---
title: "Wintergreen Vacation Rentals from $217: Search Short-Term Rentals | Expedia.com"
description: "Find the best deals on Wintergreen vacation rentals with Expedia.com. We offer a huge selection of top vacation homes for rental in Nellysford. Book your next vacation with us!"
canonical: "https://www.expedia.com/Wintergreen-Vacation-Rentals.d10811.Travel-Guide-VacationRentals"
language: en-US
market: US
currency: USD
prices_as_of: 2026-11-12T19:03:33Z
---

Plan your trip

- [Wintergreen Travel Guide](https://www.expedia.com/Wintergreen.dx10811)
- [Hotels in Wintergreen](https://www.expedia.com/Wintergreen-Hotels.d10811.Travel-Guide-Hotels)
- [Flights to Wintergreen](https://www.expedia.com/Cheap-Flights-To-Wintergreen.d10811.Travel-Guide-Flights)
- [Things to do in Wintergreen](https://www.expedia.com/Things-To-Do-In-Wintergreen.d10811.Travel-Guide-Activities)
- [Car Rentals in Wintergreen](https://www.expedia.com/Car-Rentals-In-Wintergreen.d10811.Car-Rental-Guide)
- [Wintergreen Vacation Packages](https://www.expedia.com/Wintergreen.d10811.Destination-Travel-Guides)

# Wintergreen Vacation Rentals
![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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### Upfront pricing
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## Check prices for these dates

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

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

## Our top choices for Wintergreen vacation rentals

### [1\. New construction! 1 BD/2 BA Top of Wintergreen mountain. Sleeps 4, pet-friendly](https://www.expedia.com/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information)

![A garden with a variety of flowers and trees at dusk.](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/dda1ec86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

- Location: Roseland
- Guest rating: 9.6/10 (Exceptional, 163 reviews)
- Price: $223 nightly, $250 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Wintergreen vacation rentals
- Review: Perfect condo for couple. Two bathrooms, big kitchen, big porch, big living area., by Kathleen K.

### [2\. 2 minutes from the shops and activities; Cozy 1 bedroom end unit.](https://www.expedia.com/Nellysford-Hotels-2-Minutes-From-The-Shops-And-Activities-Cozy-1-Bedroom-End-Unit.h30668975.Hotel-Information)

![A two-story house with a front porch, a mailbox, and a wooden fence.](https://images.trvl-media.com/lodging/31000000/30670000/30669000/30668975/d88b8ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen
- Guest rating: 9.4/10 (Exceptional, 131 reviews)
- Price: $205 nightly, $230 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Wintergreen vacation rentals
- Review: Awesome location. Cool set up and perfect for a couples getaway. The wood burning fireplace was a great thing., by Paul

### [3\. Updated! Cozy and clean two bedroom condo.](https://www.expedia.com/Nellysford-Hotels-Updated-Cozy-And-Clean-Two-Bedroom-Condo.h69573271.Hotel-Information)

![A spacious living room with a sofa, coffee table, and a dining area with a kitchen in the background.](https://images.trvl-media.com/lodging/70000000/69580000/69573300/69573271/d274dbdb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen Resort
- Guest rating: 9.2/10 (Wonderful, 38 reviews)
- Price: $216 nightly, $243 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Wintergreen vacation rentals
- Review: Great stay for my family!, by Joel M.

### [4\. Escape to the Blue Ridge Mountains at Wine-tergreen!](https://www.expedia.com/Charlottesville-Hotels-Mountain-Escape-At-Wine-Tergreen-Condo.h43414813.Hotel-Information)

![A set of stone steps leading up to a house with a light-colored exterior.](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/bd661df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen Resort
- Guest rating: 9.6/10 (Exceptional, 132 reviews)
- Price: $219 nightly, $246 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Wintergreen vacation rentals
- Review: Close to Ski lifts and great for a weekend stay!, by Jennifer D.

### [5\. 2br/2ba: Million Dollar View from Luxury Condo on the Ridge.](https://www.expedia.com/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information)

![A balcony with a table and chairs, offering a view of a mountainous landscape.](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/254bda6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Roseland
- Guest rating: 9/10 (Wonderful, 339 reviews)
- Price: $216 nightly, $242 total, Nov 16 - Nov 17, Total with taxes and fees, for Our top choices for Wintergreen vacation rentals
- Review: We enjoyed our time at the stay. , by michael b.

