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Compare 281 Vacation Homes in Howardsville with updated reviews, rates, and availability.

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

10.0 out of 10, Exceptional, (240)
"Great hosts and were very friendly"
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

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

9.6 out of 10, Exceptional, (301)
"Fun, fun times in a short stay. Location was perfect ! "
The price is AED 657
AED 1,526 total
includes taxes & fees
27 May - 28 May
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

NEW! Secluded Farmhouse Winery, Hike, Lg Group❤️

10.0 out of 10, Exceptional, (23)
"Wonderful place to stay for a family reunion-kids loved the pool and frisbee golf. The owners even had pool toys for the kids to use! "
NEW! Secluded Farmhouse Winery, Hike, Lg Group❤️

Cozy Country small two bedroom home.

9.6 out of 10, Exceptional, (14)
"Loved staying there. Clean and "
The price is AED 496
AED 887 total
includes taxes & fees
14 May - 15 May
Cozy Country small two bedroom home.

Insane Mountain Views - New Listing

10.0 out of 10, Exceptional, (28)
"If you’re traveling with a large group or multiple families- this is the property for you.There’s too many things to comment on with this beautiful home. The views- breathtaking. The rooms private, luxurious l, and accommodating and the location was very convenient "
Insane Mountain Views - New Listing

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

10.0 out of 10, Exceptional, (42)
"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!!!

Afton Farmhouse - Mountain Views off Route 151

9.8 out of 10, Exceptional, (19)
"The house was really cozy with lots of space inside and outside to enjoy. We enjoyed playing games, sitting by the fire inside and outside, and visiting the local wineries and breweries. Ashley was an excellent host and quick to respond with any questions. "
The price is AED 652
AED 1,747 total
includes taxes & fees
12 May - 13 May
Afton Farmhouse - Mountain Views off Route 151

Hillside Haven: Modern Retreat, Mountain Views

10.0 out of 10, Exceptional, (24)
"The place was exactly as advertised. We had a great experience. Host was super responsive, would absolutely stay there again. "
The price is AED 698
AED 1,555 total
includes taxes & fees
20 May - 21 May
Hillside Haven: Modern Retreat, Mountain Views

Book for Spring! Nelson 151, MTN views!

10.0 out of 10, Exceptional, (15)
"Great stay. I only wish the 2 days of rain had been snow!"
Book for Spring! Nelson 151, MTN views!

Modern 4 bd Log Cabin in Afton on 151 Brew/Wine Trail/Hike/Ski

10.0 out of 10, Exceptional, (21)
"Spent Christmas here with grown children. Excellent location close to hiking trails, vineyards and craft breweries. Very well maintained property - cozy, comfortable and peaceful."
Modern 4 bd Log Cabin in Afton on 151 Brew/Wine Trail/Hike/Ski

The newest and largest edition to the Wintergreen Retreat portfolio!

9.6 out of 10, Exceptional, (41)
"Loved staying here…felt like home away from home! Nathan was super helpful and friendly. He even put up a Christmas tree for us. Fantastic stay! "
The newest and largest edition to the Wintergreen Retreat portfolio!

Restored Double Log Cabin on 400 Mountain Acres

10.0 out of 10, Exceptional, (229)
"Property was beautiful, the views amazing. Feel likt the host thought of everything a family would need. Definitely comfortable and cozy. Super beautiful too. Would recommend and stay again there!! Thank you !"
Restored Double Log Cabin on 400 Mountain Acres

Newly remodeled farmhouse on 151 Trail in Nelson County

10.0 out of 10, Exceptional, (29)
"Perfect house in the perfect location for a weekend getaway! "
Newly remodeled farmhouse on 151 Trail in Nelson County

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

10.0 out of 10, Exceptional, (132)
"Great location. Top notch furnishings, quality amenities!"
Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!

Rockfish River Retreat

2.0 star property
10.0 out of 10, Exceptional, (7)
"We would definitely stay at the Rockfish River Retreat again. The location is perfect for gathering with family who live nearby. The home is very clean, comfortable, and offers all the amenities needed to enjoy a relaxing vacation with family and friends. "
Rockfish River Retreat

The Hilltop Hideaway

10.0 out of 10, Exceptional, (5)
"Was nice to stay in clean and beautiful house"
The Hilltop Hideaway

Modern Luxury Mountain Home within Wintergreen Retreat Collection

9.8 out of 10, Exceptional, (48)
"Kitchen was well stocked. Owner was responsive about keyboard. House and beds were comfortable. "
Modern Luxury Mountain Home within Wintergreen Retreat Collection

Family-Friendly Meets Luxury

9.4 out of 10, Exceptional, (3)
"Plenty of space for multiple families or multiple couples."
Family-Friendly Meets Luxury

Boogie Nights Manor on VA's Brew Ridge Trail nestled in the Blue Ridge Mountains

10.0 out of 10, Exceptional, (7)
"Great location for hiking, breweries and wineries. Nice to be able to have our dogs. Jeremy was extraordinarily accommodating and responsive. "
The price is AED 1,100
AED 2,048 total
includes taxes & fees
12 May - 13 May
Boogie Nights Manor on VA's Brew Ridge Trail nestled in the Blue Ridge Mountains

Updated! 5Br Home / Wineries / Breweries / Hiking

10.0 out of 10, Exceptional, (8)
"We enjoyed the house and how close it was to some of our favorite places, like Devils Backbone and Bold Rock. The basement was a lot of fun for the kids and adults! It was very clean and Ryan was easy to communicate with. We would definitely stay again!"
Updated! 5Br Home / Wineries / Breweries / Hiking
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 Howardsville

Recently updated - breathtaking view of the Blue Ridge Mountains

10.0 out of 10, Exceptional, (32)
"The property was well kept, clean and had everything we needed for a great ski vacation. The kids, dog and I had a wonderful time. The host was extremely kind and kept me well informed about everything I needed to know. I would absolutely recommend this place for anyone who wanted to enjoy some time at Wintergreen. "
Recently updated - breathtaking view of the Blue Ridge Mountains

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

9.6 out of 10, Exceptional, (301)
"Fun, fun times in a short stay. Location was perfect ! "
The price is AED 657
AED 1,526 total
includes taxes & fees
27 May - 28 May
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.

New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

9.6 out of 10, Exceptional, (125)
"This property is one of the best prperties we have ever stayed at. The owner is very responsive and goes the extra mile. We will definitely rent this property again!!"
The price is AED 404
AED 899 total
includes taxes & fees
8 May - 9 May
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly
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.