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Holiday Rentals in Oakland

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    All 180 Rentals in Oakland
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    Divided Sky-Pet Friendly!1 / 24
    (2)Very good
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    Breathtaking 6 Bedroom mountain home with exquisite lake & mountain views!1 / 44
    (1)Excellent
    6 Bedrooms, 4 Bathrooms, Sleeps 16 Quick View
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    • Hot Tub
    • Grill
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 19 August 2017
    This was the most amazing rental. We did not want to leave. From the moment we walked in the front door to the minute we had to depart we're perfect. The house is very...
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    About this property
    You will truly feel like you are in a magical place when you take in the exquisite lake and mountain views from the deck of Scenic Overlook. This marvelous 6 bedroom mountain home with all of the creature comforts of home combined with desirable vacation home amenities that you need for a fun...
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    Oakland, Garrett County 21550
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 16
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    4 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nestled among the trees in this quiet cul-de-sac, you'll find this beautifully decorated and spacious home which is part of the Mountainside Resort and Marine Club subdivision. Have complete access to tennis, basketball and volleyball courts found in a gorgeous mountain setting. Delight in filtered...
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    Oakland, Garrett County 21541
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 12
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    3 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Mountain Views
    • Patio
    • Wi-Fi
    • Balcony
    • Washer
    • Air Conditioning
    • Skiing: Property Is In A Ski Resort
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Nimba’s Cabin is waiting for you! Enjoy this mountain chalet perched on a hill overlooking the valley below! As you approach this unique home relaxation will be on your mind from the expansive views, quiet community, and open spaces, while fun is just around the corner at the Deep Creek Lake...
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    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 5 Bathrooms, Sleeps 10
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    Red Run Cabin1 / 22
    (27)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Waterfront
    • Air Conditioning
    • Wi-Fi
    • Hot Tub
    • DVD Player
    • Cable/satellite TV
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 October 2017
    Great location, fantastic cabin, great weather for our trip - cool nights and mornings - perfect for walking our dog. We had a great time visiting the neighborhood and several...
    Reviewed 31 August 2017
    Family had fantastic time. Access to lake, No access to dock boat or our kayaks unless we hauled up a hill but there was plenty of space our dogs to swim...enough property you...
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    About this property
    Red Run Cabin is a 1 story 3 bedroom cottage with a finished basement on an acre wooded lot near the west end of Deep Creek Lake, accomodating up to 6 people. It has lake access through the Red Run Restaurant property leading to a sandy beach and shallow lake bottom far out into the lake, making...
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    Oakland, Garrett County 21550
    Cabin Holiday Rental - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Appealing 5 Bedroom lakefront home close to all area attractions with hot tub1 / 30
    (1)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Air Conditioning
    • Internet Access
    • Cable/satellite TV
    • Waterfront
    • Parking
    • Grill
    • Hot Tub
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 January 2018
    We loved this place. It was big and housed 5 families. Plenty of room for everyone. Kitchen had everything you needed. It was only a few minutes from the Wisp ski resort...
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    About this property
    Discover the beauty and uniqueness of Deep Creek Lake when you choose to stay in the captivating 5 bedroom lakefront home Crystal Lake. Ravishing lake views will greet you from every room of the main level, a delightful sight no matter what season you visit! Spend time catching up with family and...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the beauty of Deep Creek Lake at Fox Den, a charming A-frame cottage that offers a treasured chance to unwind. Both romance-seekers and those in pursuit of inner peace will relish time spent at this classic mountain getaway. Highlighted by a wall of windows, wood accents, tasteful decor...
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    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Centrally located getaway with hot tub & pool table!1 / 41
    (6)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Grill
    • Cable/satellite TV
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    • Hot Tub
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 November 2015
    We had a wonderful time staying at this cabin. The place itself is awesome for a group--comfortably slept eight adults and five kids, with plenty of room for hanging out in the...