### [6\. Three Little Bears](https://www.expedia.com/Nellysford-Hotels-Laurelwood-Hollow.h132014444.Hotel-Information)

![A wooden deck leading to a cabin surrounded by trees.](https://images.trvl-media.com/lodging/133000000/132020000/132014500/132014444/2fa606b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Nellysford
- Price: $280 nightly, $315 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Wintergreen vacation rentals

### [7\. Walk to Market/Private community outdoor pool!](https://www.expedia.com/Nellysford-Hotels-Walk-To-MarketPrivate-Community-Outdoor-Pool.h32591422.Hotel-Information)

![A two-story wooden cabin with a wooden deck and a small porch.](https://images.trvl-media.com/lodging/33000000/32600000/32591500/32591422/4612d15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen Resort
- Guest rating: 9.8/10 (Exceptional, 86 reviews)
- Price: $216 nightly, $243 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Wintergreen vacation rentals
- Review: What a gem of a place! We had a wonderful long weekend get away as a family. The host communicated clearly and timely. We loved our stay here!, by Christy P.

### [8\. Panoramic Peak: Wintergreen Condo with Views](https://www.expedia.com/Nellysford-Hotels-Panoramic-Peak-Wintergreen-Condo-With-Views.h90233005.Hotel-Information)

![A balcony with a table and chairs, offering a view of green hills and mountains.](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/dfc98611.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen Resort
- Guest rating: 9.6/10 (Exceptional, 50 reviews)
- Price: $276 nightly, $311 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Wintergreen vacation rentals
- Review: Amazing views and beautiful sunsets. , by Erica T.

### [9\. Mountain Inn Studio 96 with Wintergreen Advantage](https://www.expedia.com/Nellysford-Hotels-Mountain-Inn-Studio-96-With-Wintergreen-Advantage.h102442025.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/8ed802b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen
- Guest rating: 10/10 (Exceptional, 1 review)
- Price: $194 nightly, $218 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Wintergreen vacation rentals
- Review: A wonderful condo at Wintergreen! It was great to snowboard the whole day and the next day. This was a lovely and clean place to rest. , by Lana

### [10\. Eagles Court Ski In/Ski Out Condo with Walkable Location & Mountain Views!](https://www.expedia.com/Charlottesville-Hotels-Ski-Inski-Out-Condo-On-The-Slopes-Prime-Location-On-Eagles-Swoop.h59630794.Hotel-Information)

![A covered porch with a view of a grassy yard and trees.](https://images.trvl-media.com/lodging/60000000/59640000/59630800/59630794/735441eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen Resort
- Guest rating: 9.8/10 (Exceptional, 151 reviews)
- Price: $269 nightly, $302 total, Nov 13 - Nov 14, Total with taxes and fees, for Our top choices for Wintergreen vacation rentals
- Review: Great place, super clean, and wonderful location on the mountain!, by Frank A.

### [11\. Wintergreen Condo -Steps to Ski and restaurants](https://www.expedia.com/Nellysford-Hotels-Wintergreen-Condo-Steps-To-Ski-And-Restaurants.h102325315.Hotel-Information)

![A covered deck with wicker furniture, a black ottoman, and a sliding glass door leading to a forested area.](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/eb46d699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen Resort
- Guest rating: 10/10 (Exceptional, 41 reviews)
- Price: $254 nightly, $285 total, Nov 17 - Nov 18, Total with taxes and fees, for Our top choices for Wintergreen vacation rentals
- Review: It was a fine place for our family to stay during our staycation!, by Alicia G.

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

![A wooden deck with white railings and a wooden staircase leading to a house with a gabled roof.](https://images.trvl-media.com/lodging/89000000/88080000/88074700/88074679/b6178f6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen Resort
- Guest rating: 10/10 (Exceptional, 61 reviews)
- Price: $327 nightly, $367 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Wintergreen vacation rentals
- Review: Awesome location with 4 bed, 4 bath. Lots of room., by Maija

### [13\. Cozy Wintergreen Ski Resort Retreat • Panoramic Views • Fireplace](https://www.expedia.com/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.Hotel-Information)

![A two-story house with a stone foundation, a large front porch, and a chimney.](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/w1280h800x0y0-25cf6aa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen Resort
- Guest rating: 10/10 (Exceptional, 128 reviews)
- Price: $249 nightly, $279 total, Nov 16 - Nov 17, Total with taxes and fees, for Our top choices for Wintergreen vacation rentals
- Review: Nice condo in a nice resort. House has everything you need and more., by Thomas B.

