Holiday Rentals in Middleway

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Holiday Rentals in Middleway

❤️ Secluded 1940s Romantic Tiny House on the River

10.0 out of 10, Exceptional, (50)
"Lovely spot on the river for our new year’s eve stay. Would love to come back in the summer to take advantage of the outside amenities. Thank you for sharing your tiny house with us! "
The price is €111
includes taxes & fees
27 Jan - 28 Jan
❤️ Secluded 1940s Romantic Tiny House on the River

Cottage w Hot Tub, Pond & Kayaks, Fire Pit, & WiFi

9.0 out of 10, Wonderful, (29)
"Tony was an amazing host. The property was home-y and very spacious. Perfect place to accommodate 2 couples and 2 children (or adults who are children at heart). It was a nice little getaway in the woods with easy access to the town. If you’re looking for a place for some great R&R, this is your spot!"
The price is €259
includes taxes & fees
21 Jan - 22 Jan
Cottage w Hot Tub, Pond & Kayaks, Fire Pit, & WiFi

Riverside cottage, minutes from historic Harpers Ferry! Private river access!

9.8 out of 10, Exceptional, (89)
"This was a perfect clean comfortable place to stay while exploring the Harper's Ferry area. Hosts Scott and Margie are friendly and welcoming"
Riverside cottage, minutes from historic Harpers Ferry! Private river access!

White House Inn - Historic Home in Harpers Ferry!

10.0 out of 10, Exceptional, (27)
"Great location in a very safe neighborhood! House was very roomy with very comfy beds. Would definitely stay here again!! "
The price is €505
includes taxes & fees
30 Jan - 31 Jan
White House Inn - Historic Home in Harpers Ferry!

Walk to Potomac River and downtown Harpers Ferry

10.0 out of 10, Exceptional, (111)
"The house was a perfect size for my group of 10. We stayed for my birthday weekend and the house was very stocked with cleaning supplies, sheets, pillows, towels, etc. Michael was very responsive and even sent a huge list of recommendations in the area. If I'm ever in the area again, I will definitely be staying here!!!"
Walk to Potomac River and downtown Harpers Ferry

Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

10.0 out of 10, Exceptional, (111)
"Great communication with host. Cosy house, well equipped kitchen in a great location."
Downtown Harpers Ferry! Charming Historic House in Harpers Ferry National Park!

Charles Town Home w/ Private Pool & Hot Tub

10.0 out of 10, Exceptional, (40)
"Lots of space for everyone, excellent pool and hot tub"
Charles Town Home w/ Private Pool & Hot Tub

Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

9.8 out of 10, Exceptional, (53)
"We booked this cabin for a small girls weekend and it was perfect! The view is absolutely amazing! The fireplace is cozy, just make sure you bring lots of wood to keep it going! We also enjoyed using the hot tub each night! The house was clean and in order and communication with Mountain Mama’s was great. "
The price is €446
includes taxes & fees
28 Jan - 29 Jan
Sunny Streams Cabin - Sunset Views w/ a Hot Tub!

Gruner Bungalow at Otium Cellars

9.8 out of 10, Exceptional, (93)
"It's was great. We visited family in the area. And had our family Christmas together at this place. We played ping pong and pool when we where there. Great location for dogs. Plenty of space to run and play. The house was great as well. Plenty of space for everyone."
Gruner Bungalow at Otium Cellars

Breathtaking views with an indoor private pool, come escape with us

9.8 out of 10, Exceptional, (244)
"Our group had an amazing stay at the Bear Chase Manor! The house has great common space areas and the pool was a huge hit with everyone. We also loved the convenience of being next to the brewery along with the incredible views of nature. Can't wait to have the opportunity to stay here again!"
Breathtaking views with an indoor private pool, come escape with us

Bear Chase Cottage

10.0 out of 10, Exceptional, (33)
"The staff and property were wonderful. Everyone was so helpful; it was nice to be able to walk up to the restaurant and see the amazing mountain views with fire pits and lookouts. It was an added surprise to see the home decorated for the holidays! "
Bear Chase Cottage

Rustic Log Cabin with Private Dock on the Lake!

9.6 out of 10, Exceptional, (12)
"Amazing location!!! 18 minutes from a cluster of wineries; quiet and relaxing. Definitely will be visiting again "
The price is €411
includes taxes & fees
23 Jan - 24 Jan
Rustic Log Cabin with Private Dock on the Lake!

RIVERKEEPER INN, Waterfront Property on the Potomac River

9.2 out of 10, Wonderful, (116)
"The hosts are wonderful. I had a great time in their cozy, clean and beautiful place. Highly recommend for a visit to beautiful and historic WV.I particularly appreciated their fondness for dogs. Mine had a great time too!"
RIVERKEEPER INN, Waterfront Property on the Potomac River

Family Friendly Mountain Cabin w/ Steam Shower! Great for Couples.

