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Search Vacation Homes in Middlebrook

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Compare 292 Vacation Homes in Middlebrook with updated reviews, rates, and availability.

Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

9.6 out of 10, Exceptional, (283)
"We came to stay in this area to attend my best friend's wedding. There were around 100 guests at the wedding and everyone had rented a home in the area. Our location was perfect! We were near other guests, the venue, and several breweries. There were several activities planed at the resort as well. We were able to spend one day in Charlottesville as well but it was around a 50 minute drive. We really enjoyed the view and trails around the home. There are several balconies to relax on but we...
The price is SAR 559
SAR 1,438 total
includes taxes & fees
1 Dec - 2 Dec
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

Mountain Chalet – Panoramic Views of Blue Ridge Mountains!

9.8 out of 10, Exceptional, (62)
"Very comfortable well appointed house in an excellent location. The proximity of the AT and hikes we could walk to was greatly appreciated. The deck was wonderful…we utilized the gas fire pit every night. The trees blocked our view of mountains but we enjoyed listening to music and watching the squirrels. "
Mountain Chalet – Panoramic Views of Blue Ridge Mountains!

Stunning newly rebuilt home! Perfect peaceful getaway that sleeps 14!

10.0 out of 10, Exceptional, (45)
"We really enjoyed this house. Kids and friends loved to stay"
Stunning newly rebuilt home! Perfect peaceful getaway that sleeps 14!

Wintergreen Home w/ Hot Tub, Deck & Mountain Views

9.6 out of 10, Exceptional, (183)
"We had a fantastic day at this property! The house is great and easily includes enough room for two couples with two kids, so the two of us had plenty of room. We really enjoyed the hot tub and mountain views. We were really close to one of the ski slopes, so staying here if you are a skier would be ideal. And it was just a short 10 minute walk to the local market to get supplies. The owner reached out to make sure we had everything we needed. "
Wintergreen Home w/ Hot Tub, Deck & Mountain Views

Perfect getaway house in the heart of Wintergreen. 0.6 mile to the ski slopes.

9.6 out of 10, Exceptional, (41)
"This house is perfectly suited for large families or groups. We fit several families comfortably. The kitchen is well equipped with the basics and the huge deck area was a welcome surprise!"
Perfect getaway house in the heart of Wintergreen. 0.6 mile to the ski slopes.

Whitewood Hall in Historic Downtown Lexington, Virginia

10.0 out of 10, Exceptional, (69)
"We really enjoyed our stay"
Whitewood Hall in Historic Downtown Lexington, Virginia

Fully renovated house, tons of upgrades & beautiful views in Wintergreen Resort

9.8 out of 10, Exceptional, (121)
"Conveniently located on Wintergreen resort, minutes away from the convenience store and easy drive to all the main local points of interest. The house was clean and comfortable and the views outside were simply spectacular. house "
Fully renovated house, tons of upgrades & beautiful views in Wintergreen Resort

3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes

10.0 out of 10, Exceptional, (49)
"Thank you for a wonderful time we loved your house and the views. Your property exceeded our expectations in every way. "
3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes

Luxury Slope Side Home in Wintergreen Resort! Sauna, Smart Tv's, Central!

10.0 out of 10, Exceptional, (1)
"- House is well taken care of. - House rule not wearing shoes inside and providing sleepers keeps the house clean. We liked it, but should mention that on VRBO listing. (It is listed on the competitors listing among the other info) Also, be better if the closed in shoes cabinet is available to protect the shoes from the weather. - Would be better if the property manager sent check-in info at least a day earlier than the middle of the day of check-in."
The price is SAR 1,877
SAR 3,854 total
includes taxes & fees
24 Nov - 25 Nov
Luxury Slope Side Home in Wintergreen Resort! Sauna, Smart Tv's, Central!

House / hot tub/pet friendly

9.8 out of 10, Exceptional, (57)
"We absolutely loved our stay and can’t wait to return. The house was tucked away about 3 miles from Crabtree Falls. We enjoyed morning walks, lots of stars, an awesome hot tub and a clean and well-equipped house. The hosts were attentive and responded promptly to questions."
The price is SAR 695
SAR 1,206 total
includes taxes & fees
1 Dec - 2 Dec
House / hot tub/pet friendly

Wintergreen Resort Getaway w/ Deck, Mountain View!

8.8 out of 10, Excellent, (5)
"We loved the place. Lots of room. The deck is awesome. "
Wintergreen Resort Getaway w/ Deck, Mountain View!

Wintergreen Resort Home w/ 2 Decks + Ski Access!

