
Holiday houses in Middleway
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Middleway
Guests agree: these stays are highly rated for location, cleanliness and more.
0 of 0 items showing
1 of 3 pages
Holiday rentals for every style
Get the amount of space that is right for you
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 reviewsWinchester 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 reviewsCreekside 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 reviewsCozy 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 reviewsPurple 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 reviewsQuaint 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 reviewsHidden 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 reviewsRocky 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 reviewsKimball'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!
Destinations to explore
- Rappahannock River Holiday rentals
- Outer Banks Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- South Jersey Holiday rentals
- Jersey Shore Holiday rentals
- New York Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Plainview Holiday rentals
- Long Island Holiday rentals
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Great Falls Park
- Cunningham Falls State Park
- Stone Tower Winery
- Cacapon Resort State Park
- Caledonia State Park
- Cowans Gap State Park
- Robert Trent Jones Golf Club
- Congressional Country Club
- Whitetail Resort
- Gambrill State Park
- South Mountain State Park
- Whiskey Creek Golf Club
- Field of Screams Maryland
- Shenandoah Valley Golf Club
- Liberty Mountain Resort
- Notaviva Vineyards
- Sly Fox Golf Club
- Creighton Farms
- Twin Lakes Golf Course
- Berkeley Springs State Park
- Bowling Green Country Club
- Reston National Golf Course
- TPC Potomac at Avenel Farm
- JayDee's Family Fun Center