took a while to find it...
    Reviewed 10 June 2015
    Perfectly situated on the water. The views are amazing, as is the pool. There is a huge lawn which is perfect for children of all ages. A short drive to St. Michael's, which is...
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    About this property
    Main House: Beautiful NEW kitchen... Featuring two interior eating/serving areas, custom french windows that open to a sitting area on the porch, 4 bedrooms & Enclosed Sleeping Porch 2 ½ baths, fireplace, 3 TV’s, DVD, cable, wireless internet, large living room, dinning room, screened porch,...
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    Location Information
    Bozman, Talbot County 21612
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 13
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    *BOOK NOW* Beautiful Cottage in historic Annapolis1 / 25
    (18)Excellent
    Annapolis
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Private Garden
    • Air Conditioning
    • Porch
    • Grill
    • Parking
    • Outdoor Dining Area
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 November 2017
    This is our second girl’s weekend in this quaint cottage and we can't wait to return next year. Perfect accommodations and location; within walking distance to the Navy Marine...
    Reviewed 14 July 2017
    My family just moved here in December 2016 and we needed a place to stay for a new months. It turned into 6 months and Alka B. was a wonderful landlord and was very helpful with...
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    About this property
    Half a block to walk to the Naval Academy Stadium and minutes away from stunning Annapolis town center. This adorable little cottage has lots of sleeping and great outdoor space. Sun Porch & Plenty of parking. A perfect place to relax and enjoy Annapolis, the property is available all year around...
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    Location Information
    Annapolis, Maryland 21401
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    North Beach
    2 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Terrace
    • Washer
    • DVD Player
    • Central Heating
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    2 bedrooms, 2 full bathrooms, 1 half bathroom, sleeps 6 - 8 Outstandingly beautiful, light-filled custom-built home with stunning, views of the wonderful Chesapeake Bay in the picturesque town of North Beach. Steps away from the wonderful boardwalk by the bay. Within a 38-min drive from Washington...
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    Location Information
    North Beach, Calvert County 20714
    Holiday Rental House - 2 Bedrooms, 4 Bathrooms, Sleeps 6
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    Comfortable, Spacious & Fun! 6 Acres Pool & Shore1 / 36
    (3)Very good
    Wittman
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Cable/satellite TV
    • Ocean Views
    • Private Outdoor Pool (Heated)
    • Washer
    • Air Conditioning
    • Waterfront
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 July 2016
    My family was looking for a vacation house that would meet the needs of the entire family. One of the reasons we picked this place was the picture and description of the beach...
    Reviewed 28 October 2015
    It was a long weekend, so packed our bikes up on Saturday rather fighting traffic on Friday evening. I guess it worked because our trip was fast and smooth. With the...
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    About this property
    Pool, Shoreline, Small Private Beach, Acreage, Lawn, Barbecue, and Nature. Spacious 6000+ square foot home. Up-to-date Gourmet Kitchen. Large and Open Common Spaces. Wall of Glass Overlooking the Chesapeake. 4 Master Suites with Attached Bathrooms and Each with King Bed, Day Bed and Trundle...
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    Wittman, Talbot County 21676
    Cabin Holiday Rental - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    St. Michaels Waterfront Home W/Dock for 2 boats1 / 18
    (1)Excellent
    Neavitt
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Washer
    • Patio
    • Balcony
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2017
    VERY nice place and owner was excellent. Place building is old must has been well maintained. It is very clean and exceeded all our needs. Owner are excellent people!!
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    About this property
    Full renovations just completed on this newly-listed historic waterfront home. Sleeps five (1 King, 1 Queen, 1 Twin). Kick back, relax and enjoy the beautiful waterviews. Have crabs on the deck or cocktails on the dock. Features a new dock with 14 ft. and 16 ft. wide, deepwater boat slips. Bring...
