Middleway Vacation Rentals

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Our top choices for Middleway vacation rentals

9.8 out of 10, Exceptional, (66)
"This trip was to celebrate my 64th birthday and wind down from my busy job It was perfect for both .. very relaxing, and very cozy. We'd love to stay again."
United States
Kaleb C
The price is ¥6,182
¥16,355 total
includes taxes & fees
Jan 6 - Jan 7, 2026
❤️ Secluded 1940s Romantic Tiny House on the River
10.0 out of 10, Exceptional, (9)
"Cute little house that my husband and I enjoyed for the weekend. Great location close to Martinsburg. It had everything we needed for our weekend The host communicated well, we had no issues, and we would definitely stay here again. Thank you!"
United States
Jennifer E.
The price is ¥11,709
¥25,167 total
includes taxes & fees
Dec 25 - Dec 26
Bring Your Own Boat - Meticulously restored house on the Potomac River
9.6 out of 10, Exceptional, (11)
"Great location in Lower Harper's Ferry. We completely enjoyed our stay. Will definitely be staying again in the future."
United States
Andrew R.
The price is ¥20,296
¥34,442 total
includes taxes & fees
Dec 28 - Dec 29
Best location! Baltimore Suite @ historic 1799 Inn
2.0 star property
10.0 out of 10, Exceptional, (1)
"The home was perfect for our visit.We were in and out all weekend but really appreciated the well stocked kitchen supplies, the comfortable beds and the hot water levels. We were able to relax in the spacious living room and spend some time on the little outdoor areas. We would stay again but if the group was much bigger there may be issues as there are only bathrooms on the first floor. "
United States
Erin J.
The price is ¥15,612
¥57,724 total
includes taxes & fees
Jan 4 - Jan 5, 2026
New, Contemporary House in Historic Harpers Ferry
10.0 out of 10, Exceptional, (16)
"Our Hosts were wonderful and the space was great. It sits right off of the bike trail and across the street from a great bakery and bike shop. We thoroughly enjoyed our stay."
United States
Mark B.
The price is ¥15,300
¥28,795 total
includes taxes & fees
Dec 25 - Dec 26
Loft Apt Just off C&O near Harpers Ferry and AT
2.0 star property
10.0 out of 10, Exceptional, (2)
"Very clean, great amenities, comfortable!"
United States
James
The price is ¥25,104
¥79,515 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Relaxing A-Frame Cabin in Harpers Ferry w/Sauna
2.0 star property
9.4 out of 10, Exceptional, (3)
"Nice cabin. Could’ve been cleaner outside. Host was nice and surrounding area, beautiful. "
United States
Chris
The price is ¥24,890
¥43,557 total
includes taxes & fees
Jan 4 - Jan 5, 2026
2-Bedroom cabin Hot tub Fireplace PS5
10.0 out of 10, Exceptional, (82)
"This is a super cute mountain cabin that has been completely redone with some pretty high end finishes. Our family thoroughly enjoyed our quick visit!"
United States
Sara S.
The price is ¥17,173
¥44,656 total
includes taxes & fees
Jan 6 - Jan 7, 2026
Cozy Mountain Cabin w/ Steam Shower! Family Friendly
10.0 out of 10, Exceptional, (22)
"For visiting Harpers Ferry, location was ideal."
United States
Barbara W.
The price is ¥18,032
¥31,194 total
includes taxes & fees
Dec 25 - Dec 26
Beautiful, Historic, Hiking, Biking and C&O Canal
2.0 star property
9.8 out of 10, Exceptional, (8)
"We stayed here for our honeymoon and it was very nice and peaceful "
United States
Robert F.
The price is ¥16,080
¥59,823 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Aslan's How - Cabin with Valley Views & Hot Tub!
10.0 out of 10, Exceptional, (4)
"The location was great and the host was very east to communicate with."
United States
Liz B.
The price is ¥25,355
¥60,188 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Historic Queen Anne Family Home w Modern Comforts
9.8 out of 10, Exceptional, (43)
"The place was super cute and clean. It was the perfect little getaway spot for my husband and I’s anniversary. "
United States
Holly W.
The price is ¥15,300
¥26,597 total
includes taxes & fees
Dec 28 - Dec 29
The Carriage House at Carrot Top Cottage
9.8 out of 10, Exceptional, (31)
"Would come back anytime, very scenic and easy check-in process"
United States
