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

Nellysford Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
28 Aug - 30 Aug
In two months
9 Oct - 11 Oct
In three months
6 Nov - 8 Nov
In four months
4 Dec - 6 Dec

Our top choices for Nellysford vacation rentals

House, Private Bathroom (Pilotview Hollow) | Exterior

1. Pilotview Hollow

Pilotview Hollow
2.0 star property
Nellysford
The price is AED 1,506
AED 3,135 total
includes taxes & fees
12 Aug - 13 Aug
Pilotview Hollow
Interior

2. ❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!

❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
Nellysford
9.8 out of 10, Exceptional, (29 reviews)
"The property is very clean and well appointed. Good location. And great communication with the owner. "
United States
jennifer K.
The price is AED 845
AED 2,034 total
includes taxes & fees
12 Aug - 13 Aug
❤️️Stoney Creek Cottage❤️️Minutes to Wintergreen!
Interior

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

Blue's Barn: Central to Wineries & Breweries
Nellysford
9.6 out of 10, Exceptional, (22 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
Coffee/tea maker, fridge, microwave, oven

4. Game Room, Screen Porch, Family-Friendly, Hot Tub near 151 Brew Trail and hiking

Game Room, Screen Porch, Family-Friendly, Hot Tub near 151 Brew Trail and hiking
Nellysford
10.0 out of 10, Exceptional, (19 reviews)
"Beautiful house clean and new house. love the garage game room, 25 mins away from wintergreen resort, nice neighborhood close to the golf course and hiking trail.some good restaurants are close by. My kids had great time "
United States
Karishma
The price is AED 1,144
AED 2,709 total
includes taxes & fees
1 Sep - 2 Sep
Game Room, Screen Porch, Family-Friendly, Hot Tub near 151 Brew Trail and hiking
Exterior

5. Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek

Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
Wintergreen Resort
10.0 out of 10, Exceptional, (121 reviews)
"Great location"
United States
Chrissy R.
The price is AED 446
AED 976 total
includes taxes & fees
12 Aug - 13 Aug
Wintergreen. Panoramic Sunsets, Mountain Views, Pool, 2 King Suites, 99 midweek
Smart TV

6. 5 King Beds | Sleeps 18 | Game Room | Brew Trail

5 King Beds | Sleeps 18 | Game Room | Brew Trail
Nelson County
9.8 out of 10, Exceptional, (8 reviews)
"The house was great and perfect for our small group."
United States
Drew P.
5 King Beds | Sleeps 18 | Game Room | Brew Trail
Outdoor dining

7. Red White & WTG: Hot Tub, 5 Bedrooms!

Red White & WTG: Hot Tub, 5 Bedrooms!
Pedlars Edge
10.0 out of 10, Exceptional, (8 reviews)
"House was perfection. Very comfortable beds and every comfort of home is available in this property. Perfect place for two families of four to enjoy a fun weekend on the mountain. "
United States
Kate T.
Red White & WTG: Hot Tub, 5 Bedrooms!
Property grounds

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

New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Roseland
9.6 out of 10, Exceptional, (158 reviews)
"We had a calm and relaxing mountain get a way. The property was charming and perfect for us, clean and organized. The location was great. We loved to go for walks nearby and visit the gnomes and fairies in the trees. We would love to make it an annual trip and would definitely stay here again."
United States
Michelle
The price is AED 404
AED 912 total
includes taxes & fees
12 Aug - 13 Aug
New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly
Dining

9. Bear Tracks Cottage: New Hot Tub + Fire Pit

Bear Tracks Cottage: New Hot Tub + Fire Pit
Nellysford
10.0 out of 10, Exceptional, (36 reviews)
"We loved the location! This cabin has everything you need for the perfect mountain getaway."
United States
Amanda
The price is AED 672
AED 1,712 total
includes taxes & fees
12 Aug - 13 Aug
Bear Tracks Cottage: New Hot Tub + Fire Pit
Outdoor dining

10. Escape to the Blue Ridge Mountains at Wine-tergreen!

Escape to the Blue Ridge Mountains at Wine-tergreen!
Wintergreen Resort
9.8 out of 10, Exceptional, (128 reviews)
"Close to Ski lifts and great for a weekend stay!"
United States
Jennifer D.
The price is AED 426
AED 949 total
includes taxes & fees
12 Aug - 13 Aug
Escape to the Blue Ridge Mountains at Wine-tergreen!
House, Private Bathroom (Tucked Inn: Upper Unit) | Terrace/patio

11. Tucked Inn: Upper Unit

Tucked Inn: Upper Unit
2.0 star property
Nellysford
The price is AED 386
AED 1,052 total
includes taxes & fees
12 Aug - 13 Aug
Tucked Inn: Upper Unit
TV, books

12. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
Nellysford
10.0 out of 10, Exceptional, (11 reviews)
"We had a wonderful time during our stay in Virginia. We enjoyed the secluded, tranquil vibe of the property. The property and the surrounding countryside are absolutely beautiful. It was very convenient to visit the Shenandoah National Park access points, as well as Monticello. We highly recommend this home for your vacation stay."
United States
Mark
The price is AED 804
AED 2,339 total
includes taxes & fees
12 Aug - 13 Aug
Modern Nellysford Getaway on 40 Private Acres!
Coffee/tea maker, fridge, microwave, oven

