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Holiday Rentals in Middletown, MD

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    ₹ 12,736 Average
    ₹ 68,000+
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    Don't let other travellers get your favourite Middletown area holiday home. You're so close to securing your perfect getaway. Book today.

    The following rentals are within 25 kilometres of Middletown, Maryland.

    1 / 38
    5 of 5 bubbles (10) Excellent
    Harpers Ferry, WV
    4 Bedrooms, 2 Bathrooms, Sleeps 14 | Quick View
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    1 / 15
    5 of 5 bubbles (2) Excellent
    Lovettsville, VA
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    1 / 8
    5 of 5 bubbles (4) Excellent
    Lovettsville, VA
    Studio, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 25
    5 of 5 bubbles (8) Excellent
    Harpers Ferry, WV
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Washer
    • Internet Access
    • Parking
    • Balcony
    • Satellite TV
    • Air Conditioning
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Cozy, quiet Potomac River location. Come and play on the river. Kayak, canoe, swim, water ski, tube, float, paddle board, or fish The sleeping quarters is a newly renovated detached garage converted into 2 level guest house. Located near Historic Harper's Ferry. This lovely waterfront bungalow... View all property information
    Location Information
    Harpers Ferry, West Virginia 25425
    5 of 5 bubbles Reviewed 2 weeks ago
    The efficiency cottage is well thought out and offers nice amenities. (The espresso machine really makes a fine cappuccino!) Convenient to Harper's Ferry, Shepherdstown, Antietam...
    5 of 5 bubbles Reviewed 11 December 2016
    Our house was rented through VRBO over the same weekend so we opted to get out of town. We saw the great reviews for the River keeper Inn and decided to check it out. We had a...
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    1 / 11
    5 of 5 bubbles (1) Excellent
    Harpers Ferry, WV
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Wi-Fi
    • Grill
    • Secure Parking
    • Outdoor Dining Area
    • Mountain Views
    • Washer
    • Air Conditioning
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    2 Bedrooms - 2 Full Bathrooms Check-in 4pm / Check-out 10am (may be flexible) This home features a large open living room, a full modern kitchen, laundry room, dining room (6 seat dining table), 2 bedrooms (queen size), 2 full bath, and a large deck with grill. Our second vacation home, our other... View all property information
    Location Information
    Harpers Ferry, West Virginia 25425
    5 of 5 bubbles Reviewed 3 January 2016
    Very cute townhouse with stylish decor and lots of nice touches like leaving snacks, k-cup coffees, and candles for renters' use. The owners also left a bottle of wine since we...
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    1 / 15
    Lovettsville, VA
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    • Parking
    • Satellite TV
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A perfect getaway! This beautiful home is located in the heart of Loudoun County's Wine Region. It is situated on a scenic country road and has a full kitchen, WiFi, satellite TV and washer/dryer. Guests will have access to their own private outdoor space. Enjoy an afternoon nap in the hammock... View all property information
    Location Information
    Lovettsville, Loudoun County 20180
    1 / 5
    5 of 5 bubbles (2) Excellent
    Harpers Ferry, WV
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Washer
    • Balcony
    • Satellite TV
    • Mountain Views
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    The Space<BR><BR>Enjoy your stay in our family home in Harpers Ferry. This house is well furnished, comfortable, open space overlooks mountains and river. <BR><BR>House is suitable for couples, families with children, group of friends.<BR><BR>Private driveway to accommodate 1 car. There is guest... View all property information
    Location Information
    Harpers Ferry, West Virginia 25425
    5 of 5 bubbles Reviewed 19 August 2016
    The house was well maintained and looks out to the mountains, as advertised. The owner was very helpful. We had a great time.
    5 of 5 bubbles Reviewed 5 October 2015
    This vacation was absolutely perfect and that is no small part to Jacki and this amazing rental. We only had a small window of time to enjoy the rental and wanted to arrive early...
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    1 / 15
    4.5 of 5 bubbles (5) Very good
    Harpers Ferry, WV
    2 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Satellite TV
    • Mountain Views
    • Balcony
    • DVD Player
    • Wi-Fi
    • Washer
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Two Rivers Guest House is centrally located in a fun and relaxing location. Well equiped for all to enjoy. Walking distance to rivers, parks, downtown, restaurants, shops, and Harpers Ferry National Park. The property has a locked storage room to accommodate bikes, kayaks, and other recreational... View all property information
    Location Information
    Harpers Ferry, West Virginia 25425
    5 of 5 bubbles Reviewed 15 June 2015
    Great house very clean lovely views from the upper deck every thing we needed was supplied. Eric the owner was very helpful. Thanks Stephen Carter
    3 of 5 bubbles Reviewed 1 April 2015
    Very clean home. This rental is attached to another home and in a development. No living room and only DVD player in one room. This was not as advertised. Overall, not bad for...
