We noticed that you're using an unsupported browser. The TripAdvisor website may not display properly.We support the following browsers:
Windows: Internet Explorer, Mozilla Firefox, Google Chrome. Mac: Safari.

Holiday Homes in Middletown

Map
Satellite
Map updates are paused. Zoom in to see updated info.
Reset zoom
Updating Map...
Your filters are still active.
Check In Check Out
    There are no pins in your viewport. Try moving the map or changing your filters.
    • {providername} {price}
    {providername} {price}
      {listitems}
    {sold_out_text}
    We can't find prices for this accommodation
    From {rate_price} {rate_periodicity}
    View Map
    Location
    Any Distance
    from
    Price
    per night
    $259 Average
    |||
    |||
    $0$1,000+
    Suitability
    More filters
    Don't let other travellers get your favourite Middletown area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 21 Rentals in Middletown
    Sort by:
    Default
    The following rentals are within 25 kilometres of Middletown.
    RIVERKEEPER INN, Waterfront Cottage on the Potomac1 / 27
    (19)Very good
    Harpers Ferry, WV
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Certificate of Excellence
    Check in Check out
    Show Prices
    Payment Protection
    Beautiful 1815 Stone House, private river area1 / 9
    (6)Excellent
    Shepherdstown, WV
    1 Bedroom, 2 Bathrooms, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Frederick
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Marbrun House in Historic Harpers Ferry1 / 6
    (2)Excellent
    Harpers Ferry, WV
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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.
    See all reviews
    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
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Antietam Creek 2 bedroom cabin1 / 12
    (3)Very good
    Keedysville
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Private Garden
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 November 2018
    We enjoyed the quiet location of this rustic log cabin. The only negative was a visit by workmen in the morning. The owner was apologetic. We understood it was out of her...
    Reviewed 20 September 2018
    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...
    See all reviews
    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....
    View all property information
    Location Information
    Keedysville, Maryland 21756
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    The Wander Inn1 / 12
    (1)Excellent
    Frederick
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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.
    See all reviews
    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...
    View all property information
    Location Information
    Frederick, Maryland 21702
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Make Enquiry
    Mayflower's Flat in Historic Downtown Frederick1 / 24
    (1)Excellent
    Frederick
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Patio
    • Balcony
    • Terrace
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 September 2018
    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...
    See all reviews
    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
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    Make Enquiry
    Adventure Inn - Historic Home with Hot Tub, close1 / 38
    (15)Excellent
    Harpers Ferry, WV
    4 Bedrooms, 2 Bathrooms, Sleeps 14 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Washer
    • Air Conditioning
    • DVD Player
    • Cable/satellite TV
    • Internet Access
    • Mountain Views
    • Grill
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 April 2018
    Bunch of guys having a reunion using the house as hq for breweries and paintball, amazing house overall
    Reviewed 25 October 2017
    The house was beautiful and comfortable for 10 adults all weekend. We were already talking about our next stay all weekend. This house has everything you could ask for and...
    See all reviews
    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
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 14
    Make Enquiry
    Frederick
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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....
    View all property information
    Location Information
    Frederick, Maryland 21703
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
    Make Enquiry
    Lovettsville, VA
    3 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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...
    View all property information
    Location Information
    Lovettsville, Loudoun County 20180
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 8
    Make Enquiry
    Save time - get the best Middletown rentals sent straight to your email!
    Get the List
    Apartment on Peace Ridge Farm1 / 9
    (1)Excellent
    Harpers Ferry, WV
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    other traveller has booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Cable/satellite TV
    • Air Conditioning
    • Mountain Views
    • Secure Parking
    • Grill
    • Wi-Fi
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 July 2018
    We had a great time at Peace Ridge Farm. Nick and Erin were gracious hosts. The trip to the Quarry was beautiful and we enjoyed swimming in the lake. Their apartment was...
    See all reviews
    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. Enjoy a relaxing stay on our farm. Here you will get to interact with many animals and enjoy swimming in our tranquil private lake. Our place is...
    View all property information
    Location Information
    Harpers Ferry, West Virginia 25425
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    Two Rivers Guest House. Walk to rivers, parks, downtown and restaurants1 / 15
    (6)Very good
    Harpers Ferry, WV
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Air Conditioning
    • Cable/satellite TV
    • Mountain Views
    • Balcony
    • DVD Player
    • Wi-Fi
    • Washer
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 November 2018
    We reserved the guest house for a week's stay. It was extremely clean, quiet, and in a great location with easy access to lower Harper's Ferry and the highway. The views from...
    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
    See all reviews
    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
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Gorgeous Mountain Views - Walk to historic town1 / 5
    (2)Excellent
    Harpers Ferry, WV
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    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...
    See all reviews
    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...
    View all property information
    Location Information
    Harpers Ferry, West Virginia 25425
    Condo/Apartment - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Make Enquiry
    Cantuta Inn Bed & Breakfast - Shallows Room 11 / 4
    (6)Excellent
    Harpers Ferry, WV
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    See all reviews
    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
    Make Enquiry
    Frederick
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    View all property information
    Location Information
    Frederick, Maryland 21701
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Make Enquiry
    Shepherdstown, WV
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • 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...
    View all property information
    Location Information
    Shepherdstown, West Virginia 25443
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Make Enquiry
    Rose Cottage Bed and Breakfast1 / 11
    (1)Excellent
    Fairplay
    2 Bedrooms, 2 Bathrooms, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    See all reviews
    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
    Private Room - 2 Bedrooms, 2 Bathrooms, Sleeps 2
    Make Enquiry
    Cantuta Inn Bed & Breakfast - Shallows Room 41 / 4
    (1)Excellent
    Harpers Ferry, WV
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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...
    See all reviews
    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
    Make Enquiry
    Harpers Ferry, WV
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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
    Make Enquiry
    Harpers Ferry, WV
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
    Check in Check out
    Show Prices
    Payment Protection
    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
    Make Enquiry
    List your property for free!
    List your holiday rental where TripAdvisor travellers can find it.
    Add a Listing
    Harpers Ferry, WV
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    other travellers have booked this property
    Check in Check out
    Show Prices
    Payment Protection
    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Hot Tub
    • Patio
    • Cable/satellite TV
    • Mountain Views
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    ** Please note that the homeowner lives on site, in a completely separate unit, and may be present during your stay. Travelers will share access to the pool with the owner ** Discover the charming town of Harpers Ferry from this 2-bedroom, 1-bath vacation rental apartment. The unit is situated...
    View all property information
    Location Information
    Harpers Ferry, West Virginia 25425
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Make Enquiry
    List your property
    Owner log in