A stone tunnel with moss-covered walls and a rocky hillside.

Holiday Homes in Nellysford

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Nellysford holiday homes

A hallway with a wooden staircase, a bench, and a door leading to a balcony.

1. Fore Seasons

Fore Seasons
2.0 star property
Nellysford
"Me and my family had such a great time. The house was clean and beautiful. Everything about the house was amazing. The hosts were very responsive and sincere.❤️"
United States
Menen
The price is €288
includes taxes & fees
2 Nov - 3 Nov
Fore Seasons
A stone fireplace with outdoor seating, a house with a garage, and a lush green landscape.

2. Family Haven with mountain views and game room

Family Haven with mountain views and game room
Nellysford
Family Haven with mountain views and game room
A room with two armchairs, a small table with a lamp, and a view of a balcony with a railing.

3. Spacious + Serene Mtn Top Escape, 4 En Suites

Spacious + Serene Mtn Top Escape, 4 En Suites
Wintergreen Resort
10.0 out of 10, Exceptional, (61 reviews)
"Awesome location with 4 bed, 4 bath. Lots of room."
United States
Maija
Spacious + Serene Mtn Top Escape, 4 En Suites
A dining area with a long wooden table set for six, flanked by chairs, a modern pendant light, and a view of a kitchen area.

4. Spacious retreat: Game Room, Hot Tub & Fire Pit

Spacious retreat: Game Room, Hot Tub & Fire Pit
Nellysford
10.0 out of 10, Exceptional, (20 reviews)
"Everything was great - we had a fantastic time"
United States
joseph s.
The price is €728
includes taxes & fees
16 Nov - 17 Nov
Spacious retreat: Game Room, Hot Tub & Fire Pit
A wooden cabin with a covered patio, outdoor seating, and a fire pit.

5. Blue's Barn: Central to Wineries & Breweries

Blue's Barn: Central to Wineries & Breweries
Nellysford
9.6 out of 10, Exceptional, (25 reviews)
"A great location and comfortable stay! The unit was extremely clean, great communication from the host, we enjoyed the outdoor fire pit and how central it was to dining and outings in the area."
United States
Sarah N.
Blue's Barn: Central to Wineries & Breweries
A cabin with a large window, surrounded by trees.

6. Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!

Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
Wintergreen Resort
10.0 out of 10, Exceptional, (37 reviews)
"Everything was amazing I couldn't recommend this property enough"
United States
Stanley W.
Cozy chalet w/ king beds, fireplace, and hot tub. Close to hiking! Dog-friendly!
A modern kitchen with wooden beams, a large island, and a dining area with a bench.

7. "Glass & Pine" Home close to Bold Rock & Vineyards

"Glass & Pine" Home close to Bold Rock & Vineyards
Nellysford
10.0 out of 10, Exceptional, (3 reviews)
"Great house and location near lots of activities. The home was very clean and the kitchen was well stocked. Very nice to sit and relax on the deck. The host was quick to respond to any questions and communication was great. Definitely recommend if you are looking to stay somewhere along 151 or near Wintergreen."
United States
Dean G.
"Glass & Pine" Home close to Bold Rock & Vineyards
A spacious living room with a stone fireplace, a flat-screen TV mounted on the wall, and a dining area with a table and chairs.

8. Pickleball | Sleeps 14 | 151 Brew Trail | Firepit

Pickleball | Sleeps 14 | 151 Brew Trail | Firepit
Nellysford
10.0 out of 10, Exceptional, (2 reviews)
"This property is beautiful and the house was better than it appears in photos. Plenty of space for the 7 of us that stayed there to have our own space as well as gather together. "
United States
Kristin F.
Pickleball | Sleeps 14 | 151 Brew Trail | Firepit
A spacious living room with a large sectional sofa, a glass coffee table, and a dining area with wooden chairs and a table.

9. The Distinguished Squirrel Chalet walking distance

The Distinguished Squirrel Chalet walking distance
Treeloft
9.2 out of 10, Wonderful, (14 reviews)
"Great location and the slopes are easily accessible!"
United States
Mark H.
The Distinguished Squirrel Chalet walking distance
A spacious living room with a stone fireplace, a large window with a view of trees, a ceiling fan, and a yellow sofa.

10. 4 BR cabin mins to trails & breweries pets welcome

4 BR cabin mins to trails & breweries pets welcome
Chestnut Springs
9.6 out of 10, Exceptional, (37 reviews)
"it is really excellent."
United States
RK D.
The price is €519
includes taxes & fees
3 Nov - 4 Nov
4 BR cabin mins to trails & breweries pets welcome
A wooden cabin with a stone exterior, a balcony with wooden railings, and outdoor seating with Adirondack chairs.