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    1 / 11
    Fairplay
    Private Room, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Wi-Fi
    • Balcony
    • Outdoor Dining Area
    • Air Conditioning
    • Satellite TV
    • Private Garden
    • Terrace
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Escape to the serenity of our captivating garden cottage, set in the beautiful Hagerstown Valley in Western Maryland. We're an excellent home base for local travel to Antietam National Battlefield and the C&O Canal in Shepherdstown, West Virginia, Our guests enjoy a private entrance that leads... View all property information
    Location Information
    Fairplay, Maryland 21733
    1 / 26
    Frederick
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Secure Parking
    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Hot Tub
    • Air Conditioning
    • Washer
    • Private Garden
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Come & Escape The Stresses Of Everyday Life And Enjoy A Little Piece Of Paradise. Be among the first to stay in this newly offered and beautifully decorated home, furnished with unparalleled elegance and style. A long tree lined private driveway leads to five acres of absolute paradise.... View all property information
    Location Information
    Frederick, Maryland 21703
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    1 / 16
    5 of 5 bubbles (6) Excellent
    Sharpsburg
    1 Bedroom, 2 Bathrooms, Sleeps 7 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • DVD Player
    • Washer
    • Patio
    • Porch
    • Satellite TV
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • x
    About this property
    .Our Civil-War era house is a perfect go-to or get-away for those who are stopping for only one night and for those who need a homebase as they explore the area. Visitors can stay home and enjoy the porch, deck, and 1/2 acre backyard, or they can venture out to the nearby attractions--battlefields,... View all property information
    Location Information
    Sharpsburg, Maryland 21782
    5 of 5 bubbles Reviewed 12 September 2016
    From the moment we walked through the door of this historic log and stone home, we were immediately transported back 160 years in time. Quaint and cozy, the Antietam Guest House...
    5 of 5 bubbles Reviewed 16 November 2015
    My friend and I took our two teenage sons to tour Sherpherd University in nearby Shepherdstown, WV and stayed at the Antietam Guest House. It was conveniently located to the...
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    1 / 16
    Thurmont
    3 Bedrooms, 3 Bathrooms, Sleeps 20 | Quick View
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    • Parking
    • Private Garden
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Looking for a Great Vacation? This Real Log Cabin is the perfect 'back to nature' get-away. Just a few miles from the Presidential Retreat, Camp David, there are plenty of options for things to do. In the Winter, the Cabin is close to great Snow Skiing & Snow Tubing. ASK ABOUT POSSIBLE DISCOUNTS... View all property information
    Location Information
    Thurmont, Maryland 21788
    1 / 30
    5 of 5 bubbles (1) Excellent
    Frederick
    1 Bedroom, 1 Bathroom, Sleeps 4 | Quick View
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    Amenities & Details
    • Grill
    • Air Conditioning
    • DVD Player
    • Wi-Fi
    • Satellite TV
    • Parking
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Basement rental. 800 Sq Ft with separate entrance. Only 30 minutes to Baltimore, 45 minutes to DC and Gettysburg and only 20 minutes to the Grotto of Lourdes/Mt St. Mary's Catholic University and Hagerstown Factory Outlets Mall. Minutes to MARC train station into DC, 30 minutes to Shady Grove... View all property information
    Location Information
    Frederick, Maryland 21703
    1 / 24
    Frederick
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Patio
    • Balcony
    • Terrace
    • Washer
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This historic building situated in the heart of historic downtown Frederick was built in 1786. It is a two story brick house, which was used throughout it's history commercially on the first floor, where currently a wine shop operates. The second floor has always been used for residents, in former... View all property information
    Location Information
    Frederick, Maryland 21701
    1 / 9
    Harpers Ferry, WV
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Air Conditioning
    • Secure Parking
    • DVD Player
    • Waterfront
    • Washer
    • Private Garden
    • Mountain Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Peace Ridge Farm is nestled in the Blue Ridge Mountains near the Shenandoah National Forest. Our home was built in 1833 and is on the trail to Antietam. Our property has access to a private quarry lake. Our place is close to Historic Harpers Ferry, Shepherdstown, and Antietam. Wineries, Shenandoah... View all property information
    Location Information
    Harpers Ferry, West Virginia 25425
    1 / 6
    Harpers Ferry, WV
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Satellite TV
    • Air Conditioning
    • Private Garden
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    Enjoy historic Harpers Ferry and the Appalachian Trail. Marbrun House is within walking distance of lower historic downtown and you can be on the Appalachian Trail within minutes. This private entrance bed and bath includes coffee/tea service, refrigerator and microwave. We also offer shuttle... View all property information
    Location Information
    Harpers Ferry, West Virginia 25425