### [14\. "Fall" in love · Short drive to Blue Ridge Pkwy · Walk 2 resort & dining](https://www.expedia.com/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.Hotel-Information)

![A wicker chair with cushions on a wooden deck with a railing, surrounded by trees.](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/5cd5ab8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen Resort
- Guest rating: 10/10 (Exceptional, 44 reviews)
- Price: $292 nightly, $328 total, Nov 16 - Nov 17, Total with taxes and fees, for Our top choices for Wintergreen vacation rentals
- Review: Great stay and super responsive hosts! Really enjoyed my stay., by Amy K.

### [15\. Timbers Studio 46 with Wintergreen Advantage](https://www.expedia.com/Nellysford-Hotels-Timbers-Studio-46-With-Wintergreen-Advantage.h102442095.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442095/5c8096d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen
- Guest rating: 10/10 (Exceptional, 2 reviews)
- Price: $194 nightly, $218 total, Nov 13 - Nov 14, Total with taxes and fees, for Our top choices for Wintergreen vacation rentals
- Review: "We only stayed here for a night but it was both relaxing and quiet. The room was very clean and it was spacious for the two of us. It reminded me of a larger hotel room or a studio apartment. You could tell they had put some work into it to make it nice which I appreciated. You have to go to the front desk to check in but it’s not even a 2-minute drive from there. It took us a few minutes to locate it in the dark but that’s just because it’s so dark up there. Great place to stay on a couple..., by Madison D.

### [16\. Mountain View Vista](https://www.expedia.com/Nellysford-Hotels-Mountain-View-Vista.h132014497.Hotel-Information)

![A deck with outdoor seating and a view of the mountains.](https://images.trvl-media.com/lodging/133000000/132020000/132014500/132014497/32dd7921.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Nellysford
- Price: $266 nightly, $299 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Wintergreen vacation rentals

### [17\. Mountain Inn Lodge 77 with Wintergreen Advantage](https://www.expedia.com/Nellysford-Hotels-Mountain-Inn-Lodge-77-With-Wintergreen-Advantage.h118423495.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/119000000/118430000/118423500/118423495/318eb44d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen
- Guest rating: 8/10 (Very good, 1 review)
- Price: $216 nightly, $242 total, Nov 13 - Nov 14, Total with taxes and fees, for Our top choices for Wintergreen vacation rentals
- Review: The stairs inside the property makes hard to lug the suitcases around little hard., by Bhaskar

### [18\. Mountain Inn Lodge 78 with Wintergreen Advantage](https://www.expedia.com/Nellysford-Hotels-Mountain-Inn-Lodge-78-With-Wintergreen-Advantage.h102441969.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441969/8268e41a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen
- Guest rating: 10/10 (Exceptional, 2 reviews)
- Price: $216 nightly, $242 total, Nov 13 - Nov 14, Total with taxes and fees, for Our top choices for Wintergreen vacation rentals
- Review: Had so much fun! Perfect stay!, by Megan O.

### [19\. Luxury Condo in the Sky! Finest in Wintergreen!](https://www.expedia.com/Nellysford-Hotels-Luxury-Condo-In-The-Sky-Finest-In-Wintergreen.h96718013.Hotel-Information)

![A wooden deck with a sofa and a wicker chair, overlooking a lush green landscape with mountains.](https://images.trvl-media.com/lodging/97000000/96720000/96718100/96718013/e4b21b06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen Resort
- Guest rating: 10/10 (Exceptional, 48 reviews)
- Price: $274 nightly, $308 total, Nov 15 - Nov 16, Total with taxes and fees, for Our top choices for Wintergreen vacation rentals
- Review: Views were amazing!, by Sang Rea

### [20\. Treetop Sunset Deck, 2 Upscale King Bedrooms, Fireplace, Walk to Spa & Trails](https://www.expedia.com/Nellysford-Hotels-Top-Floor-Views-Over-The-18th-Green.h135125713.Hotel-Information)

