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Top Holiday Rentals in Howardsville

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

9.6 out of 10, Exceptional, (131)
"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 £186
includes taxes & fees
17 Aug - 18 Aug
New construction! Top of Wintergreen mountain. 1BD/2BA, sleeps 4, pet-friendly

New Cabin Right on The Rockfish River! Peacefull River Sounds, Stunning views!

10.0 out of 10, Exceptional, (45)
"Beautiful house, setting and walking path. "
New Cabin Right on The Rockfish River! Peacefull River Sounds, Stunning views!

Luxury Log Cabin Getaway: Near Wintergreen Resort & Shenandoah Valley

10.0 out of 10, Exceptional, (14)
"We loved staying at this property. Easily accommodated our family and was such a pretty setting. Host was excellent in answering questions and providing information. Would definitely stay here in the future."
Luxury Log Cabin Getaway: Near Wintergreen Resort & Shenandoah Valley

Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

10.0 out of 10, Exceptional, (323)
"I’ve stayed here a few times now with various members of my family and all of us love this place! The accommodations are great, the place is well stocked with careful attention to detail, and we always look forward to returning. Thanks again for a great stay!"
Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes

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

Wintergreen. Sunset Vista Villa - Sea of Mountains

10.0 out of 10, Exceptional, (77)
"Everything was great!"
The price is £206
includes taxes & fees
28 Aug - 29 Aug
Wintergreen. Sunset Vista Villa - Sea of Mountains

Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall

9.8 out of 10, Exceptional, (48)
"Great place, easy to find, and quick drive to the Wontergreen Resort!"
Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall

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

10.0 out of 10, Exceptional, (238)
"Tremendous view and perfect accommodations. We used for a base to visit Staunton and Charlottesville. "
Best views on Mountain! Breathtaking 5 Star. FLASH SALE! April 4-6 ONLY! 150 nt!

Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC

9.8 out of 10, Exceptional, (50)
"Had a great stay! Easy check-in/departure process. Great views and easy access to the slopes! 10/10 would recommend again. "
Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC

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

Cozy cabin for 2 w/ great mt views & walking trails!

10.0 out of 10, Exceptional, (163)
"Great place - clean, quiet and beautiful scenery. Definitely recommend."
The price is £142
includes taxes & fees
24 Aug - 25 Aug
Cozy cabin for 2 w/ great mt views & walking trails!

Pine Cottage: Hot Tub, 2 mins to Bold Rock!

10.0 out of 10, Exceptional, (19)
"The house was super cute and accommodated our whole group. It was close to a good amount of breweries and wineries. "
The price is £325
includes taxes & fees
25 Aug - 26 Aug
Pine Cottage: Hot Tub, 2 mins to Bold Rock!

Private Guest Suite by Wineries/Orchards/Cville

10.0 out of 10, Exceptional, (43)
"A perfect place to stay! Very clean and quiet!"
The price is £174
includes taxes & fees
17 Aug - 18 Aug
Private Guest Suite by Wineries/Orchards/Cville

Cozy 6-bedroom cabin in Wintergreen Resort

9.8 out of 10, Exceptional, (8)
"Place was great we had a blast ! Only about a 5 min walk to the slopes!"
Cozy 6-bedroom cabin in Wintergreen Resort

Wow! What A View!

9.4 out of 10, Exceptional, (15)
"Découverte de la corse pour la 1ère fois. Proche de tous, plage, équitation mer montagne, spécialités, petit port avec restau,rando, village et super point de vue."
Wow! What A View!

Restored Double Log Cabin on 400 Mountain Acres

10.0 out of 10, Exceptional, (233)
"Very cool cabin that is great for groups. We have stayed here two years in a row and will likely come back again. "
Restored Double Log Cabin on 400 Mountain Acres

Mechum Hill Cottage: Central to Crozet & Cville

9.4 out of 10, Exceptional, (12)
"The location and very clean cottage"
The price is £212
includes taxes & fees
17 Aug - 18 Aug
Mechum Hill Cottage: Central to Crozet & Cville

Panoramic Peak: Wintergreen Condo with Views

9.6 out of 10, Exceptional, (26)
"With its breathtaking views, this property is a hidden gem. It is also very well maintained. "
The price is £219
includes taxes & fees
17 Aug - 18 Aug
Panoramic Peak: Wintergreen Condo with Views

Walk to Market/Private community outdoor pool!

9.8 out of 10, Exceptional, (71)
"Excellent location. Comfortable and clean."
Walk to Market/Private community outdoor pool!

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
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

Frequently asked questions

Can I find holiday rentals in Howardsville?

Yes, there are holiday rentals close to the most popular sights in Howardsville, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Howardsville has to offer?

Aftonshire Cottage - Heart of Afton's Wine Region: This holiday home rental outside of Howardsville is equipped with a patio, air conditioning and laundry facilities to help you feel comfortable during your stay. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Howardsville?

While exploring the area, visit family-friendly sights like Dorrier Park, or get outside and enjoy nature at James River. Walton's Mountain Museum and James River State Park are a couple of places you'll find in the wider area.

What are holiday rentals like in Howardsville?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Howardsville. Holiday rentals offer extras like laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about cleanliness, holiday rentals can provide a sense of security away from shared hotel lifts and busy lobbies while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for family trips.