11. Tucked Inn: Lower Unit

Tucked Inn: Lower Unit
2.0 star property
Nellysford
The price is €271
includes taxes & fees
3 Nov - 4 Nov
Tucked Inn: Lower Unit
A paved pathway leading to a garden with a water feature and white flowering bushes.

12. Everett Estate | Mountain View King + Jacuzzi

Everett Estate | Mountain View King + Jacuzzi
Nellysford
Everett Estate | Mountain View King + Jacuzzi
A cabin with a deck, outdoor seating, and a fire pit.

13. Walk to SKi Slopes and Hot Tub

Walk to SKi Slopes and Hot Tub
Treeloft
Walk to SKi Slopes and Hot Tub
A two-story cabin with a balcony, surrounded by trees.

14. Blackrock Canopy: Walk to Ski + 2 Living Spaces

Blackrock Canopy: Walk to Ski + 2 Living Spaces
Wintergreen Resort
Blackrock Canopy: Walk to Ski + 2 Living Spaces
A wooden cabin with a stone exterior, a balcony with wooden railings, and outdoor seating with Adirondack chairs.

15. Tucked Inn: Lower Unit - NEW Nelson Co Getaway

Tucked Inn: Lower Unit - NEW Nelson Co Getaway
Nellysford
10.0 out of 10, Exceptional, (2 reviews)
"Secluded and peaceful. Had everything I needed and more."
United States
Shelia S.
Tucked Inn: Lower Unit - NEW Nelson Co Getaway
A two-story cabin with a deck, large windows, and a hot tub.

16. Fall Getaway | Sauna & Hot Tub | Sleeps 14

Fall Getaway | Sauna & Hot Tub | Sleeps 14
Wintergreen Resort
8.0 out of 10, Very good, (1 review)
"We enjoyed our stay at the 7th hole chalet and would return. The house is spacious and was clean and included everything we needed. It did seem to have a lot of extra, unnecessary furniture in some of the rooms and pictures weren't exactly like listing. The landscaping was overgrown and messy out front. There are lots of controls for the heating and air throughout the house, but they are very hard to use and no instructions posted. The hot tub was nice and enjoyed by our crew, but the cover lift...
United States
Paula L.
Fall Getaway | Sauna & Hot Tub | Sleeps 14
A balcony with wicker furniture and a table, overlooking a scenic view of mountains and autumn foliage.

17. Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!

Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!
Nellysford
10.0 out of 10, Exceptional, (5 reviews)
"We really enjoyed our stay! The home was amazing and very well appointed. We enjoyed local breweries and hiking!"
United States
Rachel F.
The price is €872
includes taxes & fees
2 Nov - 3 Nov
Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!
A wooden deck with a yellow door, a table with chairs, and a rocking chair.

18. Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews

Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
Nellysford
9.8 out of 10, Exceptional, (9 reviews)
"Adorable, clean and quiet stay! The place was nicer than expected. It's obvious the hosts are thoughtful of their guests - we found everything we needed and more. A short drive into Nellysford and tucked away in the trees. "
United States
Katie K.
Tucked Inn: Upper Unit - 151 Getaway/Wine + Brews
A golf course with a mountain backdrop and autumn foliage.

19. The Snow House New Hot Tub Pet Friendly Creek PacMan

The Snow House New Hot Tub Pet Friendly Creek PacMan
Wintergreen Resort
10.0 out of 10, Exceptional, (11 reviews)
"Great time, great location and very smooth process. Looking forward to planning another stay next ski season. "
United States
Justin L.
The Snow House New Hot Tub Pet Friendly Creek PacMan
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 Nellysford Hotel Reviews

Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.

Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.

10/10 Excellent
"Brilliantly decorated and had the feel of a European apartment. From the moment we walked in, we were blown away by the attention to detail, thoughtful design, and cozy, historic charm. The decor effortlessly blended classic elegance with modern comfort, making it feel like a curated retreat rather than just a rental. Well done, Amy!"
matthew r. 2-night trip
Posted 14 hours ago
Newly Updated Cozy Condo in the Heart of Wintergreen! Pet friendly.

Find out more about Nellysford

Nellysford Holiday Homes information

Number of reviews
227
Accommodation
181 Holiday Homes
Lowest Price
€271
Highest Price
€872