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Holiday Homes in Middletown

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    Don't let other travellers get your favourite Middletown area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 19 Rentals in Middletown
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    The following rentals are within 25 kilometres of Middletown.
    RIVERKEEPER INN, Waterfront Cottage on the Potomac1 / 27
    (17)Very good
    Harpers Ferry, WV
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Apartment on Peace Ridge Farm1 / 9
    (1)Excellent
    Harpers Ferry, WV
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Adventure Inn - Historic Home with Hot Tub, close1 / 38
    (15)Excellent
    Harpers Ferry, WV
    4 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
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    Marbrun House in Historic Harpers Ferry1 / 6
    (2)Excellent
    Harpers Ferry, WV
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Wi-Fi
    • Private Garden
    • Cable/satellite TV
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 September 2018
    The room was beautiful, very nice and clean, the owners were very nice and helpful on what to do in the area. Had a great time. Would go again.
    Reviewed 5 December 2017
    An amazing place with amazing people, what more is there to say?Special thanks to our hosts, Chris and Sandi - their hospitality is uncanny. Thank you very much.
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    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...
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    Harpers Ferry, West Virginia 25425
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Cantuta Inn Bed & Breakfast - Shallows Room 11 / 4
    (6)Excellent
    Harpers Ferry, WV
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Patio
    • Housekeeping Included
    • Grill
    • Internet Access
    • Mountain Views
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 June 2018
    Thank you, Etel & Rock, for a delightful stay in Harpers Ferry. Your hospitality, including delicious breakfasts, beautiful original artwork, & thoughtful &amp...
    Reviewed 27 April 2017
    I would highly recommend a stay at Cantuta. From the moment we arrived we were graciously welcomed by Ethel and Rock. We enjoyed conversations with both Etel (about her native...
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    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...
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    Location Information
    Harpers Ferry, West Virginia 25425
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Two Rivers Guest House. Walk to rivers, parks, downtown and restaurants1 / 15
    (5)Very good
    Harpers Ferry, WV
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    • Balcony
    • DVD Player
    • Wi-Fi
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 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
    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...
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    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...
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    Harpers Ferry, West Virginia 25425
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Gorgeous Mountain Views - Walk to historic town1 / 5
    (2)Excellent
    Harpers Ferry, WV
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Washer
    • Balcony
    • Cable/satellite TV
    • Mountain Views
    • Wi-Fi
    • Parking
    • Air Conditioning
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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.
    Reviewed 6 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...
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    About this property
    The Space Enjoy your stay in our family home in Harpers Ferry. This house is well furnished, comfortable, open space overlooks mountains and river. House is suitable for couples, families with children, group of friends. Private driveway to accommodate 1 car. There is guest parking down the...
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    Location Information
    Harpers Ferry, West Virginia 25425
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Lovettsville, VA
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Parking
    • Cable/satellite TV
    • Private Garden
    • Wi-Fi
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Lovettsville, Loudoun County 20180
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
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    The Wander Inn1 / 12
    (1)Excellent
    Frederick
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Garden
    • Parking
    • Cable/satellite TV
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 July 2018
    Large living area and a very relaxing atmosphere. Hosts very accommodating and welcoming. Fully stocked kitchen with laundry appliances.
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    About this property
    This spacious one bedroom, fully furnished, 1,000 square foot, Parisian styled apartment is a 6 minute drive from downtown Frederick. Located on 3/4 acre with ample off-street parking, this delightful apartment is completely furnished with granite counter tops, tile kitchen, beautiful leather...
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    Location Information
    Frederick, Maryland 21702
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Mayflower's Flat in Historic Downtown Frederick1 / 24
    (1)Excellent
    Frederick
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Balcony
    • Terrace
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Mayflower's Flat was the perfect home base for our Civil War trip. Located in Historic Downtown Frederick, it was within walking distance to the Civil War Medical Museum and...
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    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...