![A wooden deck with a staircase leading to a covered area, surrounded by trees and greenery.](https://images.trvl-media.com/lodging/136000000/135130000/135125800/135125713/a1d8d85c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Wintergreen Resort
- Guest rating: 10/10 (Exceptional, 9 reviews)
- Price: $276 nightly, $310 total, Nov 16 - Nov 17, Total with taxes and fees, for Our top choices for Wintergreen vacation rentals

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.com/Hotel-Search?startDate=2026-11-26&endDate=2026-11-27&regionId=10811&adults=2&sort=VACATION%5FRENTAL&openPlayBack=true)

## Find vacation rentals that suit your style

[Cabins](https://www.expedia.com/Hotel-Search?destination=Wintergreen,%20Virginia,%20United%20States%20of%20America&regionId=10811&latLong=37.884861,-78.899467&adults=2&startDate=2026-11-19&d1=2026-11-19&endDate=2026-11-21&d2=2026-11-21&lodging=CABIN)

[Chalets](https://www.expedia.com/Hotel-Search?destination=Wintergreen,%20Virginia,%20United%20States%20of%20America&regionId=10811&latLong=37.884861,-78.899467&adults=2&startDate=2026-11-19&d1=2026-11-19&endDate=2026-11-21&d2=2026-11-21&lodging=CHALET)

[Condos](https://www.expedia.com/Hotel-Search?destination=Wintergreen,%20Virginia,%20United%20States%20of%20America&regionId=10811&latLong=37.884861,-78.899467&adults=2&startDate=2026-11-19&d1=2026-11-19&endDate=2026-11-21&d2=2026-11-21&lodging=CONDO)

[Cottages](https://www.expedia.com/Hotel-Search?destination=Wintergreen,%20Virginia,%20United%20States%20of%20America&regionId=10811&latLong=37.884861,-78.899467&adults=2&startDate=2026-11-19&d1=2026-11-19&endDate=2026-11-21&d2=2026-11-21&lodging=COTTAGE)

[Apartments](https://www.expedia.com/Hotel-Search?destination=Wintergreen,%20Virginia,%20United%20States%20of%20America&regionId=10811&latLong=37.884861,-78.899467&adults=2&startDate=2026-11-19&d1=2026-11-19&endDate=2026-11-21&d2=2026-11-21&lodging=APARTMENT)

[Aparthotels](https://www.expedia.com/Hotel-Search?destination=Wintergreen,%20Virginia,%20United%20States%20of%20America&regionId=10811&latLong=37.884861,-78.899467&adults=2&startDate=2026-11-19&d1=2026-11-19&endDate=2026-11-21&d2=2026-11-21&lodging=APART%5FHOTEL)

[Villas](https://www.expedia.com/Hotel-Search?destination=Wintergreen,%20Virginia,%20United%20States%20of%20America&regionId=10811&latLong=37.884861,-78.899467&adults=2&startDate=2026-11-19&d1=2026-11-19&endDate=2026-11-21&d2=2026-11-21&lodging=VILLA)

## Top Wintergreen Hotel Reviews

### [Love Ridge Mountain Lodging](https://www.expedia.com/Montebello-Hotels-Love-Ridge-Mountain-Lodging.h76366707.Hotel-Information)

![A two-story house with a deck, large windows, and a garage.](https://images.trvl-media.com/lodging/77000000/76370000/76366800/76366707/f06ddae8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Lyndhurst
- Review: Next time, don’t advertise a hot tub outside for the cabins that DON’T have a hot tub outside. Everything else was awesome., by Darian, December 25, 2023, rated 10/10 Excellent

### [Blackwood Chalet](https://www.expedia.com/Nellysford-Hotels-Blackwood-Chalet.h111087718.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111090000/111087800/111087718/14b60831.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Nellysford
- Review: Cleanliness and ease of check in, by Patrick, September 13, 2026, rated 10/10 Excellent

### [Best Western Plus Waynesboro Inn & Suites Conference Center](https://www.expedia.com/Staunton-Hotels-Best-Western-Plus-Waynesboro-Inn-Suites-Conference-Center.h1677369.Hotel-Information)

![A hotel with a covered entrance, multiple windows, and a landscaped area with trees and shrubs.](https://images.trvl-media.com/lodging/2000000/1680000/1677400/1677369/d5f3c61c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Waynesboro
- Review: The old guy makes me feel weird great staff and service besides him., by Brandon, February 1, 2024, rated 10/10 Excellent

