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Holiday Rentals in Middletown

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

    1 / 25
    5 of 5 bubbles (11) Excellent
    Harpers Ferry, WV
    1 Bedroom, 1 Bathroom, Sleeps 4 | 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 / 11
    5 of 5 bubbles (2) Excellent
    Harpers Ferry, WV
    2 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    1 / 38
    5 of 5 bubbles (11) Excellent
    Harpers Ferry, WV
    4 Bedrooms, 2 Bathrooms, Sleeps 14 | Quick View
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    Amenities & Details
    • Washer
    • Air Conditioning
    • DVD Player
    • Satellite TV
    • Internet Access
    • Mountain Views
    • Grill
    • Hot Tub
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Historic 4 bedroom home just outside of Harpers Ferry, West Virginia convenient to all Harpers Ferry, Charles Town, and Shepherdstown attractions. Just an hour from the Washington DC and Baltimore, MD beltways; 1 hour from Fairfax, Virginia (VA); relax amidst the Blue Ridge Mountains near... View all property information
    Location Information
    Harpers Ferry, West Virginia 25425
    5 of 5 bubbles Reviewed 20 February 2017
    Adventure Inn was a wonderful place for our annual girls weekend get-away. Booking was simple and efficient. Check in was a breeze, with Chase, at the River Riders office, super...
    5 of 5 bubbles Reviewed 11 January 2016
    A great place conveniently located close to historic Harpers Ferry. My wife and I invited our kids and their spouses here to enjoy an early Christmas. This was our first time...
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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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    • Internet Access
    • Grill
    • Washer
    • DVD Player
    • Air Conditioning
    • Shared Garden
    • Satellite TV
    • Outdoor Dining Area
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This beautiful 1 bedroom apartment is located in the heart of Loudoun County's Wine Region. It is situated on a scenic country road with it's own private entrance. It has a full kitchen, wifi, satellite TV and washer/dryer. A perfect getaway!<BR><BR>Guests will have access to their own private... View all property information
    Location Information
    Lovettsville, Loudoun County 20180
    5 of 5 bubbles Reviewed 11 September 2015
    My husband and I rented this apartment within a family home for a long weekend. It is very private; the family was not home that weekend, though, so can't speak entirely to this...
    5 of 5 bubbles Reviewed 4 June 2015
    Very clean and modern apartment. New appliances and comes with washer and dryer! Roberta was great in welcoming us and making sure we had everything we needed. Location is on...
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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 / 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 / 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 / 15
    Lovettsville, VA
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Amenities & Details
    • 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
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    1 / 26
    Frederick
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    Amenities & Details
    • 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
    1 / 14
    Frederick
    2 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    Amenities & Details
    • Grill
    • Mountain Views
    • Washer
    • Patio
    • Terrace
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    If you like the show Fixer-Upper, you'll love the Uptown Cottage! Near Downtown Frederick, great restaurants, beautiful parks, historic sites and shopping. Less than an hour from Baltimore and Washington DC. Fully renovated, a great space for relaxing when you are not out and about. You'll enjoy... View all property information
    Location Information
    Frederick, Maryland 21701
    1 / 6
    Harpers Ferry, WV
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    Amenities & Details
    • 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
    1 / 4
    Harpers Ferry, WV
    Private Room, 4 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • Central Heating
    • Patio
    • Mountain Views
    • Grill
    • Housekeeping...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Named for a colorful red flower that grows in the mountains of Etel's native Peru, the Cantuta Inn is a modern Bed & Breakfast in historic Harpers Ferry. Visit historic Harpers Ferry and take a break from the hectic pace of the modern world. Travel back in time to the Civil War era, or treat... View all property information
    Location Information
    Harpers Ferry, West Virginia 25425
    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 / 24
    Frederick
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    Amenities & Details
    • 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