    Reviewed 30 October 2015
    This home was stunning!From the moment you pull in there is peace.The home is nestled in a wooded area the view of the lake and forest.. while sitting in the relaxing...
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    About this property
    Your Deep Creek tradition begins when you choose the delightful 4 bedroom chalet Swimming Bear Lodge for your next stay! Located on a large wooded lot, you will love being surrounded by nature in this tranquil setting. Step inside to the main level and immediately embrace the warmth and comfort of...
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    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    7 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Pure vacation fun is what you will find when you choose St. Bart’s Retreat for your Deep Creek Lake getaway! This spacious lakefront home is close to favorite activities and offers lots of on-site amenities too. Upon entering the great room, the towering wall of windows with lake views will...
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    Oakland, Garrett County 21550
    Holiday Rental House - 7 Bedrooms, 6 Bathrooms, Sleeps 18
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    7 Bedrooms, 7 Bathrooms, Sleeps 18 Quick View
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    • Internet Access
    • Cable/satellite TV
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Your fairy tale vacation starts at Ever After! This lake front home promises a memorable vacation experience. Three floors of living space plus a separate carriage house with a 120 inch home theater and an oversized game room makes this property stand-out from the crowd.  The main level offers a...
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    Oakland, Garrett County 21550
    Holiday Rental House - 7 Bedrooms, 7 Bathrooms, Sleeps 18
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    The Deep Creek-3rd Night FREE!1 / 26
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Cable/satellite TV
    • Wi-Fi
    • Hot Tub
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Take a Break from the Fast Pace of Life and Step Back into Time at “The Deep Creek.” Reserve TODAY for a 3rd Night FREE! This cozy and quaint 2 level, 2 bedroom, 2 full bath traditional log cabin is waiting for you! Whether you are looking for a romantic getaway or the perfect adventure for a...
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    Oakland, Garrett County 21550
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Cable/satellite TV
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    • Waterfront
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    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Do you find yourself daydreaming about a romantic getaway in a charming lakefront home? Golden Retreat is perfect for a couple but is large enough for a small family. You’ll adore the comfortable furnishings and alluring appeal of the interior. Conveniently located a mere 5 minutes from Swallow...
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    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    When you step through the doors of Boxer Overlook, you will immediately be taken in by the unparalleled elegance this home showcases. Ideally located in a quiet community, this 5 bedroom chalet is perfect for large or multi-family gatherings. Offering an open concept floor plan, this home showcases...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    4 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    • Cable/satellite TV
    • Patio
    • Air Conditioning
    • Private Garden
    • Mountain Views
    • Parking
    • Wi-Fi
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Reserve the Perfect Deep Creek Lake Getaway! This cute home is close to everything the Deep Creek Lake resort area has to offer, plus you have a boat slip and lake access! Walk up the steps onto the large lake side deck and open the glass door to the earth-toned great room with cathedral...
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    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 11
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
    • Parking
    • Internet Access
    • Grill
    • DVD Player
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This chalet is the ideal place to relax and enjoy the spectacular views of the mountains. Located in a private, peaceful community of Mountainside, this home is just right for your vacation needs. Beautiful decor and attention to detail accent the cathedral ceiling and fireplace of the relaxing...
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    Oakland, Garrett County 21541
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 Bedrooms, 4 Bathrooms, Sleeps 11 Quick View
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    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Letting go of everyday cares is effortless when you choose Breathe Easy for your Deep Creek vacation with family and friends. This spacious townhome in the centrally located Timberlake Village community is ready to host a fun and relaxing getaway. Decorated in muted earth tones, the spacious main...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 11
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Parking
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    All About the View is a remarkable lakefront home that encompasses all the qualities that make a vacation truly great. Its unique design, desirable amenities and ideal location combine to create the perfect venue for a vacation with family and friends. Gathering together in the Great Room will...
