---
title: "Wintergreen Holiday Homes from £270: Search Holiday Homes in Wintergreen | Expedia.co.uk"
description: "Search the best Holiday Homes in Wintergreen, VA in 2026. Compare rates from £270, guest reviews and availability of 220 stays. Most stays are fully refundable."
canonical: "https://www.expedia.co.uk/Wintergreen-Private-Holiday-Homes.d10811-aaPrivateHolidayHomes.Travel-Guide-Accommodation"
language: en-GB
market: GB
currency: GBP
prices_as_of: 2026-11-13T00:55:44Z
---

Plan your trip

- [Wintergreen Travel Guide](https://www.expedia.co.uk/Wintergreen.dx10811)
- [Hotels in Wintergreen](https://www.expedia.co.uk/Wintergreen-Hotels.d10811.Travel-Guide-Hotels)
- [Flights to Wintergreen](https://www.expedia.co.uk/Cheap-Flights-To-Wintergreen.d10811.Travel-Guide-Flights)
- [Things to do in Wintergreen](https://www.expedia.co.uk/Things-To-Do-In-Wintergreen.d10811.Travel-Guide-Activities)
- [Car Hire in Wintergreen](https://www.expedia.co.uk/Compare-Cheap-Car-Hire-In-Wintergreen.d10811.Car-Hire-Guide)
- [Wintergreen Holiday Packages](https://www.expedia.co.uk/Wintergreen.d10811.Holidays-City-Breaks)
- [Holiday Rentals in Wintergreen](https://www.expedia.co.uk/Wintergreen-Holiday-Rentals.d10811.Travel-Guide-HolidayRentals)

# Search Holiday Homes in Wintergreen
![A mountainous landscape with lush green hills and a clear blue sky with contrails.](https://images.trvl-media.com/place/10811/3c5ae433-6198-41c2-a2fe-98940359c13b.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Find holiday rentals that suit your style

[Chalets](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen,%20Virginia,%20United%20States%20of%20America&regionId=10811&latLong=37.884861,-78.899467&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=CHALET)

[Cabins](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen,%20Virginia,%20United%20States%20of%20America&regionId=10811&latLong=37.884861,-78.899467&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=CABIN)

[Condos](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen,%20Virginia,%20United%20States%20of%20America&regionId=10811&latLong=37.884861,-78.899467&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=CONDO)

[Cottages](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen,%20Virginia,%20United%20States%20of%20America&regionId=10811&latLong=37.884861,-78.899467&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=COTTAGE)

[Apartments](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen,%20Virginia,%20United%20States%20of%20America&regionId=10811&latLong=37.884861,-78.899467&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=APARTMENT)

[Aparthotels](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen,%20Virginia,%20United%20States%20of%20America&regionId=10811&latLong=37.884861,-78.899467&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=APART%5FHOTEL)

[Villas](https://www.expedia.co.uk/Hotel-Search?destination=Wintergreen,%20Virginia,%20United%20States%20of%20America&regionId=10811&latLong=37.884861,-78.899467&adults=2&startDate=2026-11-20&d1=2026-11-20&endDate=2026-11-22&d2=2026-11-22&lodging=VILLA)

## Check prices for these dates

[Check prices for these dates, 13 – 14 December 2026](https://www.expedia.co.uk/Hotel-Search?regionId=10811&startDate=2026-12-13&endDate=2026-12-14&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true&lodging=VACATION%5FHOME)

[View in a map](https://www.expedia.co.uk/Hotel-Search?regionId=10811&stayLength=1&daysInFuture=30&pwaOverlay=map)

## Our top choices for Wintergreen holiday homes

### [1\. Spacious + Serene Mtn Top Escape, 4 En Suites](https://www.expedia.co.uk/Nellysford-Hotels-Spacious-Serene-Mtn-Top-Escape.h88074679.Hotel-Information)

![A room with two armchairs, a small table with a lamp, and a view of a balcony with a railing.](https://images.trvl-media.com/lodging/89000000/88080000/88074700/88074679/c12a7e3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

- Location: Wintergreen Resort
- Guest rating: 10/10 (Exceptional, 61 reviews)
- Price: £273, includes taxes & fees, 16 Nov - 17 Nov, for Our top choices for Wintergreen holiday homes
- Review: Awesome location with 4 bed, 4 bath. Lots of room., by Maija

### [2\. 3 mins to skiing! Cozy chalet w/ king beds, fireplace, & hot tub. Dog-friendly!](https://www.expedia.co.uk/Nellysford-Hotels-New-Listing-3-Min-To-Ski-Whot-Tub-And-Fireplace-Dog-Friendly.h90127668.Hotel-Information)

![A cabin with a large window, surrounded by trees.](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/cc117128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen Resort
- Guest rating: 10/10 (Exceptional, 38 reviews)
- Price: £271, includes taxes & fees, 29 Nov - 30 Nov, for Our top choices for Wintergreen holiday homes
- Review: Everything was amazing I couldn't recommend this property enough, by Stanley W.