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    Neavitt, Talbot County 21652
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Capitol Heights
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Cable/satellite TV
    • Wi-Fi
    • Patio
    • Grill
    • Washer
    • Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This is a nice, clean 2-bedroom detached home with great amenities located in close-in suburban Washington DC metro area. The home has a large fenced back yard suitable for kids to play or for your bring-along pets. There is off-street parking, including a driveway with covered car port. Front...
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    Location Information
    Capitol Heights, Maryland 20743
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Beautiful Murray Hill Home (Annapolis)1 / 30
    (3)Very good
    Annapolis
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Wi-Fi
    • Air Conditioning
    • Washer
    • Grill
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 June 2015
    Owner has everything imaginable in the home that you would ever need for a vacation getaway. The house has lots of room so you have your privacy when needed. Beautiful...
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    About this property
    Our beautifully-appointed home pays homage to the Colonial Period. It comfortably sleeps eight guests with four bedrooms and 2.5 baths. It boasts elegant dining and living rooms. Enjoy the quiet street and an easy stroll to downtown Annapolis. We have taken great care and paid pain-staking...
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    Location Information
    Annapolis, Maryland 21401
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    Bowie
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    • Internet Access
    • Cable/satellite TV
    • DVD Player
    • Grill
    • Air Conditioning
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautiful, comfortable single-family house located in the exclusif and upscale dunbarton community. Easy access to many attractions including Six Flags, HurrIcane Harbor, golf courses, walking paths, Forest PARK national preserve, the redskins FEDEX FIELD, historicDC, FAMOUS MAGIC JOHNSON'S...
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    Bowie, Maryland 20721
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
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    Tilghman Island Cottage for Six - Near Marina and Knapps Narrows Drawbridge1 / 20
    (6)Excellent
    Tilghman
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • DVD Player
    • Cable/satellite TV
    • Parking
    • Air Conditioning
    • Waterfront
    • Grill
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 21 July 2016
    We had an absolutely wonderful time. The cottage was clean and well appointed. We would definitely go back!
    Reviewed 8 October 2015
    Tilghman Cottage (the Roost) is a lovely place that makes you feel comfortable in every possible way. The house is very clean, bright, cosy, and yet spacious, fully equipped...
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    About this property
    Enjoy the beauty and tranquility of Tilghman Island from this bright and comfortable 3 bedroom, 2 bathroom cottage known for many years as the vacation rental 'The Roost.' Available for both short and long-term rentals, the cottage is located on a quiet residential street across from a marina...
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    Location Information
    Tilghman, Talbot County 21671
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Capitol Heights
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A 7 minute stroll to the Metro system puts everything Washington, DC has to offer at your beckon call. Our in law suite is fitted with everything you need to make yourself at home. Your own keyless entry, private bathroom, full kitchen, walk in closet, wifi with apple tv, and use of our laundry...
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    Capitol Heights, Maryland 20743
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 3
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    Cottage 2 at Grandview Pleasure Point1 / 9
    (1)Excellent
    Bozman
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Porch
    • Patio
    • Grill
    • Wi-Fi
    • Waterfront
    • Air Conditioning
    • Shared Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The ambience of each cottage is one of relaxed comfort. Fashionable cottage decor is enhanced with coordinating spreads & dust ruffles, moldings, 2” wood blinds, valences, sofas, wing and lounge chairs and collectibles. All the cottages are fully furnished including solaria porch, gas fireplaces,...
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    Bozman, Talbot County 21612
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Shady Side
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Air Conditioning
    • Waterfront
    • Grill
    • Patio
    • Parking
    • Cable/satellite TV
    • Washer
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If mesmerizing waterfront views, tidy and comfortable accommodations, and a private backyard are what you are longing for, then escape to this 2-bedroom, 1.5-bathroom vacation rental house in Shady Side, Maryland! With access to a private pier and dock, this quaint cottage that comfortably sleeps 5...
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    Location Information
    Shady Side, Maryland 20764
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Annapolis
    5 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Waterfront
    • Patio
    • Washer
    • Grill
    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your family will thank you for choosing this Severn River Waterfront Retreat for Vacation! From the moment you enter this 5 bedroom home you will appreciate the spectacular views of the Severn River. Four of the five bedrooms view the Severn River, so your family will love waking up to views of...
