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Compare 276 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, (238)
"We travelled to Va to visit Monticello, wineries and breweries for my husband's 60th birthday with 3 other couples. The house was about 20minutes from Monticello and Jefferson winery so it was a perfect location for us. We absolutely loved the farm and the house. We got to see the baby goats which were so cute! We loved everything about our trip and the house was perfect for all of us. Thank you for a wonderful time! We would highly recommend staying here!Lisa Lawton"
Farm Experience-In the Heart of Vineyard, Wine and Wedding Country-Spacious

Wintergreen Resort Post & Beam Home Beauty

9.8 out of 10, Exceptional, (18)
"Terrific, well appointed, every thing we needed. "
Wintergreen Resort Post & Beam Home Beauty

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

9.6 out of 10, Exceptional, (300)
"Exactly as advertised. Clean, everything worked, great location."
The price is SAR 567
SAR 1,450 total
includes taxes & fees
13 Apr - 14 Apr
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 SAR 507
SAR 919 total
includes taxes & fees
15 Apr - 16 Apr
Cozy Country small two bedroom home.

Insane Mountain Views - New Listing

10.0 out of 10, Exceptional, (27)
"There are not enough adjectives in the dictionary to describe this AMAZING home! The views are literally the best in the area! The home was stunning- the layout, convenience, furniture, fixtures, amenities-it was as close to perfection as you can get. Our large Italian family travels a lot and have rented some lavish homes, but we all agreed this was THE BEST OVERALL we have ever stayed in! The owner was also super informative and super quick to respond to messages- and even let us have one...
Insane Mountain Views - New Listing

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

10.0 out of 10, Exceptional, (42)
"Everything was as advertised- family of 6 was well accommodated for a Thanksgiving weekend. Very cold windy and snowy outside but house was warm and comfortable. Very large kitchen was well suited for preparing Thanksgiving dinner. "
Wintergreen Ski & Golf resort-hiking trails-Hot tub-Pet-Friendly!!!

Afton Farmhouse - Mountain Views off Route 151

10.0 out of 10, Exceptional, (16)
"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 SAR 627
SAR 1,720 total
includes taxes & fees
23 Apr - 24 Apr
Afton Farmhouse - Mountain Views off Route 151

Hillside Haven-House-Private Bathroom

10.0 out of 10, Exceptional, (23)
"The place was exactly as advertised. We had a great experience. Host was super responsive, would absolutely stay there again. "
The price is SAR 691
SAR 1,589 total
includes taxes & fees
28 Apr - 29 Apr
Hillside Haven-House-Private Bathroom

Book for Spring! Nelson 151, MTN views!

10.0 out of 10, Exceptional, (14)
"We had such a nice relaxing vacation. The views were beautiful. Great resource provided for local activities, trails, restaurants, etc."
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)
"I can’t tell you how accommodating this Cabin was. I traveled with a group of 6 women, between the ages of 45-50 to Celebrate a 50th Birthday! The home was perfect! "
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, (40)
"We had a lovely time in this lovely house. "
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)
"We stayed at this double log cabin for a 2 night family get together.in late March. 7 adults, no kids. Plenty of space, authentic cabins with a newer section connecting them. I would say the description and pictures are spot on. We loved eating in one night (most appliances are updated and the old refrigerator did well). We LOVED having an outdoor fire both nights. The negatives in my opinion may NOT be negatives for others. We are either city or suburb dwellers. It was cold in the house...
Restored Double Log Cabin on 400 Mountain Acres

Newly remodeled farmhouse on 151 Trail in Nelson County

10.0 out of 10, Exceptional, (28)
"We have stayed here in the past and plan to come back. We've always stayed during the colder months, but there are plenty of amenities for families that want to stay in warmer weather as well. Convenient location. Everything is updated and the beds are luxuious. Excellent wi-fi."
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)
"My family and I stayed here for a long weekend to make the most of some local hikes, end of season snow on the slopes and quality time together. The property met all of our needs and wants when we were browsing for availabilities. We had a hiccup accessing the property during initial check in (key code) but the property owners were helpful and got us in quickly. Their responsiveness eased my concerns right from the start, should we have needed them for anything else during our stay.What stood...
Custom Builder just completely remodeled this Mountain Chalet! ...with Hot Tub!

Rockfish River Retreat

2.0 star property
10.0 out of 10, Exceptional, (5)
"Our group of 6 (3 couples) had a wonderful time. The house is very comfortable with many little touches that made the stay so much better. The owner quickly responded whenever I reached out to her, mainly before our stay. We did not need to contact her during the stay because everything was perfect. I highly recommend this house, we all would book it again. "
Rockfish River Retreat

The Hilltop Hideaway

10.0 out of 10, Exceptional, (5)
"We had a very nice stay at this property - Overall the design and decorations were very modern, and the location and views were wonderful. We loved how much space there was for everyone. Definitely recommend adhering to their recommendation to have a 4WD vehicle, as the drive to the house is a bit steep!"
The Hilltop Hideaway

Modern Luxury Mountain Home within Wintergreen Retreat Collection

9.8 out of 10, Exceptional, (46)
"Spacious home that worked well for our group of 15. Having a separate hangout area for the teenagers was a big bonus. Nice, flat parking with a short drive down to the slopes. Functional kitchen with plenty of plates and silverware for all the guests. Only wished for a few more hooks to hang up everyone’s ski gear."
Modern Luxury Mountain Home within Wintergreen Retreat Collection

Family-Friendly Meets Luxury

9.4 out of 10, Exceptional, (3)
"This house had something for all ages.We will definitely rent it again.Very close to the slopes."
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)
"This house is so spacious! It was clean and close to 151 and all it has to offer! It was well equipped with just about everything you could need. We are already talking about coming back!! So much cool and interesting artwork to see in this house!!"
The price is SAR 2,016
SAR 3,310 total
includes taxes & fees
12 May - 13 May
Boogie Nights Manor on VA's Brew Ridge Trail nestled in the Blue Ridge Mountains
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

Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!

10.0 out of 10, Exceptional, (233)
"Clean, well maintained, phenomenal views. Comfy beds, lots of blankets, and pillows. We will definitely book again!"
Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!

Endless Mountain Top Views from All The Way Up!

10.0 out of 10, Exceptional, (70)
"Lovely place with beautiful views!"
Endless Mountain Top Views from All The Way Up!

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

9.6 out of 10, Exceptional, (300)
"Exactly as advertised. Clean, everything worked, great location."
The price is SAR 567
SAR 1,450 total
includes taxes & fees
13 Apr - 14 Apr
Hot Tub! FAST WiFi, Firepit! Hiking off Property! 70"&60” HDTVs Cozy 4BR House.
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.