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Vacation Homes in Howardsville

Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

10.0 out of 10, Exceptional, (243)
"Thanks for a wonderful stay at your beautiful farm! Great location for visiting wineries and Charlottesville."
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

Mountaintop Wintergreen Resort Home w/ Deck, Views

9.8 out of 10, Exceptional, (53)
"Second time staying here and we had the best time. Great for a weekend getaway to hang out with friends and family. "
Mountaintop Wintergreen Resort Home w/ Deck, Views

NEW! Secluded Farmhouse + Solar Heated Pool + Firepit

10.0 out of 10, Exceptional, (25)
"We had a great time. Very pretty house in a very pretty setting!"
NEW! Secluded Farmhouse + Solar Heated Pool + Firepit

Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!

10.0 out of 10, Exceptional, (46)
"Check-in process was a breeze, communication with the hosts was super easy and consistent. Place was very clean and exactly as appears in the pictures. My group had an amazing time and loved the location of this property. Would 110% stay here again!"
Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!

Cooler in the mountains, with hot tub.

9.8 out of 10, Exceptional, (66)
"House was perfect for a weekend of skiing. You’re able to walk to the resort from the house which was a huge plus since it was a packed weekend. Overall great stay! "
Cooler in the mountains, with hot tub.

Modern Luxury Mountain Home within Wintergreen Retreat Collection

9.8 out of 10, Exceptional, (50)
"Perfect place to relax and enjoy the company of friends and family. "
Modern Luxury Mountain Home within Wintergreen Retreat Collection

Unwind at Bear Pause, located right at Wintergreen Resort.

10.0 out of 10, Exceptional, (1)
"There were a few little hiccups, the top bunk bar was not attached (not an issue as it wasn’t fully needed) and the oven was broken but I message the owner and he replied back very quickly. Neither were an issue for us. The house was perfect! Plenty of cooking supplies for our crew of 12. We loved the deck and spent plenty of time out there and there were more than enough towels for everyone. The check out rules were very clear and reasonable. I would say that something should be listed for the...
The price is SAR 1,126
SAR 2,406 total
includes taxes & fees
20 Aug - 21 Aug
Unwind at Bear Pause, located right at Wintergreen Resort.

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

10.0 out of 10, Exceptional, (134)
"Excellent house close to the slopes"
Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!

Blue's Barn: Central to Wineries & Breweries

9.4 out of 10, Exceptional, (12)
"Would recommend to anyone who wants a romantic getaway "
The price is SAR 597
SAR 1,159 total
includes taxes & fees
14 Aug - 15 Aug
Blue's Barn: Central to Wineries & Breweries

Game Room, Sauna, Bonus Apartment Near Wintergreen Resort!

9.2 out of 10, Wonderful, (49)
"There was so much to do, you don’t have to leave the place. However, it’s a great area to explore as well. "
Game Room, Sauna, Bonus Apartment Near Wintergreen Resort!

Spacious + Serene Mtn Top Escape, 4 En Suites

10.0 out of 10, Exceptional, (45)
"Property was very nice and great location."
The price is SAR 562
SAR 1,663 total
includes taxes & fees
14 Aug - 15 Aug
Spacious + Serene Mtn Top Escape, 4 En Suites

Rockfish River Retreat

2.0 star property
10.0 out of 10, Exceptional, (11)
"Everything was perfect for us. Beautiful area!"
Rockfish River Retreat

Panoramic Views by Vineyards 4000 sf new home on 40 acs

10.0 out of 10, Exceptional, (16)
"Beautiful property. We enjoyed our stay a lot."
Panoramic Views by Vineyards 4000 sf new home on 40 acs

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

10.0 out of 10, Exceptional, (60)
"House was very nice. Great set up for family."
3 Ridges Vista. Stunning mountain views, renovated home, 2 mins to ski slopes

Charming 3-bedroom townhome with WiFi, back deck and fire pit. Minutes from UVA

6.0 out of 10, (1)
Charming 3-bedroom townhome with WiFi, back deck and fire pit. Minutes from UVA

Wintergreen Resort: Weeping Rock Retreat

2.0 star property
10.0 out of 10, Exceptional, (5)
"This was a great home for our family to spend Thanksgiving. Plenty of space for everyone and we loved the open floor plan of the main level. Home was decorated nicely and had everything we needed, plus many special touches. Wish we could have enjoyed the deck but we were limited on time and weather. The trail to the waterfall is a must do... a nice quick little hike. If you're leary on renting as a "new" listing on VRBO, I realized this home has been rented out for years and the guest book...
Wintergreen Resort: Weeping Rock Retreat

Stunning Views, Hot Tub, Impeccable Design

10.0 out of 10, Exceptional, (11)
"Clean, cozy and we would definitely stay again!"
Stunning Views, Hot Tub, Impeccable Design

Charming 3-bedroom house with WiFi and AC in historic Appomattox

8.0 out of 10, Very Good, (1)
"The home was beautiful and much bigger than advertised. There was 13 acres to the property with a beautiful pond and boathouse. We were celebrating my granddaughter‘s birthday and my great granddaughter‘s birthday. There was a lot for the children to do however, there was a lot of personal items around, a great deal of our time was spent telling young kids don’t touch. There was old food left in the refrigerator that had expired. The trashcan hadn’t been emptied and was left in the garage. There...
Charming 3-bedroom house with WiFi and AC in historic Appomattox

Updated Mtn House 2 Mins to Resort: 3King Beds, HotTub, Game room, Family & Pets

Updated Mtn House 2 Mins to Resort: 3King Beds, HotTub, Game room, Family & Pets

Farmhouse getaway for family vacations and friend retreats - heated pool, amazing views, close to wineries/breweries

10.0 out of 10, Exceptional, (29)
"Lovely quiet location. Ideal for families. In Summer it would be spectacular. "
The price is SAR 2,285
SAR 2,809 total
includes taxes & fees
14 Aug - 15 Aug
Farmhouse getaway for family vacations and friend retreats - heated pool, amazing views, close to wineries/breweries
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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Top Howardsville Hotel Reviews