### [The Farmhouse at Veritas](https://www.expedia.com/Staunton-Hotels-The-Farmhouse-At-Veritas.h38190375.Hotel-Information)

![A porch with wooden rocking chairs and a ceiling fan.](https://images.trvl-media.com/lodging/39000000/38200000/38190400/38190375/ca83320a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Afton
- Review: We are very grateful for the stay and for all the kind treatment and the beautiful place., by Carlos, July 31, 2026, rated 10/10 Excellent

### [Afton Mountain Inn](https://www.expedia.com/Afton-Hotels-Afton-Mountain-Inn.h26679424.Hotel-Information)

![A backyard with a swimming pool, lounge chairs, and umbrellas.](https://images.trvl-media.com/lodging/27000000/26680000/26679500/26679424/5dbeec9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Afton
- Review: Cool old farmhouse in a rustic setting. It was clean and easy to book and stay. No staff on-site, but it was no problem. Everything is done online. Would recommend it to friends and family, by Gibson, October 27, 2026, rated 10/10 Excellent

### [Residence Inn Marriott Waynesboro](https://www.expedia.com/Staunton-Hotels-Residence-Inn-Marriott-Waynesboro.h2333440.Hotel-Information)

![An outdoor patio with a fire pit, wicker furniture, and a brick building with large windows.](https://images.trvl-media.com/lodging/3000000/2340000/2333500/2333440/d02d24f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Waynesboro
- Review: Rooms were clean, spacious, and included all of the amenities needed when traveling with a toddler., by Kimberly, May 2, 2024, rated 10/10 Excellent

### [Hotel 24 South](https://www.expedia.com/Staunton-Hotels-Hotel-24-South.h1311324.Hotel-Information)

![A cozy room with a fireplace, blue and patterned chairs, and a round table with a candle.](https://images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/e8d250bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Staunton
- Review: It’s a beautiful old hotel, and the staff are lovely. It is our go to place in Staunton., by Barbara, November 9, 2026, rated 10/10 Excellent

### [Tru By Hilton Staunton](https://www.expedia.com/Staunton-Hotels-Tru-By-Hilton-Staunton.h29142906.Hotel-Information)

![A modern lounge area with a blue sofa, colorful chairs, and a red hanging chair.](https://images.trvl-media.com/lodging/30000000/29150000/29143000/29142906/0c7df841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Staunton
- Review: Very nice stay, by Marisa, September 7, 2025, rated 10/10 Excellent

### [Holiday Inn Express & Suites Staunton by IHG](https://www.expedia.com/Staunton-Hotels-Holiday-Inn-Express-And-Suites-Staunton.h46549911.Hotel-Information)

![A buffet counter with various food items.](https://images.trvl-media.com/lodging/47000000/46550000/46550000/46549911/65d286f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Staunton
- Review: Great location to stay and take advantage of the hiking options in the George Washington National Forest, by Nicholas, February 9, 2024, rated 10/10 Excellent

### [Hampton Inn Waynesboro/Stuarts Draft](https://www.expedia.com/Fishersville-Hotels-Hampton-Inn-WaynesboroStuarts-Draft.h795115.Hotel-Information)

![A reception area with a "Welcome to the Mother of States" sign, a reception desk, a "Hilton Honors" sign, and a "Fuel Up Here" refrigerator.](https://images.trvl-media.com/lodging/1000000/800000/795200/795115/003ef17c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Fishersville
- Review: Everyone went above and beyond to ensure my stay was comfortable., by Justin, August 24, 2015, rated 10/10 Excellent

### [Sleep Inn Staunton](https://www.expedia.com/Staunton-Hotels-Sleep-Inn-Staunton.h168389.Hotel-Information)

![A breakfast area with a coffee machine, cereal dispensers, and a waffle maker.](https://images.trvl-media.com/lodging/1000000/170000/168400/168389/0f070579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Staunton
- Review: This was just an overnight stop on our way home but we enjoyed the hotel. It was recently renovated and was very nice, very clean. I like the laminate flooring in the room. (Hotel carpet can be questionable) We would stay there again., by Anonymous traveler, May 15, 2024, rated 10/10 Excellent

### [Wingate by Wyndham Waynesboro](https://www.expedia.com/Staunton-Hotels-Holiday-Inn-Express-Hotel-Suites-Waynesboro-Route-340.h60770.Hotel-Information)