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    Location Information
    Annapolis, Maryland 21032
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 11
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    Walk to Shops/Eateries Charming Cottage. Dogs Wel.1 / 51
    (2)Excellent
    Annapolis
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
    • DVD Player
    • Housekeeping Included
    • Patio
    • Wi-Fi
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 August 2017
    We stayed at the cottage for an extended period of time and it was very enjoyable. The house itself was well put together and had everything that we could have needed. The...
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    About this property
    This City-inspected vintage cottage in Upper Eastport, located on a cul de sac, is a short walk to the Historic Harbor & just blocks from Spa Creek. History, waterfront, rooftop restaurants, wine bars, sailing, kayaking and more. We have everything here in Annapolis - USNA, sailing, culture,...
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    Location Information
    Annapolis, Maryland 21403
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    C/ean & Cozy1 / 10
    (2)Excellent
    Annapolis
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Parking
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 March 2018
    Accommodating hostess. Thank you for your hospitality. The room was neat and clean. Close to inner city, Annapolis.
    Reviewed 19 June 2017
    Very nice, clean, comfortable. Hostess was very accomodating. Would plan on staying there again if another trip to the area is warranted
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    About this property
    Our home is a 5 bedroom quality built home. This room is an office converted in to an extra bedroom space for guests to enjoy. It is located on the main level just inside the main entrance. It had double french doors which lock for privacy. Its a clean and cozy space and an expensive way to travel....
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    Location Information
    Annapolis, Maryland 21409
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Seahorse Guest Cottage near the Bay, dog friendly1 / 17
    (5)Very good
    North Beach
    1 Bedroom, 1 Bathroom, Sleeps 5 Quick View
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    • DVD Player
    • Waterfront
    • Cable/satellite TV
    • Air Conditioning
    • Grill
    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 November 2014
    Just as described- walk to boardwalk and shops. Owner right next door, he's thought of everything. Lovely getaway destination.
    Reviewed 8 July 2013
    We absolutely fell in love with this quiet little cabin a block away from Chesapeake Bay. Gary, the owner, met us at the cabin and personally gave us a tour of the cabin and let...
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    About this property
    The Seahorse Guest Cottage is located in North Beach, Maryland, on the western shore of the Chesapeake Bay, within an hour’s drive of Washington, Baltimore, and Annapolis. The fully furnished cottage has a living room with sofabed, bedroom with queen size bed, sunporch with day bed, a full...
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    Location Information
    North Beach, Calvert County 20714
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 5
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    Bowie
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Airport*BWI, Reagan National and Dallas ; Amusement parks *Six Flags and Water Park ; University * GW, Univ of Maryland, Howard, American U ; Hospitals * John Hopkins, GW, Children's National, Washington Hospital Center Museum as well as the National Aquarium and Harbors are just moments away....
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    Bowie, Maryland 20720
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Capitol Heights
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Minutes to Fedex feild for Redskins games. Perfect D.C adjacent property in quiet D.C suburb.On a frequent bus line or short walk to metro. Laundry on site 42 inches large flat screen T.V with DVD player, amazon fire stick and WII game console. Complimentary snacks and water Comfortably sleeps...
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    Capitol Heights, Maryland 20743
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Bowie
    5 Bedrooms, 3 Bathrooms, Sleeps 16 Quick View
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    About this property
    We know how hard it is to travel with kids. This is the perfect house for families, or groups of teens. We want to make it easier for you to travel without packing up the house. Contact us for full details and needs. Fenced backyard with large deck. WB&A trail across the street. Convenient to...
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    Bowie, Maryland 20720
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 16
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    Annapolis
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    About this property
    We bought and renovated this rowhouse in 2007 for a second home for friends and family to stay when they visited and it eventually evolved into one of the most popular rental properties in all of Historic Annapolis. A former ' Home of the Week' in the Capital Gazette it is also one of the most...