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    Location Information
    Frederick, Maryland 21701
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Antietam Creek 2 bedroom cabin1 / 12
    (2)Excellent
    Keedysville
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Antietam Creek cabin in Keedysville, MD. A extremely nice cabin, back in the woods. The views of Antietam creek and the surrounding area was gorgeous. So many things to see and...
    Reviewed 7 January 2018
    This cabin makes for a wonderful getaway. We were able to enjoy quality family time in the evenings and explore Antietam and the surrounding area during the day. The kids (8 &amp...
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    About this property
    This quiet cabin is located on 5 secluded acres between Boonsboro and Sharpsburg in Keedysville, MD. It is surrounded by tall oaks and pines. A wide path leads to Antietam Creek, popular for fishing, kayaking, and tubbing. The house has NO TV, wifi, or phone. The fireplace is NOT wood burning....
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    Location Information
    Keedysville, Maryland 21756
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Rose Cottage Bed and Breakfast1 / 11
    (1)Excellent
    Fairplay
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
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    Amenities & Details
    • Wi-Fi
    • Balcony
    • Outdoor Dining Area
    • Air Conditioning
    • Cable/satellite TV
    • Private Garden
    • Terrace
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 11 July 2018
    Our host Kathy was just great. She gave us some great restaurant choices before we arrived at Rose Cottage. Once at RC, we were able relax in a very comfortable room and common...
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    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...
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    Location Information
    Fairplay, Maryland 21733
    Private Room - 2 Bedrooms, 2 Bathrooms, Sleeps 2
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    Frederick
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Secure Parking
    • Internet Access
    • Private Outdoor Pool (Unheated)
    • Cable/satellite TV
    • Hot Tub
    • Air Conditioning
    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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....
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    Location Information
    Frederick, Maryland 21703
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    Cantuta Inn Bed & Breakfast - Shallows Room 41 / 4
    (1)Excellent
    Harpers Ferry, WV
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Private Garden
    • Internet Access
    • Secure Parking
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 February 2018
    We visited Harpers Ferry in February (off season) just to get away. We were looking for a nice quite few days. The Cantuta Inn was just what we were looking for. The room was...
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    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...
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    Location Information
    Harpers Ferry, West Virginia 25425
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Beautiful 1815 Stone House, private river area1 / 18
    (5)Excellent
    Shepherdstown, WV
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • Patio
    • Grill
    • Wi-Fi
    • Mountain Views
    • Waterfront
    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    This is our 2nd visit to Shepherdstown staying in this house. Our Daughter plays volleyball for sheperd university so we come into town often to watch her. Love staying in this...
    Reviewed 3 weeks ago
    This was an absolutely amazing stay, the house and location are beautiful, and everything was just as described, perfect!!
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    About this property
    Relax in our 1815 historic stone house Relax and enjoy the peace and quiet by the Potomac river in this Historic 1815 stone house situated on 2.5 acres. Take advantage of all the activities on the river or in the surrounding area. Fish, canoe, kayak, tube, or just sit by the river. You can also...
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    Location Information
    Shepherdstown, West Virginia 25443
    Holiday Rental House - 1 Bedroom, 2 Bathrooms, Sleeps 4
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    Harpers Ferry, WV
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Air Conditioning
    • Secure Parking
    • Internet Access
    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Harpers Ferry, WV
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Amenities & Details
    • Secure Parking
    • Air Conditioning
    • Cable/satellite TV
    • Private Garden
    • Internet Access
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Shepherdstown, WV
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A charming three-bedroom home in historic downtown Shepherdstown, WV, with all of the modern amenities. Enjoy the convenience of walking to the local restaurants, art galleries, and antique shops. Stroll across the street to visit the Opera House or Shepherd University. All sorts of outdoor...
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    Location Information
    Shepherdstown, West Virginia 25443
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Frederick
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Grill
    • Mountain Views
    • Washer
    • Patio
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
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    Location Information
    Frederick, Maryland 21701
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
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