![Room](https://images.trvl-media.com/lodging/1000000/70000/60800/60770/e57bdddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Waynesboro
- Review: There simply aren’t enough nice things to say about the fabulous staff here. We had stayed a couple of days before Christmas and they had had a little Santa in the room stating that my children had found Santa so they could come pick wrapped gifts from the lobby. Rooms were very clean. Breakfast was lovely and again the staff just makes the place., by CHRISTINA, December 28, 2024, rated 10/10 Excellent

### [Iris Inn and Cabins](https://www.expedia.com/Waynesboro-Hotels-Iris-Inn-And-Cabins.h116890286.Hotel-Information)

![A spacious room with large windows, a wooden deck, and a view of trees.](https://images.trvl-media.com/lodging/117000000/116900000/116890300/116890286/60b5068a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Waynesboro
- Review: We had a fantastic stay at Iris Inn. Its location is super convenient right off the highway and close to so many hiking trails and wineries. The view from the Inn is enough to not even leave it is so beautiful. We loved the breakfast and ability to have dinner and drinks later in the day., by Rachel, November 1, 2026, rated 10/10 Excellent

### [Avid Hotel Staunton](https://www.expedia.com/Staunton-Hotels-Avid-Hotels-Staunton.h17558.Hotel-Information)

![A breakfast buffet area with labeled containers of cereals and a sign indicating fresh, fast, and filling options.](https://images.trvl-media.com/lodging/1000000/20000/17600/17558/3f6256d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
- Location: Staunton
- Review: We had a really nice stay with young kids. Clean, and great breakfast. We enjoyed getting to chat with front desk staff, Abhi, by Dylan, December 24, 2024, rated 10/10 Excellent

## Find out more about Wintergreen

### Everything you need to know about Wintergreen vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Wintergreen vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Wintergreen vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

### Wintergreen vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Wintergreen. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Wintergreen in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $217 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

### How to find incredible deals on Wintergreen rentals

At Expedia, we put the best Wintergreen vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Wintergreen rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Wintergreen vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Wintergreen. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Frequently Asked Questions

### Can I find vacation rentals in Wintergreen?

Yes, there are vacation rentals close to the most popular points of interest in Wintergreen, or you can select a secluded option if you'd like a relaxing place to stay. Discover why Wintergreen is known for its ski slopes and mountain landscape. Make sure you have time to check out the wineries and coffeehouses during your trip.

### What are some of the best vacation rentals that Wintergreen has to offer?

[Wintergreen cabin, hot tub, sauna, walk to trails](https://www.expedia.com/Roseland-Hotels-5-Min-To-Ski.h122997477.Hotel-Information): Visitors give good reviews to this Wintergreen vacation home rental, which is located in the mountains and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 3 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. Some other top choices in Wintergreen are [Newly Rebuilt Home - Hot Tub - Sauna - Sleeps 14](https://www.expedia.com/Nellysford-Hotels-Stunning-Newly-Rebuilt-Home-Perfect-Peaceful-Getaway-That-Sleeps-14.h51793663.Hotel-Information) and [Remodeled 3BR/2BA Ski Chalet off Tyro Slope](https://www.expedia.com/Nellysford-Hotels-Remodeled-3BR2BA-Ski-Chalet-Off-Tyro-Slope.h24947202.Hotel-Information).

### How many vacation rentals are there in Wintergreen?

Choose from 232 Expedia vacation rentals in Wintergreen for a memorable vacation.

### What can I see and do in Wintergreen?

While you're exploring the area, George Washington National Forest and Humpback Rocks are a couple of picturesque spots to get outside and enjoy nature. While here, Bold Rock Hard Cider Nellysford Cidery and Wintergreen Resort are other places worth a visit.

### What’s a vacation rental in Wintergreen like?

A vacation rental is a private property where you can stay for several days or longer in Wintergreen. Vacation rentals provide amenities such as WiFi and washers and dryers so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can provide a sense of safety away from shared hotel elevators and busy lobbies while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a popular option for a family trip.

