Holiday houses in Middleway

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Popular amenities for Middleway holiday rentals

Other great holiday rentals in Middleway

Top Guest favourite
Private room in Winchester
4.98 out of 5 average rating, 111 reviews

Winchester Private Room

ChadRating, 5 stars1 week ago
Highly recommend! Host was very responsive! I would recommend to anyone needing a place to stay in the Winchester area!
Guest favourite
Home in Kearneysville
5 out of 5 average rating, 7 reviews

Creekside Pine Retreat

DennisRating, 5 stars3 weeks ago
Beautiful home on secluded street. Well appointed and decorated. Wish we had more time at the home to take advantage of all the fun stuff to do. Very clean and organized would definitely rent again if available.
Home in Bluemont
4.86 out of 5 average rating, 36 reviews

Cozy Bluemont Haven

MarkRating, 5 stars1 week ago
Great little cabin up a hillside and in a wooded area. It was clean, comfortable and had a nice outdoor deck for lounging. Good choice if you’re looking for a peaceful escape.
Top Guest favourite
Home in Berryville
5 out of 5 average rating, 6 reviews

Purple Iris 3b 2b private oasis nr river/mountain

MeaganRating, 5 stars7 months ago
My sister was visiting from Canada so we decided to head to Virginia to hit some wineries and breweries. We had a lovely stay at Elizabeth’s place! It looked just like the photos, was clean and cozy, and a perfect place to unwind at the end of the night with a glass of wine. The hosts texted us recommendations of stuff to do in the area and we had an amazing time. Great couch and TV set up, very comfortable beds, and beautiful wooded surroundings. Highly recommend for any trip to the area!
Top Guest favourite
Loft in Charles Town
4.98 out of 5 average rating, 49 reviews

Quaint 1 Bedroom Country Get-A-Way

KellyRating, 5 stars4 days ago
Probably the best Airbnb we’ve visited! The space has everything you need, well thought out for guests, spotless in terms of cleanliness, a few games to enjoy, the kitchen was great with a good-size small fridge, and the outdoor space- what a treat! Deck and fire pit spaces were great for relaxing, watching the abundance of deer in the area, and enjoying the quiet. The location was great for exploring nearby attractions. The hosts were very friendly, welcoming, and kind!
Top Guest favourite
Private room in Sharpsburg
4.96 out of 5 average rating, 114 reviews

Hidden Gem - Stay with Dan and Alice.

SueRating, 5 stars1 week ago
This was my second time staying at Hidden Gem and it was as lovely as the first. Daniel is an excellent host - great communication and thoughtful responses. The room is spacious and has a wonderfully comfortable bed and the entire place is spotlessly clean. The patio and fish pond are so very peaceful. And the pups are adorable! Highly recommend.
Top Guest favourite
Cabin in Berkeley Springs
5 out of 5 average rating, 8 reviews

Rocky Ridge

LynnRating, 5 stars1 week ago
It is an interesting and absolutely beautiful drive to get to Geoff and Sharyn’s cabin from Berkley Springs. Once there, access is easy and the place is cozy, comfortable and really nice and cutely furnished. The view from the porch was my favorite part-absolutely stunning!! And if you happen to be there during a thunderstorm, that’s pretty amazing too! Lol Last (but not least), Geoff and Sharyn are excellent hosts. They promptly responded whenever I messaged them and their thoughtfulness is evident in so many ways. I would definitely stay here again!
Top Guest favourite
Cabin in Harpers Ferry
5 out of 5 average rating, 5 reviews

Kimball's Black Bear

JeannineRating, 5 stars3 days ago
Peaceful and private setting. The house was spotless and nicely decorated. Nicely stocked kitchen. The living room furniture is incredibly comfortable and the big screen tv was very nice. Nice place to stay!

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