13. Pickleball | 2 Homes | Sleeps 19 | 151 Brew Trail

Pickleball | 2 Homes | Sleeps 19 | 151 Brew Trail
Nellysford
10.0 out of 10, Exceptional, (9 reviews)
"Great place overall. Would love to come back in the fall."
United States
Cody D.
The price is AED 2,118
AED 4,196 total
includes taxes & fees
26 Aug - 27 Aug
Pickleball | 2 Homes | Sleeps 19 | 151 Brew Trail
Exterior

14. Overlook 26 with Wintergreen Advantage

Overlook 26 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
The price is AED 1,098
AED 1,864 total
includes taxes & fees
14 Aug - 15 Aug
Overlook 26 with Wintergreen Advantage
Exterior

15. Overlook 08 with Wintergreen Advantage

Overlook 08 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"Great view, wonderful property, and extremely helpful staff (we experienced a vehicle crisis)."
United States
Jason
The price is AED 1,098
AED 1,864 total
includes taxes & fees
14 Aug - 15 Aug
Overlook 08 with Wintergreen Advantage
Exterior

16. Stoneridge Woods 05 with Wintergreen Advantage

Stoneridge Woods 05 with Wintergreen Advantage
Wintergreen
10.0 out of 10, Exceptional, (1 review)
"Loved the house. The layout was great and worked great for our family."
United States
Torry M.
The price is AED 988
AED 1,707 total
includes taxes & fees
24 Aug - 25 Aug
Stoneridge Woods 05 with Wintergreen Advantage
Exterior

17. Highridge Court 08 with Wintergreen Advantage

Highridge Court 08 with Wintergreen Advantage
Chestnut Springs
10.0 out of 10, Exceptional, (1 review)
"Just as described, amazing view, books through resort so nice to have access to pool"
United States
Brian B.
The price is AED 1,098
AED 1,864 total
includes taxes & fees
17 Aug - 18 Aug
Highridge Court 08 with Wintergreen Advantage
House (3 Bedrooms) | Interior

18. Modern Nellysford Getaway on 40 Private Acres!

Modern Nellysford Getaway on 40 Private Acres!
3.0 star property
Nellysford
The price is AED 1,003
AED 2,388 total
includes taxes & fees
12 Aug - 13 Aug
Modern Nellysford Getaway on 40 Private Acres!
Exterior

19. Overlook 48 with Wintergreen Advantage

Overlook 48 with Wintergreen Advantage
Wintergreen
9.4 out of 10, Exceptional, (3 reviews)
"The view is amazing, worth the price alone. Everything was spacious and clean and comfortable, the kitchen very well equipped. We had a lovely weekend and will be back!"
United States
Maureen K.
The price is AED 1,870
AED 3,043 total
includes taxes & fees
12 Aug - 13 Aug
Overlook 48 with Wintergreen Advantage
Coffee/tea maker, fridge, microwave, oven

20. Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!

Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
Wintergreen Resort
10.0 out of 10, Exceptional, (42 reviews)
"This condo is the perfect location for a weekend ski getaway! We will definitely be staying here again!"
United States
Jennifer H.
The price is AED 380
AED 1,149 total
includes taxes & fees
12 Aug - 13 Aug
Enjoy breweries, wineries, hikes & music · Short walk to the resort and dining!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Nellysford Hotel Reviews

Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!

Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!

10/10 Excellent
"Our stay at the property was amazing! Everything in the description was absolutely on point except for the views. They were so much better, but thats to be expected as those views are hard to describe! My family spent most of the time on the porch! The hosts were very helpful and very quick to respond! Overall a 5 star stay! We definitely recommed this condo and hope to come back here on our next vivst!"
Elliot P. 2-night trip
Posted 2 days ago
Highlands Condo LOTS OF DETAILED INFO LISTED☺️ Views for days!

Frequently asked questions

Can I find vacation rentals in Nellysford?

Yes, we have vacation rentals close to well known sights in Nellysford, or you can select a secluded option if you want a relaxing place to stay. Nellysford is known for its mountain views and golf courses. Make sure you have time to check out the ski areas and wineries during your trip.

What's the top vacation rental that Nellysford has to offer?

Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14: This highly rated vacation home rental in Nellysford is located in the mountains and has a fireplace, a patio, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub. Other favorite homes for rent in Nellysford are Berry Hill Lake - Private Luxury Family Resort w/ Pool & Hot Tub - Pet Friendly and Fantastic Mountain & Valley Views! Top of the Mountain & Close to the Resort!.

How many vacation rentals are there in Nellysford?

Expedia has 201 vacation rentals for your stay in Nellysford.

What can I see and do in Nellysford?

Explore the area and family-friendly sights such as War Fields, or get out into nature at a spot like George Washington National Forest. Other places in town to visit include Hill Top Berry Farm & Winery and Bold Rock Hard Cider Nellysford Cidery.

What are vacation rentals like in Nellysford?

Vacation rentals are privately owned accommodations you can reserve for a few days or a quick weekend in Nellysford. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll be comfy for your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from shared hotel elevators and busy reception areas while still allowing you a great travel experience. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a small group gathering.