## Explore a world of travel with Expedia

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- [Rv Parks in Wintergreen](https://www.expedia.com/Wintergreen-RV-Parks.d10811-aaRVParks.Travel-Guide-Accommodation)
- [Harrisonburg Hotels](https://www.expedia.com/Harrisonburg-Hotels.d6056902.Travel-Guide-Hotels)
- [B&B in Wintergreen](https://www.expedia.com/Wintergreen-Bed-And-Breakfast.d10811-aaBedAndBreakfast.Travel-Guide-Accommodation)
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- [Farmstay in Nellysford](https://www.expedia.com/Nellysford-Agritourism.d180913-aaAgritourism.Travel-Guide-Accommodation)
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- [Flights to Nellysford](https://www.expedia.com/Cheap-Flights-To-Nellysford.d180913.Travel-Guide-Flights)
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- [Flights to Wintergreen](https://www.expedia.com/Cheap-Flights-To-Wintergreen.d10811.Travel-Guide-Flights)
- [Flights to Syria](https://www.expedia.com/Cheap-Flights-To-Syria.d184113.Travel-Guide-Flights)
- [Flights from Stuarts Draft](https://www.expedia.com/lp/flights/6056908/flights-from-stuarts-draft)
- [Wintergreen Vacations](https://www.expedia.com/Wintergreen.d10811.Destination-Travel-Guides)
- [Bold Rock Hard Cider Nellysford Cidery](https://www.expedia.com/Bold-Rock-Hard-Cider-Nellysford-Cidery-Nellysford.d553248635974658802.Vacation-Attraction)
- [Visit Nellysford](https://www.expedia.com/Nellysford.dx180913)
- [Visit Roseland](https://www.expedia.com/Roseland.dx6361484)
- [Raven's Roost Overlook](https://www.expedia.com/Ravens-Roost-Overlook-Lyndhurst.d553248621561864282.Vacation-Attraction)
- [Visit Wintergreen](https://www.expedia.com/Wintergreen.dx10811)
- [Wintergreen Resort](https://www.expedia.com/Wintergreen-Resort-Pedlars-Edge.d6093285.Vacation-Attraction)
- [Van Car Rentals near Wintergreen Resort](https://www.expedia.com/Van-Car-Rentals-In-Wintergreen-Resort.d6093285-tVan.Car-Rental-Guide-Class)
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- [Car rental Nellysford](https://www.expedia.com/Car-Rentals-In-Nellysford.d180913.Car-Rental-Guide)
- [National Car Rental Rental Cars in Wintergreen](https://www.expedia.com/National-Car-Rental-Car-Rentals-In-Wintergreen.d10811-c42.Car-Rental-Guide-Suppliers)
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- [Verona Vacation Rentals](https://www.expedia.com/Verona-Vacation-Rentals.d180914.Travel-Guide-VacationRentals)
- [Amherst Vacation Rentals](https://www.expedia.com/Amherst-Vacation-Rentals.d177463.Travel-Guide-VacationRentals)
- [Staunton Vacation Rentals](https://www.expedia.com/Staunton-Vacation-Rentals.d6056906.Travel-Guide-VacationRentals)
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- [Dyke Vacation Rentals](https://www.expedia.com/Dyke-Vacation-Rentals.d6348603.Travel-Guide-VacationRentals)
- [Buena Vista Vacation Rentals](https://www.expedia.com/Buena-Vista-Vacation-Rentals.d184088.Travel-Guide-VacationRentals)
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- [Faber Vacation Rentals](https://www.expedia.com/Faber-Vacation-Rentals.d6353692.Travel-Guide-VacationRentals)
- [Nellysford Vacation Rentals](https://www.expedia.com/Nellysford-Vacation-Rentals.d180913.Travel-Guide-VacationRentals)
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- [Charlottesville Vacation Rentals](https://www.expedia.com/Charlottesville-Vacation-Rentals.d6057012.Travel-Guide-VacationRentals)
- [Arrington Vacation Rentals](https://www.expedia.com/Arrington-Vacation-Rentals.d6337982.Travel-Guide-VacationRentals)
- [Raphine Vacation Rentals](https://www.expedia.com/Raphine-Vacation-Rentals.d12049.Travel-Guide-VacationRentals)
- [Things to do in Nellysford](https://www.expedia.com/Things-To-Do-In-Nellysford.d180913.Travel-Guide-Activities)
- [Things to do in Wintergreen](https://www.expedia.com/Things-To-Do-In-Wintergreen.d10811.Travel-Guide-Activities)

## Other language versions

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