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    Annapolis, Maryland 21401
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
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    Edgewater
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    This beautiful 4 bedroom apartment is in a gated marina with views looking straight down the river. This is a second floor apartment with a loft and brand new gourmet kitchen, full laundry facilities and plenty of parking. The marina has two small beaches and a great restaurant and bar on the...
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    Edgewater, Maryland 21037
    Condo/Apartment - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    Croom
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    This secluded southern Maryland property sits just 25 miles from the heart of DC and the historical sites of VA. Local attractions include the Jug Bay Wetland Sanctuary, and Merkle Wildlife Sanctuary. A public recreation area for fishing, canoeing, hiking, boating, and many other family...
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    Croom, Maryland 20772
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Annapolis
    5 Bedrooms, 3 Bathrooms, Sleeps 20 Quick View
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    • Waterfront
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    About this property
    Comfort & Style: Enjoy stunning Chesapeake Bay Views, Beach, Pier, Boat Slips, Park, Water Access, Fire Pit, Patio Heater and more! Charming cottage & detached studio/game room (both upgraded in 2013) offer gourmet kitchen with new stainless steel appliances, a second full kitchen in garden...
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    Annapolis, Maryland 21403
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 20
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    Saint Leonard
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    Looking for a peaceful beach getaway? Located in quiet Long Beach overlooking Flag Harbor Yacht Haven marina, this cottage is a few minutes walk to the sandy beach along cliffs famous for fossils from the Miocene. The shallow water is safe for children to swim, and a favorite for fishermen and...
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    Saint Leonard, Calvert County 20685
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Camp Springs
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    About this property
    Quiet wooded well established neighborhood. Right off I-495 Beltway. Have the perfect stay here at my 4 bedroom-3 bathroom home, in the heart of MD, VA, & DC's attraction area Only minutes from the MGM National Harbor, Andrews AFB and a five minute ride to the Branch Ave Metro Station -Generous...
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    Camp Springs, Maryland 20748
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    Bozman
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Outdoor Dining Area
    • Shared Outdoor Pool (Unheated)
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    Kid friendly
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    About this property
    The ambience of each cottage is one of relaxed comfort. Fashionable cottage decor is enhanced with coordinating spreads & dust ruffles, moldings, 2” wood blinds, new sleep sofas, wing chairs and sleeper lounge chairs, as well as antiques, reproductions and other eclectic furnishings All the...
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    Bozman, Talbot County 21612
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Annapolis
    6 Bedrooms, 6 Bathrooms, Sleeps 14 Quick View
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    About this property
    The Yellow House is a magnificent Waterfront Property, with interior and exterior appointments, that are truly outstanding-76 five Star reviews can be viewed on our sister site-vacation rentals by owner dot com. 230476 With its magazine worthy gardens, and spacious 6 bedrooms, designed and...
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    Annapolis, Maryland 21403
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 14
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    Wittman
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Shipwright Cottage is a fully-renovated 2 bedroom, 1 1/2 bath house that is a perfect getaway for couples or small families. Upstairs features two sleeping areas - a bedroom with two extra long twin beds that can be combined to make a king and an open, loft-style bedroom with a queen bed and...
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    Wittman, Talbot County 21676
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Family home one minute work away from Navy Stadium1 / 18
    (1)Excellent
    Annapolis
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    Reviewed 7 November 2017
    We Loved this Home. It felt like home, we were able to entertain and spend time with our Family and Friends. We stayed in the Cozy Cottage next door to this house, this was...
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    A stones throw to the stadium and downtown shuttles. Walk the Poplar Trail to the Annapolis Uptown eateries on West Street. Stay here and add on 301 for your large groups or multiple families! 3 Bedrooms, 4 1/2 bath, Sleeps 6-8 Master (sleep 2) King - Private Bath Bedroom 2 (sleep 2) Queen –...
