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Vacation Homes in Howardsville

Our top choices for Howardsville vacation homes

Aftonshire Cottage - Heart of Afton's Wine Region

10.0 out of 10, Exceptional, (4)
"Place was nice an quite and had a good view of the horses outback. The location was great and close to restaurants and wineries. "
Aftonshire Cottage - Heart of Afton's Wine Region

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

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

10.0 out of 10, Exceptional, (137)
"Excellent house close to the slopes"
Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!

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

The newest and largest edition to the Wintergreen Retreat portfolio!

9.6 out of 10, Exceptional, (44)
"We had a lovely time in this lovely house. "
The newest and largest edition to the Wintergreen Retreat portfolio!

Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

10.0 out of 10, Exceptional, (60)
"Great location, amenities and owner's willingness to address all our questions/issues."
Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!

Rockfish River Retreat

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

Cottage at Deer Ridge Farm

10.0 out of 10, Exceptional, (1)
"as advertised"
Cottage at Deer Ridge Farm

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

The price is AED 975
AED 3,178 total
includes taxes & fees
3 Sep - 4 Sep
Updated Mtn House 2 Mins to Resort: 3King Beds, HotTub, Game room, Family & Pets

The Distinguished Squirrel Chalet walking distance

9.8 out of 10, Exceptional, (6)
"The house was beautiful and well stocked. The owner thought of everything and all the light switches were labeled which helped a lot. All of the appliances were top notch and the Keurig coffee maker had everything that was needed. Beds were very comfortable and each room had its own thermostat. Overall, excellent stay!"
The price is AED 716
AED 1,491 total
includes taxes & fees
3 Sep - 4 Sep
The Distinguished Squirrel Chalet walking distance

Beautiful 4-season Mountain Home- New Listing

10.0 out of 10, Exceptional, (31)
"The location is fantastic and the home is beautiful and very comfortable."
The price is AED 731
AED 2,022 total
includes taxes & fees
8 Sep - 9 Sep
Beautiful 4-season Mountain Home- New Listing

Modern Luxury Mountain Home within Wintergreen Retreat Collection

9.8 out of 10, Exceptional, (51)
"Perfect place to relax and enjoy the company of friends and family. "
Modern Luxury Mountain Home within Wintergreen Retreat Collection

Family-Friendly Meets Luxury

9.6 out of 10, Exceptional, (4)
"Plenty of space for multiple families or multiple couples."
Family-Friendly Meets Luxury

Peaceful Mountain Get Away

10.0 out of 10, Exceptional, (71)
"This is a lovely property, had everything we needed and Laurie was great to work with. Looking forward to our next stay!"
Peaceful Mountain Get Away

Afton Farmhouse - Mountain Views off Route 151

9.8 out of 10, Exceptional, (24)
"Beautiful location and property!"
The price is AED 587
AED 1,624 total
includes taxes & fees
3 Sep - 4 Sep
Afton Farmhouse - Mountain Views off Route 151

Panoramic Views by Vineyards 4000 sf new home on 40 acs

10.0 out of 10, Exceptional, (17)
"This is our second time staying here and we really enjoyed ourselves. Close to everything. Enjoyed seeing deer in the yard each day too."
Panoramic Views by Vineyards 4000 sf new home on 40 acs

Wintergreen Luxury, Breathtaking Views

Wintergreen Luxury, Breathtaking Views

Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope

10.0 out of 10, Exceptional, (62)
"Perfect place for a weekend getaway! "
Incredible Mountain Views - Modern Four Bedroom Home - Five Minute Walk to Slope

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 AED 584
AED 1,134 total
includes taxes & fees
3 Sep - 4 Sep
Blue's Barn: Central to Wineries & Breweries

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...
Unwind at Bear Pause, located right at Wintergreen Resort.
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