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Compare Vacation Homes in Middlebrook with updated reviews, rates, and availability.

Mountain Chalet – Panoramic Views of Blue Ridge Mountains!
9.8 out of 10, Exceptional, (55)
"We had a lovely stay. The area was gorgeous and the house was comfortable and perfect for our family of 5."
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!
Buffalo Bend Cottage with hot tub near Lexington and surrounding attractions!
9.8 out of 10, Exceptional, (29)
"THIS PROPERTY WAS GREAT !!! MY GRANDDAUGHTER WANTED TO MOVE IN !!!"
The price is AED 694
AED 1,275 total
includes taxes & fees
1 Jul - 2 Jul
Buffalo Bend Cottage with hot tub near Lexington and surrounding attractions!
Spacious Lexington Home w/ Breathtaking Views
10.0 out of 10, Exceptional, (21)
"We enjoyed our time at this beautiful location. The views are spectacular. The host was very accommodating at allowing us to do a late check out."
Spacious Lexington Home w/ Breathtaking Views
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Upscale and Family-Friendly in Wintergreen
10.0 out of 10, Exceptional, (9)
"This year’s gathering of our ever growing tribe of children, grands and canine landed us as close to the Heavens as possible. This property was perfectly set up for sleeping arrangements, meal sharing, dog convenience and activities for all ages… the climbing wall was especially popular with our young gymnast and the free-standing video arcade was nostalgically fun for all ages. Of course, being March, the hot tub and sauna got used quite a bit too. The ultimate lure of this property...
Upscale and Family-Friendly in Wintergreen
The newest and largest edition to the Wintergreen Retreat portfolio!
9.8 out of 10, Exceptional, (29)
"Great fit for our larger multi family group. Short drive to the skier drop off/ pick up and great accommodations in the house. We’ve stayed multiple years and I suspect we will stay multiple more!"
The newest and largest edition to the Wintergreen Retreat portfolio!
🆕HOT TUB w CA King beds Acres of 🌲🌳 & secluded. Pymt plan, dogs welcome
10.0 out of 10, Exceptional, (69)
"Wow, what a hidden gem!! It's a great location with many trees and an awesome place to unwind. The house is super clean and spacious. So easy to hang out in the kitchen that flows right into the family room. The outside 2nd floor large balcony was a great space to end the night. The king beds were so comfortable to get rejuvenated for the next morning. Alex, the host, was awesome to chat with. She was so responsive to any question we had. That made our stay so much more enjoyable. Can't...
🆕HOT TUB w CA King beds Acres of 🌲🌳 & secluded. Pymt plan, dogs welcome
Big Bronze house Waynesboro
10.0 out of 10, Exceptional, (6)
"Needed a place for family to gather for UVA graduation weekend. The house was a 30 minute easy drive to campus grounds. Also very short drive to Staunton restaurants and great proximity to Afton mountain vineyards. Easy check in, WiFi, ample parking (grass). Enjoyed our stay."
The price is AED 694
AED 1,578 total
includes taxes & fees
2 Jun - 3 Jun
Big Bronze house Waynesboro
Oak Tree Cottage: Beautiful farm with mountain views.
10.0 out of 10, Exceptional, (43)
"We traveled here with 6 adults and 3 children and had a wonderful time! The cottage is in a beautiful location and close enough to get to stores and restaurants. It’s incredibly clean, well-appointed and perfect for big groups. The owners are very friendly. We enjoyed exploring outside and playing games with the kids. There are also lots of hiking options nearby. We were there for a wedding but we would definitely come back!"
Oak Tree Cottage: Beautiful farm with mountain views.
Mtn Home w/ Nature Preserve Views By Hiking Trails
9.0 out of 10, Wonderful, (43)
"Beautiful property, kind host. Exactly what we'd hoped for!"
Mtn Home w/ Nature Preserve Views By Hiking Trails
Cooler in the mountains, with hot tub.
9.8 out of 10, Exceptional, (61)
"My husband and I were looking for a place to disconnect and get back to us. This was the perfect place. It was very quiet and relaxing. We plan on hoing back again in a month or so. We were also able to meet up with a local that helped taxi us to Bold Rock."
Cooler in the mountains, with hot tub.
Historic 1850s Home at the Base of Jump Mountain
9.0 out of 10, Wonderful, (24)
"It was amazing to have the privilege of being able to stay in a home that is this timeless. However with an 1850's home, there are some aspects that may not be what you're used to, especially the bathroom facilities. They were OK, but a renovation in that area would be welcome. The beds are all comfortable! Great internet, too. I loved just seeing all the antiques ... and the beautiful views. We weren't often at the house because we were in town for our daughters graduation. It's a unique...
Historic 1850s Home at the Base of Jump Mountain
Sweet Darling House: Enchanting historic home; walkable to downtown
10.0 out of 10, Exceptional, (2)