Mark F.
The price is ¥16,161
¥59,956 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Rebels Rest - Cabin with Enchanting Sunset Views!
9.4 out of 10, Exceptional, (48)
"Great location!"
United States
Ellen K.
The price is ¥17,954
¥31,485 total
includes taxes & fees
Dec 28 - Dec 29
Best location! The Pullman Apt @ historic 1799 Inn
10.0 out of 10, Exceptional, (45)
"Clean, relaxing stay. Close to town and lots to do!"
United States
Kelly W.
The price is ¥21,701
¥36,183 total
includes taxes & fees
Dec 28 - Dec 29
Top o' the Hill Apt. in historic Harpers Ferry
2.0 star property
10.0 out of 10, Exceptional, (1)
"This unique gem was resurrected and rebirthed. It screams creativity and provides all of the comforts of home with the perfect balance between modern conveniences and days of yore. Great location for Harper’s Ferry goers. Definitely cannot say enough good things because it’s one helluva of a place to rest."
United States
Kelly G.
The price is ¥22,481
¥28,752 total
includes taxes & fees
Dec 27 - Dec 28
1800s Cozy Kitchen House in Berryville
9.8 out of 10, Exceptional, (18)
"We had a great stay, and plenty of space for our large group!"
United States
Sean D.
The price is ¥17,173
¥76,990 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Rocky Ridge - Cabin w/ Hot Tub & Heavenly Views!
10.0 out of 10, Exceptional, (34)
"Great property to stay at. Very comfortable, quiet, and secluded. Would recommend this property to anyone. "
United States
Leonardf B.
The price is ¥15,612
¥60,990 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Secluded Cabin a Stone's Throw From the A.T.!
10.0 out of 10, Exceptional, (23)
"My friends and I absolutely loved this stay on the lake in West Virginia! The artsy vibe of the home, views, and wildlife were amazing. Plenty of places to sit and catch up. The kitchen was well stocked with appliances (thank you for the local coffee!) Each adult having their own bedroom and full bath was a huge perk!"
United States
Matthew P.
The price is ¥17,173
¥70,218 total
includes taxes & fees
Jan 7 - Jan 8, 2026
Art Docko - Lakefront Artist Retreat w/ Hot Tub!
10.0 out of 10, Exceptional, (39)
"We had an amazing time - lots of walks and places to see - very historical - winery right next door which was an added bonus - accommodation was everything we needed and more - look out for a friendly cat that paid a few visits - thank you Jordan for a great time and will definitely come back to the area"
United Kingdom
Jo W.
The price is ¥28,102
¥59,289 total
includes taxes & fees
Dec 30 - Dec 31
Wine Weekend Getaway: Steps to Winery & Battlefield w/ Mountain Views & Hot Tub!
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Middleway Hotel Reviews

Find out more about Middleway

Search for holiday rentals in Middleway on Expedia! You can easily find your home rentals, villas, holiday apartments in Middleway using one of the methods below:

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Look no further and take a look at our great range of rental properties in Middleway!

Frequently asked questions

Are there vacation rentals in Middleway?

Yes, we give you a choice of vacation rentals near top sights in Middleway, or you can choose a more remote option if you're looking for relaxation.

What's the top vacation rental that Middleway has to offer?

Hot tub, Campfire ring and great location!: This vacation home rental near Middleway is located on a river and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a hot tub.

What’s there to see and do in Middleway?

Explore the area and family-friendly sights such as Rocking S Ranch, or get out into nature at a spot like Chesapeake and Ohio Canal. Locust Hill Golf Course and Summit Point Motorsports Park are a couple of places you'll find in the larger area.

What’s a vacation rental in Middleway like?

Vacation rentals are private properties you can stay in for a long or short time in Middleway. Vacation rentals feature amenities like laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also have more space in a vacation rental than in a standard hotel, which makes a vacation rental a popular option for family trips or small group gatherings.