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    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    2 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get the much deserved break that you crave when you stay at Bear Paws. This charming log cabin pairs total comfort with a convenient location! Featuring an open floorplan, the spacious main level is highlighted by vaulted ceilings and polished hardwood floors. Bear themed décor adds a playful...
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    Oakland, Garrett County 21550
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 8
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    Captivating Cabin located on wooded lot and short stroll to lake and dock!1 / 26
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Parking
    • Grill
    • Central Heating
    • Cable/satellite TV
    • Patio
    • Mountain Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    This cabin was clean, convenient and totally as advertised. While not luxurious it has everything you need to enjoy a family ski weekend. It’s a quick scenic drive to Wisp, has...
    Reviewed 6 October 2017
    Everything was really good, location was very good centered perfectly.We all had a great time. I would definitly tell my freinds and family about it,and also book it again in...
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    About this property
    Newly renovated (2017) three bedroom two bath cabin that sits back from the road with plenty of parking . Cabin is situated on one acre of wooded grounds surrounded by large boulders and a pond. The stately stone fireplace is the centerpiece of this home. The soaring ceiling in the main living...
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    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Luxurous 5 Bedroom Mountain home showcases breathtaking panoramic lake views.1 / 62
    (1)Average
    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
    • Sauna
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On Top of the World perfectly defines the way you will feel when you step inside this exquisite 5 Bedroom mountain home. Recently remodeled throughout, this stunning home is located in the prestigious community of Mountainside and features one of the most breathtaking panoramic views of Deep Creek...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Beautifully decorated with a warm and cheery spirit Quiet Reflections is a lakefront townhome with room for everyone to relax and enjoy the lake views. The spacious main level invites you to get comfortable on the leather sofas and watch your favorite shows on the wall-mounted flat screen. A wood...
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    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Wi-Fi
    • DVD Player
    • Mountain Views
    • Skiing: Property Is In A Ski Resort
    • Hot Tub
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Experience the Magic of Deep Creek Lake in a Comfortable & Cozy Log Cabin in Yellowstone Village! $50 off a Weekend/$100 off a Week! From the minute you arrive at this warm and inviting 2 bedroom, 1 full bath home, you will escape to a simpler time with all the modern conveniences you desire. The...
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    Oakland, Garrett County 21550
    Cabin Holiday Rental - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Once in a Blue Moon is a brand new vacation home that is the ideal choice for your next Deep Creek Lake vacation! The convenient location puts you within minutes of restaurants, marinas, Deep Creek Lake State Park and much more. Beautifully decorated with upscale finishes, you can spend evenings...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Treat your family and friends to an exceptional vacation experience at Golden Memories, a Deep Creek Lake vacation home that offers comfort, convenience and lots of charm! Relaxation comes naturally at this well-kept retreat. There is plenty of room for everyone to gather together in the spacious...
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    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    If you want a classic Deep Creek Lake vacation with convenient lake access, look no further than Lakeview Cottage. This A-frame style home is ideal for a family getaway or a couples’ trip. Wood-lined walls create a warm ambiance in the great room, and a wall of windows lets in lots of natural...
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    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Patio
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    Pet friendly
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    About this property
    4+ nights for your stay? Message us for special discounted rates. Escape the hustle of metro living and enjoy the solitude that is offered by Yough Mountain Resort! with 48+ miles of private gravel roads for biking and hiking, hundreds of acres of surrounding Garrett State Forest, and abundant...
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    Oakland, Garrett County 21550
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Ready to discover your favorite Deep Creek vacation home? Everyone in your group will love the style, spaciousness and comfort of Just About Paradise! Offering plenty of indoor and outdoor gathering spaces, it is the perfect place for get-togethers.  Start your day with a home cooked breakfast --...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Secluded Lakefront Log Home w/ Hot Tub and Private Dock!1 / 22
    (8)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 August 2015
    This was our second trip to Deep Creek Lake & we chose to stay right on the lake this time and were not disappointed. The house was beautiful. The location perfect - tucked...