"This little housse is like a very good cabin. 2 private bedrooms with one shared bath. Very tastefully decorated. It had everything we needed for a good stay. New appliances and heating system, back deck has wonderful private view of the woods. Very quiet and restful, yet right in the middle of Staunton. All amenities were minutes from the house. Very clean and had a very interesting history to the house. Yet great modern renovation. Would definitely visit again. The host even left wine for us...
The price is AED 610
AED 987 total
includes taxes & fees
10 Jun - 11 Jun
Sweet Darling House: Enchanting historic home; walkable to downtown
Rustic Getaway with Fireplace - Walk to Slopes!
9.0 out of 10, Wonderful, (8)
"We loved this unique property! The circular fire place was a big hit, and there was plenty of space for both our families with teens to hang out. The downstairs set up was a little different as you had to go through the second master to get to the game room, 2nd bathroom and laundry. Great hot tub and really nice coffee bar/bar bar. My only critique is that the kitchen ware selection was limited (the listing does say basic). There wern’t really pans big enough to cook meals for 7 people so we...
Rustic Getaway with Fireplace - Walk to Slopes!
Luxury Slope Side Home in Wintergreen Resort! Sauna, Smart Tv's, Central!
The price is AED 1,836
AED 3,703 total
includes taxes & fees
9 Jun - 10 Jun
Luxury Slope Side Home in Wintergreen Resort! Sauna, Smart Tv's, Central!
Private creek, 5 minutes to slopes, under new management, pet friendly, hot tub!
9.2 out of 10, Wonderful, (109)
"Great location, amenities, spacious, responsive and helpful host. Highly recommend this house to large groups or families visiting Wintergreen."
Private creek, 5 minutes to slopes, under new management, pet friendly, hot tub!
Bud's Place, Southern Charm in the Shenandoah Valley of Virginia
10.0 out of 10, Exceptional, (4)
"We have stayed in several nice Vrbo's in the Staunton area. This accommodation was exceptional and we hope to stay here again next summer. The location was exceptional and provided easy access to the interstate and also local attractions. Finally, we found the kitchen very functional and the house offered several places to rest and relax."
Bud's Place, Southern Charm in the Shenandoah Valley of Virginia
Walk to Slopes/Luxury Living/Sunset Mountain Views and Same Day Arrival OK
9.4 out of 10, Exceptional, (74)
"There are definitely some house issues that l see from other reviews that were still present during our stay. Not sure if they were communicated to Jennifer directly or just left in the review, but l addressed them in an email to her and she was very responsive so l hope they will be corrected for future renters. But these were just minor irritations compared to how wonderful this house was for our group. The location was great. Granted you would not walk to the slopes with all of your gear, etc...
Walk to Slopes/Luxury Living/Sunset Mountain Views and Same Day Arrival OK
Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!
10.0 out of 10, Exceptional, (36)
"Annual Wintergreen ski trip for 3 generations of our family! Wonderful time!"
Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!
The Maury River House: A Luxury Country Experience
10.0 out of 10, Exceptional, (28)
"Our stay at the Maury House was exceptional. Thehost was accommodating ( we arrived an hour early) and available. The host responded to my questions immediately. The house is beautiful, well appointed, and had everything we needed in the kitchen, bathrooms, and bedrooms. There were seven in my group and the house could have held many more a d be very comfortable. Highly recommend! . .."
The Maury River House: A Luxury Country Experience
Secluded summer getaway, Nelson 151, MTN views!
10.0 out of 10, Exceptional, (8)
"Amazing views, great communication, and clean. Would recommend"
Secluded summer getaway, Nelson 151, MTN views!
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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.

Other property types in Middlebrook

Valley Extended Suites
3.0 star property
9.0 out of 10, Wonderful, (151)
"We loved the scenic drive to the property traveling from East on 64. "
The price is AED 365
AED 407 total
includes taxes & fees
12 Jun - 13 Jun
Valley Extended Suites
Virginia Mountain Get Away Cabin...Hunt Fish Hike Bike
10.0 out of 10, Exceptional, (27)
"Cute little cabin with great mountain views. We a great time. We will probably come back again."
Virginia Mountain Get Away Cabin...Hunt Fish Hike Bike
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
9.0 out of 10, Wonderful, (238)
"We were very happy with our stay at this lovely place! It was a wonderful experience and we are looking forward to the next time."
The price is AED 364
AED 794 total
includes taxes & fees
10 Jun - 11 Jun
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.
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.

Recent reviews of Middlebrook hotels
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