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    Annapolis, Maryland 21401
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    North Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    All-Decked-Out Beach House is on the Western Shore of the Chesapeake Bay in the lovely Rose Haven/North Beach MD community. Fenced-in on a large corner lot directly across from Herrington on the Bay, 3 miles from Chesapeake Beach Bay Resort & Spa and 45 min. from DC this 3bed/1.5 bath offers...
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    North Beach, Calvert County 20714
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Camp Springs
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    Happy lovely space... will put in the complete info here, but one thing wont change is the lovely happy space set in a cul de sac with woods backing to private deer space and stream. Close to metro and minutes to the areas new crown jewel MGM Grand! Do not leave DC without beholding this. Over...
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    Camp Springs, Maryland 20748
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Charming Townhouse - Steps to City Dock and USNA1 / 7
    (1)Terrible
    Annapolis
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    About this property
    Shellback house is a three bedroom, one and 1/2 bath historic townhouse in the heart of Downtown Annapolis with a private garden. The house has views of Ego Alley (Annapolis Waterfront) from the front stoop and the master bedroom. BOOK NOW FOR 2015 LEGISLATIVE SESSION AT STIPEND RATES! Please...
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    Annapolis, Maryland 21401
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Saint Leonard
    1 Bedroom, Sleeps 2 Quick View
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    About this property
    Come relax at this charming updated one bedroom bungalow. It overlooks the waters of Wells Cove, a tributary to the Patuxent River which is itself, a tributary to the Chesapeake Bay. This cottage is secluded from the main house, surrounded by water and a wild flower meadow. Somewhat secluded from...
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    Saint Leonard, Calvert County 20685
    Holiday Rental House - 1 Bedroom, Sleeps 2
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    Annapolis
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    Best location in Eastport ,We restored this lovely victorian house over the past sixteen years. The upstairs is modern and has all the great amenities that a renovated building provides. anderson windows to keep the place warm and toasty. Seperate heating/air conditioning controls.Wooden floors,...
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    Annapolis, Maryland 21403
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Annapolis
    3 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    About this property
    Walk to historic City Dock, waterfront restaurants, U.S. Naval Academy. Open, sunny floor plan ideal for entertaining. Craftsman style 3 BRM + den + office + front porch swing + screened back porch + game room + ample parking. Well-furnished. Sleeps 6-8 comfortably or up to 10 with available...
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    Annapolis, Maryland 21403
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 8
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    Upper Marlboro
    1 Bedroom, 2 Bathrooms, Sleeps 2 Quick View
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    About this property
    Clean, comfortable private rooms and baths in quiet Pet Friendly (P/F) Cul de Sac. Located in an established golf community. Great location. Only 15 miles from DC capitol and 1 hr from Baltimore harbor. 40 mins from casinos. Large home with owners on premises.Backs up to a nature reserve with...
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    Upper Marlboro, Maryland 20772
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 2
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    North Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    This charming restored cottage has all the luxury upgrades you could want!! Gourmet kitchen with granite counters and double-oven, 5-burner gas cooktop, and plenty of storage. Easy-to-enjoy gas fireplace, and ample space for entertaining and kids to play -- both indoors and out! Convenient to...
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    North Beach, Calvert County 20714
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Annapolis
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    This is the newly renovated 780 sf studio unit that is on the ground floor of a main house that is similarly titled and on the same property. Striking and dramatic 8700 - 9000 sf contemporary, new loft style renovation of the main house with exposed structure and mechanical systems that serves as...
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    Location Information
    Annapolis, Maryland 21401
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Camp Springs
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    About this property
    Make yourself at home in our bright 2nd floor Cape Cod loft with cozy bedrooms and open outdoor space. Two bedrooms (queen beds) with large bathroom, living room and kitchenette. Private entrance w/ free parking. Close to D.C. (20-30min), National Harbor/Tanger Outlet Mall (12-15 min) , MGM Grand...
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    Location Information
    Camp Springs, Maryland 20744
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 5
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