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    About this property
    Surround yourself with nature in this majestic log home. Three master suites make it an excellent choice for couples as well as family gatherings. On the entry level, hardwood floors, cathedral ceilings and large windows adorn the great room, and the stone fireplace and stylish furnishings accent...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Explore, relax and take a well-deserved break at Deep Breath! Convenient to area activities and attractions, it is the perfect home base for your Deep Creek Lake vacation. The spacious interior of this Craftsman-style home is brimming with attention to detail. Upon entering, a dual sided gas...
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    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Get away from it all at this lovely home with multiple master suites and beautiful views! Nestled on a wooded hillside, you will love the feeling of seclusion while still being within five-minutes from Deep Creek Lake vacation activities. The great room greets you with lots of natural light,...
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    Oakland, Garrett County 21541
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Beautiful and Spacious 6 Bedroom w/Hot Tub and Dock Slip1 / 15
    (5)Very good
    6 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
    • Grill
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    • Hot Tub
    • Air Conditioning
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 April 2013
    If you are just sleeping and eating in this house, and then headed out for a full day of whatever, then read no further, get this house, and don't worry about it. For some...
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    About this property
    Fir Shore is a lovely and spacious log home that is just awaiting your arrival. A perfect home for the multi-family or a couples retreat, this home has 6 beautifully decorated bedrooms, 3 of which are master suites. Lacking nothing, this home offers something for everyone. The overstocked kitchen...
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    Oakland, Garrett County 21550
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 14
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    The Evergreen-Near Deep Creek Lake1 / 24
    (1)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Skiing: Property Is In A Ski Resort
    • Mountain Views
    • Hot Tub
    • DVD Player
    • Wi-Fi
    • Grill
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 October 2016
    We had a girls weekend at this wonderful cabin. There were just 2 of us and it rained and was very cold and windy for 2 days, but we had 2 fireplaces and a great hot tub. It...
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    About this property
    Don't Miss Out on Staying in a Cute Log Cabin with a Year-Round Hot Tub Room and Two Fireplaces! This adorable log cabin is waiting to make your Deep Creek Lake vacation memorable! Walk up the path and around the bushy pine tree to find a cozy, covered front porch peeking out between even more...
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    Oakland, Garrett County 21550
    Cabin Holiday Rental - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Captivating 4 Bedroom Log home with private hot tub!1 / 19
    (6)Very good
    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Turn your dreams into reality when you choose to stay in the captivating 4 bedroom log home Shiver Me Timbers. Step inside the Main level and you will instantly be won over by the warm wood walls and gleaming hardwood floors that flow naturally throughout the cabin. The Great Room is gracefully...
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    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • Cable/satellite TV
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy the feeling of rustic mountain living in this cedar chalet. Cozy and inviting, this home is perfect for accommodating the extended family or group of friends. Wood-lined walls, cathedral ceilings and a beautiful stone fireplace greet you upon entering the main level. The open floorplan...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Waterfront
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cozy chalet is tucked among the trees offering a quiet setting for the peaceful escape that you deserve. Relax on the deck while taking in the beauty of the woodlands at this mountain getaway. Hummingbird Hill offers the restful atmosphere and comfortable surroundings that make you feel right...
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    Location Information
    Oakland, Garrett County 21541
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Grill
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Casa Montes (“House in the Mountains” in Latin) is an exquisite mountain retreat with over 1.5 acres of seasonal lake views and privacy, yet conveniently located within 5-minute walking distance of the lake, restaurants and shops.  Walk on a path to a pizzeria, a coffee/breakfast spot, and to your...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Let the adventure begin! Mother Nature will astound when you choose to stay in the captivating lakefront home known as Summer Haven! Imagine relaxing on the expansive wraparound deck as you take in the phenomenal lake views! Amenities abound inside the home as well; whether you are cuddled up in...