### [3\. "Glass & Pine" Home close to Bold Rock & Vineyards](https://www.expedia.co.uk/Nellysford-Hotels-Glass-Pine-Home-Close-To-Bold-Rock-Vineyards.h112394246.Hotel-Information)

![A modern kitchen with wooden beams, a large island, and a dining area with a bench.](https://images.trvl-media.com/lodging/113000000/112400000/112394300/112394246/3c9bf26c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Nellysford
- Guest rating: 10/10 (Exceptional, 4 reviews)
- Price: £317, includes taxes & fees, 16 Nov - 17 Nov, for Our top choices for Wintergreen holiday homes
- Review: 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., by Dean G.

### [4\. The Distinguished Squirrel Chalet walking distance](https://www.expedia.co.uk/Nellysford-Hotels-The-Distinguished-Squirrel-Chalet-Walking-Distance.h112532111.Hotel-Information)

![A spacious living room with a large sectional sofa, a glass coffee table, and a dining area with wooden chairs and a table.](https://images.trvl-media.com/lodging/113000000/112540000/112532200/112532111/3eb2493c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Treeloft
- Guest rating: 9.2/10 (Wonderful, 14 reviews)
- Price: £288, includes taxes & fees, 23 Nov - 24 Nov, for Our top choices for Wintergreen holiday homes
- Review: Great location and the slopes are easily accessible!, by Mark H.

### [5\. Mountaintop Wintergreen Resort Home w/ Deck, Views](https://www.expedia.co.uk/Nellysford-Hotels-Mountaintop-Wintergreen-Resort-Home-W-Deck.h48324409.Hotel-Information)

![A kitchen with wooden cabinets, a stainless steel refrigerator, a large island with bar stools, and pendant lighting.](https://images.trvl-media.com/lodging/49000000/48330000/48324500/48324409/07a8ca23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen Resort
- Guest rating: 9.8/10 (Exceptional, 62 reviews)
- Price: £367, includes taxes & fees, 23 Nov - 24 Nov, for Our top choices for Wintergreen holiday homes
- Review: Great stay and great communication. Well worth the price for the stay., by Todd A.

### [6\. Blackrock Canopy](https://www.expedia.co.uk/Nellysford-Hotels-Blackrock-Canopy.h136699768.Hotel-Information)

![A two-story cabin with a balcony, surrounded by trees.](https://images.trvl-media.com/lodging/137000000/136700000/136699800/136699768/ce34f962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Nellysford
- Price: £570, includes taxes & fees, 16 Nov - 17 Nov, for Our top choices for Wintergreen holiday homes

### [7\. 4 BR cabin mins to trails & breweries pets welcome](https://www.expedia.co.uk/Nellysford-Hotels-4-BR-Cabin-Mins-To-Trails-Breweries-Pets-Welcome.h77100132.Hotel-Information)

![A spacious living room with a stone fireplace, a large window with a view of trees, a ceiling fan, and a yellow sofa.](https://images.trvl-media.com/lodging/78000000/77110000/77100200/77100132/w1021h678x3y3-264d8a13.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Chestnut Springs
- Guest rating: 9.6/10 (Exceptional, 37 reviews)
- Price: £414, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Wintergreen holiday homes
- Review: it is really excellent., by RK D.

### [8\. The Snow House New Hot Tub Pet Friendly Creek PacMan](https://www.expedia.co.uk/Nellysford-Hotels-The-Snow-House-Pet-Friendly-Creek-PacMan.h87542939.Hotel-Information)

![A golf course with a mountain backdrop and autumn foliage.](https://images.trvl-media.com/lodging/88000000/87550000/87543000/87542939/9185afd8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen Resort
- Guest rating: 10/10 (Exceptional, 11 reviews)
- Price: £426, includes taxes & fees, 18 Nov - 19 Nov, for Our top choices for Wintergreen holiday homes
- Review: Great time, great location and very smooth process. Looking forward to planning another stay next ski season. , by Justin L.