10.0 out of 10, Exceptional, (54)
"The cabin was very nice and quaint. We had a nice stay. The view from the sunroom is great amazing. The place is very cozy and made for a great night away. "
The price is €282
includes taxes & fees
27 Jan - 28 Jan
Family Friendly Mountain Cabin w/ Steam Shower! Great for Couples.

Rural Home, Hot Tub, Campfire, Hardwood Floors

9.4 out of 10, Exceptional, (71)
"Lovely house. A couple of rooms were cold but not unbearably cold. The large table in the sun room was awesome for Thanksgiving dinner. We would definitely stay again if we wanted a house in the area."
Rural Home, Hot Tub, Campfire, Hardwood Floors

Woods Song - Natures Promise

9.8 out of 10, Exceptional, (35)
"A great relaxing weekend."
Woods Song - Natures Promise

Secluded Cabin a Stone's Throw From the A.T.!

9.8 out of 10, Exceptional, (18)
"My wife and I stayed for 2 nights. Aside from being off the beaten path, the cabin was clean and welcoming. There was ample room for a larger party with a gaming area downstairs and a larger sitting area/living room upstairs. There were several comfortable sitting areas, a working fireplace, and blankets stashed throughout the house. The kitchen was decent with basic cooking utensils, a dishwasher, microwave, and air fryer. There was a large table for big sit-down meals. We only stayed in one...
The price is €444
includes taxes & fees
6 Feb - 7 Feb
Secluded Cabin a Stone's Throw From the A.T.!

Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin

9.6 out of 10, Exceptional, (50)
"My husband and I along with our 2 small dogs had a wonderful stay at this lovely mountain retreat. The cabin was clean and comfortable and had everything that we needed to cook breakfast and an easy dinner each evening. The property was beautiful with lots of tall old growth trees that were beautiful with the fall colors and even though it was in a community you felt like you were in a secluded mountain retreat because most of the homes were obsured by the trees; and it is on a dead end road...
The price is €288
includes taxes & fees
21 Jan - 22 Jan
Hot Tub, Deck/Grill, Game Room, WiFi at Cute Cabin

Spacious Quiet Retreat with Hot Tub and Walk to River Minutes to Harpers Ferry

9.8 out of 10, Exceptional, (17)
"We had a gathering with friends with kids and found everything we needed in that house!"
Spacious Quiet Retreat with Hot Tub and Walk to River Minutes to Harpers Ferry

Insta Worthy Mountain Views and Hot Tub

10.0 out of 10, Exceptional, (8)
"This mountain house is absolute beauty! It is beyond gorgeous. The view is spectacular, the sunset is breathtaking. You have a 180 degrees view of West VA. The house itself is stunning, plenty of rooms to move around with our group of 15. We enjoyed the jacuzzi while admiring the beautiful sunset. The kids had fun roasting marshmallows while Eagles are flying up above them. Thank you for sharing this Eagle’s Nest home. 😊"
The price is €984
includes taxes & fees
27 Jan - 28 Jan
Insta Worthy Mountain Views and 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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Other types of properties in Middleway you may be interested in

La Quinta Inn & Suites by Wyndham Winchester

2.5 star property
9.2 out of 10, Wonderful, (1793)
"I liked that it was close to work and was convenient and quiet"
The price is €107
includes taxes & fees
23 Jan - 24 Jan
La Quinta Inn & Suites by Wyndham Winchester

Microtel Inn & Suites by Wyndham Winchester

2.5 star property
9.0 out of 10, Wonderful, (1110)
"Check in was very easy. Front desk person was very helpful and friendly."
The price is €80
includes taxes & fees
23 Jan - 24 Jan
Microtel Inn & Suites by Wyndham Winchester

Spark by Hilton Winchester

3.0 star property
9.0 out of 10, Wonderful, (1006)
"It overall good"
The price is €93
includes taxes & fees
2 Feb - 3 Feb
Spark by Hilton Winchester
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.

Frequently asked questions

Are there holiday rentals in Middleway?

Yes, there are holiday rentals close to the most popular sights in Middleway, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Middleway has to offer?

Riverside cottage, minutes from historic Harpers Ferry! Private river access!: This holiday home rental outside of Middleway offers a fireplace, a balcony and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Middleway?

Explore the area and family-friendly sights such as Shenandoah Valley Discovery Museum, or get out into nature at a spot like Mackintosh Fruit Farm. Summit Point Motorsports Park and Old Opera House are a couple of places you'll find in the wider area.

What’s a holiday rental in Middleway like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Middleway. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can offer a sense of seclusion away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a great choice for family gatherings.