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    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 12
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    4 Bedrooms, 4 Bathrooms, Sleeps 12 Quick View
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    • DVD Player
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    • Hot Tub
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ski Season is premiere vacation home that offers guests the best of both worlds: indoor elegance and outdoor fun and adventure! This 4 bedroom lakefront home radiates luxury throughout. Step inside and take in the breathtaking lake views from the floor to ceiling windows. Expansive vaulted...
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    Location Information
    Oakland, Garrett County 21540
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 12
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Waterfront
    • Internet Access
    • Shared Outdoor Pool (Unheated)
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    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    There is no better place to reunite with friends and family than Nature’s Retreat. This spectacular 5 bedroom lakefront home offers all of the amenities of home and more! Glistening hardwood floors, a massive stone stacked fireplace and leather furnishings create a warm and comforting gathering...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    5 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Grill
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    Pet friendly
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    Smoking allowed
    About this property
    Invite your friends and family to Heavenly Grove, where convenience, comfort and style come together to create an amazing setting for Deep Creek Vacations. Located in the popular Blakeslee Community, you are off-the-beaten path but still close to the best of the area. This contemporary home makes...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 14
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    3 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Prepare yourself for a relaxing getaway when choose Bear Feet as your vacation getaway. Exploding with charm, this 3 bedroom townhome will easily beckon you to return time and time again. Step inside and appreciate the open floor plan and the wall of windows that boast extraordinary lake views....
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    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 10
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    5 Bedrooms, 6 Bathrooms, Sleeps 18 Quick View
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    • Internet Access
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    • Waterfront
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    So close to it all, yet just far enough away, Friday’s Escape is a Deep Creek retreat that is perfect for all seasons. Providing spacious accommodations for friends and family looking to spend quality time together, there is plenty of room to spread out in the large great room, which features a...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 18
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    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    Lakeside Chalet offers the most a mountain chalet setting can offer. Stay at this beautiful split lakefront property and enjoy the lush shades of green throughout the spring and summer seasons; then a backdrop bursting of colors in the fall. Entertain family and friends in the large open living...
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    Location Information
    Oakland, Garrett County 21541
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
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    5 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Fond, family memories will truly be made when you spend your Deep Creek getaway in the charismatic home known as Finn McCool's. This 5 bedroom home boasts a phenomenal lakefront with a private dock, ideal for swimming on hot summer days. After an exciting day of hiking and biking at Swallow Falls...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 14
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    Creekside #91 / 24
    (1)Excellent
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • DVD Player
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    • Mountain Views
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    DCL at Creekside 9 - 19956 Garrett Highway, Oakland, Maryland 21550 - Deep Creek Lodging Company Luxury awaits you in this 3 level, 3,000 square foot, lakefront townhome in the heart of Deep Creek Lake with a Great Location!! * Day Use Boat Slip! * Arrowhead Market, Honi Honi Bar & Garrett 8...
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    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
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    Spectacular Lake and Sunrise Views! Relax & Get Away from it all at Valhalla!1 / 42
    (5)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    • Sauna
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Valhalla 'Hall of the Gods' is a spectacular 5 bedroom home that sits atop a beautiful mountain side. Step inside this wondrous home with large beams encompassing the great room and hardwoods that spread throughout the home. Enjoy exquisite views overlooking Deep Creek Lake while sipping your...
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    Oakland, Garrett County 21550
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Hot Tub
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Home Sweet Cabin is a charismatic mountain home that rests in a quiet, peaceful cove. Expansive wooden cathedral ceilings highlight the stone fireplace and gives promises of nights spent bonding with family and friends. The open floor plan allows you to entertain your guests while preparing the...
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    Oakland, Garrett County 21550
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Smoking allowed
    About this property
    Explore…relax…and take a well-deserved break at Lake View! Centrally located, this is the perfect place to start your dream vacation at Deep Creek Lake. Situated on a gently sloping lakefront lot, this charming cottage offers beautiful views from almost every room. Friends and family will feel...
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    Location Information
    Oakland, Garrett County 21550
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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