### [9\. Fall Getaway | Sauna & Hot Tub | Sleeps 14](https://www.expedia.co.uk/Nellysford-Hotels-7th-Hole-Chalet-Golf-Views.h125158804.Hotel-Information)

![A two-story cabin with a deck, large windows, and a hot tub.](https://images.trvl-media.com/lodging/126000000/125160000/125158900/125158804/1768eaee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen Resort
- Guest rating: 9/10 (Wonderful, 2 reviews)
- Price: £534, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Wintergreen holiday homes
- 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..., by Paula L.

### [10\. Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!](https://www.expedia.co.uk/Nellysford-Hotels-Spacious-5-Bedroom-Modern-Home-With-Mountain-Views-Galore-Sauna-EV-Charger.h111999850.Hotel-Information)

![A balcony with wicker furniture and a table, overlooking a scenic view of mountains and autumn foliage.](https://images.trvl-media.com/lodging/112000000/112000000/111999900/111999850/b52d4b30.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Nellysford
- Guest rating: 10/10 (Exceptional, 5 reviews)
- Price: £635, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Wintergreen holiday homes
- Review: We really enjoyed our stay! The home was amazing and very well appointed. We enjoyed local breweries and hiking!, by Rachel F.

### [11\. Wintergreen Mountain Cabin · Hot Tub · Sauna · Mural · Fire Pit · Game Porch](https://www.expedia.co.uk/Roseland-Hotels-Wintergreen-Retreat-Cozy-Cabin-With-Hot-Tub.h101916242.Hotel-Information)

![A cabin with a deck, outdoor seating, and a fire pit.](https://images.trvl-media.com/lodging/102000000/101920000/101916300/101916242/eaa698ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Chestnut Springs
- Guest rating: 9.8/10 (Exceptional, 20 reviews)
- Price: £384, includes taxes & fees, 16 Nov - 17 Nov, for Our top choices for Wintergreen holiday homes
- Review: Great stay!, by Cheryl P.

### [12\. Adventure Awaits](https://www.expedia.co.uk/Roseland-Hotels-3-King-Bdrms.h96919924.Hotel-Information)

![A covered porch with two chairs and a table, surrounded by a wooden railing, overlooking a forested area.](https://images.trvl-media.com/lodging/97000000/96920000/96920000/96919924/28a9b48c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Laurel Ridge
- Guest rating: 9/10 (Wonderful, 10 reviews)
- Price: £424, includes taxes & fees, 22 Nov - 23 Nov, for Our top choices for Wintergreen holiday homes
- Review: our stay was so fun! , by Kaden C.

### [13\. Blackrock Canopy: Walk to Ski + 2 Living Spaces](https://www.expedia.co.uk/Nellysford-Hotels-Blackrock-Canopy-Luxury-WTG-House-Walk-To-Ski.h136699801.Hotel-Information)

![A two-story cabin with a balcony, surrounded by trees.](https://images.trvl-media.com/lodging/137000000/136700000/136699900/136699801/f9f0975c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen Resort
- Price: £604, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Wintergreen holiday homes

### [14\. Mountain Views in Wintergreen](https://www.expedia.co.uk/Nellysford-Hotels-Mountain-Views-In-Wintergreen.h117151670.Hotel-Information)

![A deck with outdoor furniture, a fire pit, and string lights.](https://images.trvl-media.com/lodging/118000000/117160000/117151700/117151670/de42f46c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Laurel Ridge
- Guest rating: 10/10 (Exceptional, 21 reviews)
- Price: £717, includes taxes & fees, 24 Nov - 25 Nov, for Our top choices for Wintergreen holiday homes
- Review: Thank you for a nice stay. , by Peter D.

### [15\. Wintergreen cabin, 5 min to ski, hot tub, sauna](https://www.expedia.co.uk/Roseland-Hotels-5-Min-To-Ski.h122997477.Hotel-Information)

![A deck with a fire pit, outdoor furniture, and a view of trees and a sunset.](https://images.trvl-media.com/lodging/123000000/123000000/122997500/122997477/5ba1258a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Chestnut Springs
- Guest rating: 10/10 (Exceptional, 16 reviews)
- Price: £404, includes taxes & fees, 30 Nov - 1 Dec, for Our top choices for Wintergreen holiday homes
- Review: Family friendly in every way possible! My friends and I had the best experience with the nearby hikes, overlooks, and overall destination of the home! Awesome place to stay!, by mikenzi b.