9.2 out of 10, Wonderful, (38)
"The property location was great. In the heart of wintergreen with great views. The firplace on back deck was a great addition so we could enjoy evenings outside. My only complaint was the bed. It lists as queen and was not, and was also very "wore out" and in need of replacing. The bathrooms are a little tight and the toilet is low. If you are not a small person, it's a little cramped in there. The place wasn't dirty but could use a heavy dusting all over. Overall a nice little sopt on the...
Wintergreen Resort Home w/ 2 Decks + Ski Access!

Spacious + Serene Mtn Top Escape, 4 En Suites

10.0 out of 10, Exceptional, (28)
"Spent a week with an old friend visiting some vineyards and breweries. Went on a hot air balloon ride from Charlottesville, dined at the Farmhouse at Veritas and took a few hikes. Enjoyed it all. "
The price is SAR 768
SAR 1,946 total
includes taxes & fees
24 Nov - 25 Nov
Spacious + Serene Mtn Top Escape, 4 En Suites

Wintergreen Resort Home w/ Deck: Walk to Slopes

10.0 out of 10, Exceptional, (60)
"Great property: the "only" slight issue was the ice dispenser in the kitchen refrigerator. It only would dispense water and crushed ice; the "cube selection" only dispensed crushed ice. My adult beverages were a little too watered down; just consumed more, no big deal. Great time."
Wintergreen Resort Home w/ Deck: Walk to Slopes

Little Yellow House: Walk to Downtown Staunton

10.0 out of 10, Exceptional, (2)
The price is SAR 372
SAR 1,019 total
includes taxes & fees
4 Dec - 5 Dec
Little Yellow House: Walk to Downtown Staunton

The newest and largest edition to the Wintergreen Retreat portfolio!

9.6 out of 10, Exceptional, (36)
"Me and friends had an amazing time at this mountain retreat! Loved the location and beautiful area. The house is spectacular too! Highly recommend "
The newest and largest edition to the Wintergreen Retreat portfolio!

Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!

9.8 out of 10, Exceptional, (169)
"Beautiful views, cabinesque with all of the modern ammenities, great fire pit, comfortable, great layout, clean, homey, plenty of bed space. Easy walk to the market if you forgot something. Great seating everywhere, in the house, on the deck(s), by the fire pit. Wonderful!"
Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!

Alone Mill Schoolhouse - A paradise for outdoor lovers

9.6 out of 10, Exceptional, (188)
"Another mom and I spent two nights in the Alone Mill Schoolhouse while our sons enjoyed a weekend tour of VMI. The house was close to campus and offered all the conveniences we needed. The setting was beautiful! I wish we would have had more time to enjoy our surroundings! Maybe we will stay here again if our boys become cadets!"
Alone Mill Schoolhouse - A paradise for outdoor lovers

Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!

10.0 out of 10, Exceptional, (119)
"This house was very clean and well stocked to make it feel like you were at home. Good location and nice hot tub. "
Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!

Restored 1840 House with Gardens in Historic Downtown

9.8 out of 10, Exceptional, (127)
"Excellent location, very walkable. Home was charming, comfortable, and very well appointed. Everything we needed. Will gladly stay again! "
Restored 1840 House with Gardens in Historic Downtown
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 property types in Middlebrook

Valley Extended Suites

3.0 star property
9.0 out of 10, Wonderful, (171)
"Clean room. Easy to get in and out. Very quite"
The price is SAR 380
SAR 423 total
includes taxes & fees
24 Dec - 25 Dec
Valley Extended Suites

2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

9.0 out of 10, Wonderful, (256)
"My wife Teresa and I have been staying here for 11 years now. Every year for the last eleven years we have stayed the last week of Oct. The view is incredible. It never gets old. Something else that is very important to my wife and I is that the foyer door is only about 15 feet from the parking lot and its a flat walkway. Also, once in the foyer, its literally 2 steps to the stairs which are only 9 stairs. Most condos at Wintergreen are a hike just getting to the front door of the unit. Not...
The price is SAR 526
SAR 1,037 total
includes taxes & fees
30 Nov - 1 Dec
2br/2ba: Million Dollar View from Luxury Condo on the Ridge.

Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery

10.0 out of 10, Exceptional, (65)
"This is a lovely cabin perfectly appointed throughout. The host was very attentive. I would stay again."
The price is SAR 488
SAR 742 total
includes taxes & fees
24 Nov - 25 Nov
Cozy Mountain Cabin Nelson 151 near Bold Rock Cidery and DB Brewery
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.