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Compare 646 Vacation Homes in Charlottesville with updated reviews, rates, and availability.

Massanutten Resort by Tripforth
3.0 star property
7.8 out of 10, Good, (145)
"Beautiful area! Check in took us over a hour. Not enough details on the rental information "
Massanutten Resort by Tripforth
Massanutten's Woodstone Meadows by Tripforth
4.0 star property
9.0 out of 10, Wonderful, (188)
"Need luggage carts to load up going to different floors"
Massanutten's Woodstone Meadows by Tripforth
Massanutten's Regal Vistas by Tripforth
3.5 star property
8.6 out of 10, Excellent, (48)
"The resort was very nice. The unit was very nice and clean"
Massanutten's Regal Vistas by Tripforth
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
9.6 out of 10, Exceptional, (280)
"Great place to relax. Much better than a Condo."
The price is AED 547
AED 1,411 total
includes taxes & fees
6 Nov - 7 Nov
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
Lux Resort Home - Spectacular multi deck private woods view-Hot Tub Pet Friendly
9.6 out of 10, Exceptional, (4)
"We enjoyed our stay at the wonderful house in a lovely treed area."
The price is AED 1,025
AED 2,334 total
includes taxes & fees
6 Nov - 7 Nov
Lux Resort Home - Spectacular multi deck private woods view-Hot Tub Pet Friendly
Beautiful Big Resort Home,Views, Pool table, Ping Pong, Air Hockey, Foosball
10.0 out of 10, Exceptional, (359)
"House was great!"
Beautiful Big Resort Home,Views, Pool table, Ping Pong, Air Hockey, Foosball
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!
Comfy 3-bedroom historic building completely renovated, convenient to everything
2.0 star property
10.0 out of 10, Exceptional, (1)
"Most importantly, Bob is a kind and welcoming host and his property is in a great location Charlottesville. The price is also unmatched, though there could be a few improvements to the guest space. The fridge contained old food, there was no hand soap in one bathroom, and there were no trash bags. Also, there are only two beds, not three (best of my knowledge). If the place becomes more suited to VRBO guest needs, it will become a top spot to stay. Very thankful for Bob's flexibility with coming...
The price is AED 1,028
AED 1,583 total
includes taxes & fees
7 Nov - 8 Nov
Comfy 3-bedroom historic building completely renovated, convenient to everything
The Summit at Massanutten Resort by Tripforth
3.5 star property
9.2 out of 10, Wonderful, (49)
"Will stay again "
The Summit at Massanutten Resort by Tripforth
The House in the Holla at the foot of Shenandoah National Park
9.8 out of 10, Exceptional, (33)
"Great communication and accommodation!"
The price is AED 477
AED 978 total
includes taxes & fees
6 Nov - 7 Nov
The House in the Holla at the foot of Shenandoah National Park
RiverFront Country Home with Blue Mountain Views
9.8 out of 10, Exceptional, (19)
"Place was awesome. There was a great view from the front porch. There is a gas station less than a half mile away, which is very convenient. We were able to get to either Monticello or Montpelier in less than an hour. The town of Crozet is about 40 minutes away, which also has plenty to do. The location made it easy for us to get to all the places we wanted to go. I would absolutely stay at this place again."
The price is AED 393
AED 720 total
includes taxes & fees
6 Nov - 7 Nov
RiverFront Country Home with Blue Mountain Views
Pet Friendly Massanutten Resort Home, Fireplace, Game Room, and Free Access to Select Resort Amenities!
8.8 out of 10, Excellent, (39)
"evjoyed our stay "
Pet Friendly Massanutten Resort Home, Fireplace, Game Room, and Free Access to Select Resort Amenities!
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, (40)
"The home was well maintained, the kitchen was well stocked, and the property had plenty of entertaining space. We rented 2 homes for our large family reunion. This was one of the two and it was almost directly axross from the other home. We were able to have plenty of space, grilled out and had a nice sit down dinner as a group. The kids had plenty of room to play while the adults visited. I would recommend for large family gatherings."
Perfect getaway house in the heart of Wintergreen. 0.6 mile to the ski slopes.
Scenic mountain getaway with a firepit and amazing views
10.0 out of 10, Exceptional, (24)
"Nice/Clean place with great views. Be prepared the drive to the property is a mile of gravel/offroad "
Scenic mountain getaway with a firepit and amazing views
Fully renovated house, tons of upgrades & beautiful views in Wintergreen Resort
9.8 out of 10, Exceptional, (118)
"We greatly enjoyed our stay."
Fully renovated house, tons of upgrades & beautiful views in Wintergreen Resort
Spacious Retreat with Outdoor Firepit & Large Deck
9.8 out of 10, Exceptional, (12)
"Beautiful house, well-stocked amenities, clean, excellent support from host. "
The price is AED 661
AED 1,130 total
includes taxes & fees
6 Nov - 7 Nov
Spacious Retreat with Outdoor Firepit & Large Deck
3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes
10.0 out of 10, Exceptional, (48)
"We spent a week here in glorious fall weather. We loved the living area with a fireplace and lots of light in the afternoon; the 2 decks with long distance views, and the master bedroom. Dalton and her husband were very responsive hosts"
3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes
Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger
9.8 out of 10, Exceptional, (7)
"Wknd in C'ville."
Solar, 2 BR, 1 Bath, UVa, Preston, Downtown, EV charger
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 Charlottesville

Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!
9.8 out of 10, Exceptional, (74)
"Great location for Monticello and other places to visit. Enjoyed our stay "
Greensview Apt | 2 Bedroom, 2 Bath - Beautiful views!
Ivy Rose Cottage nestled b/t Cville & Vineyards
10.0 out of 10, Exceptional, (25)
"We had a great time, property was very clean when we came in. "
The price is AED 731
AED 1,339 total
includes taxes & fees
18 Nov - 19 Nov
Ivy Rose Cottage nestled b/t Cville & Vineyards
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath
9.6 out of 10, Exceptional, (45)
"It's close enough to get to all the UVA events, but remote so you feel like you're getting away. Place is very clean and well appointed."
Broadhead Mountain Retreat | 2 Bedroom, 2 Bath
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.