### [16\. Mountain Mindset](https://www.expedia.co.uk/Roseland-Hotels-Mountain-Mindset.h132014480.Hotel-Information)

![A wooden deck with outdoor seating and a fire pit.](https://images.trvl-media.com/lodging/133000000/132020000/132014500/132014480/6391ef23.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Laurel Ridge
- Price: £420, includes taxes & fees, 29 Nov - 30 Nov, for Our top choices for Wintergreen holiday homes

### [17\. Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14](https://www.expedia.co.uk/Nellysford-Hotels-Stunning-Newly-Rebuilt-Home-Perfect-Peaceful-Getaway-That-Sleeps-14.h51793663.Hotel-Information)

![A two-story house with a central entrance, a wooden staircase, and a porch.](https://images.trvl-media.com/lodging/52000000/51800000/51793700/51793663/4496093e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen Resort
- Guest rating: 10/10 (Exceptional, 73 reviews)
- Price: £717, includes taxes & fees, 23 Nov - 24 Nov, for Our top choices for Wintergreen holiday homes
- Review: Fantastic stay in an amazing property. Wonderful for families with kids of all ages including teens., by Michael R.

### [18\. Blue Ridge Mt retreat steps off the Appalachian Trail in Wintergreen Resort](https://www.expedia.co.uk/Nellysford-Hotels-Hikers-Paradise-Plus-NEW-HOT-TUB.h48985592.Hotel-Information)

![A stone fireplace with a fire, a leather armchair, a patterned armchair, and a tray with candles.](https://images.trvl-media.com/lodging/49000000/48990000/48985600/48985592/248bcde1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Roseland
- Guest rating: 10/10 (Exceptional, 42 reviews)
- Price: £624, includes taxes & fees, 15 Nov - 16 Nov, for Our top choices for Wintergreen holiday homes
- Review: Best place we have stayed around wintergreen hands down., by Allen M.

### [19\. Family-Friendly Meets Luxury](https://www.expedia.co.uk/Nellysford-Hotels-Family-Friendly-Meets-Luxury.h107556920.Hotel-Information)

![A cozy outdoor seating area with a fire pit, wooden deck, and a large wooden barrel.](https://images.trvl-media.com/lodging/108000000/107560000/107557000/107556920/6bcf944f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Pedlars Edge
- Guest rating: 9.4/10 (Exceptional, 12 reviews)
- Price: £808, includes taxes & fees, 23 Nov - 24 Nov, for Our top choices for Wintergreen holiday homes
- Review: Perfect for a family gathering with kids! Awesome amenities., by James B.

### [20\. Designer Home w/ Incredible Views, Sleeps 16](https://www.expedia.co.uk/Roseland-Hotels-Designer-Home-W-Incredible-Views.h103186077.Hotel-Information)

![A spacious living room with large windows, a wooden ceiling, and a chandelier.](https://images.trvl-media.com/lodging/104000000/103190000/103186100/103186077/af92f97c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen Resort
- Guest rating: 9.4/10 (Exceptional, 23 reviews)
- Price: £785, includes taxes & fees, 23 Nov - 24 Nov, for Our top choices for Wintergreen holiday homes
- Review: We enjoyed our stay at this beautiful place. love to come back , by Neda A.

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](https://www.expedia.co.uk/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28&regionId=10811&adults=2&sort=VACATION%5FRENTAL&openPlayBack=true)

## Learn more about Wintergreen

Nestled in the Blue Ridge Mountains, this four-season resort offers skiing in winter and championship golf courses in summer. Hike to stunning Crabtree Falls nearby or explore the scenic Blue Ridge Parkway with its overlooks and picnic spots.

[See all hotels in Wintergreen](https://www.expedia.co.uk/Hotel-Search?startDate=2026-11-27&endDate=2026-11-28&adults=2&regionId=10811)

![A mountainous landscape with lush green hills and a clear blue sky with contrails.](https://images.trvl-media.com/place/10811/3c5ae433-6198-41c2-a2fe-98940359c13b.jpg?impolicy=fcrop&w=900&h=339&p=1&q=high)

## Other language versions

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