Title: Wintergreen Vacation Rentals from $233: Search Short-Term Rentals | Expedia.com

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

![Everything is frozen over at Wintergreen Resort. ](https://images.trvl-media.com/place/553248635996625639/07d79deb-5cfc-4068-8e41-c17e7657b695.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Melissa Smestad

![](https://images.trvl-media.com/place/553248635996625639/07d79deb-5cfc-4068-8e41-c17e7657b695.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=10811&startDate=2026-03-06&endDate=2026-03-08&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 17 - Apr 19](https://www.expedia.com/Hotel-Search?regionId=10811&startDate=2026-04-17&endDate=2026-04-19&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 15 - May 17](https://www.expedia.com/Hotel-Search?regionId=10811&startDate=2026-05-15&endDate=2026-05-17&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 12 - Jun 14](https://www.expedia.com/Hotel-Search?regionId=10811&startDate=2026-06-12&endDate=2026-06-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Wintergreen vacation rentals

![Property grounds](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/254bda6d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/64d05be3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/b70b419a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/26d64274.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 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)

Roseland

9.0/10

Wonderful

(312 reviews)

"The house qas very clean, furniture comfortable, and the atea beautiful "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Natalie R.

$228 nightly

$256 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78460000/78450300/78450238/69e8620f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78460000/78450300/78450238/c029b4b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/79000000/78460000/78450300/78450238/5e313acf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, foosball](https://images.trvl-media.com/lodging/79000000/78460000/78450300/78450238/cf45ef4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Nellysford-Hotels-Pine-Cottage-Hot-Tub-And-Central-To-Nelson-151.h78450238.Hotel-Information)

Nellysford

10/10

Exceptional

(24 reviews)

"The house was so nice and clean and the host was great also and we had a great stay and would highly recommend it. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jody W.

$439 nightly

$493 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-Pine-Cottage-Hot-Tub-And-Central-To-Nelson-151.h78450238.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/3f379aa5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/4ae5f81b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/c99efe6c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/w1003h683x0y0-5eec0b74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Laurelwood Hollow: Walk to Ski & Swim

[](https://www.expedia.com/Nellysford-Hotels-Laurelwood-Hollow-Walk-To-Ski-Swim.h119304212.Hotel-Information)

Wintergreen Resort

10/10

Exceptional

(5 reviews)

"We really enjoyed our stay here! Great location, and the condo was very clean and well stocked. Communication with the host was excellent as well. We look forward to returning back some day!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alexander H.

$255 nightly

$268 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-Laurelwood-Hollow-Walk-To-Ski-Swim.h119304212.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/92000000/91340000/91333300/91333207/cc6d8205.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Full-size fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91340000/91333300/91333207/965ee1f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91340000/91333300/91333207/3abeba53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91340000/91333300/91333207/1c6b26da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wintergreen Resort Condo Available Now!!

[](https://www.expedia.com/Nellysford-Hotels-Ready-For-Ski-Season-Book-NOW.h91333207.Hotel-Information)

Wintergreen Resort

9.8/10

Exceptional

(25 reviews)

"Super clean and equipped with everything you need (just bring your own hangars). Very comfortable bed. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Pam M.

$316 nightly

$320 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-Ready-For-Ski-Season-Book-NOW.h91333207.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/604129c8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/f157e73a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/e1d8c140.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/e9ccaff8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy 1 Bedroom Condo Off 12th Hole at Devil's Knob Golf Course

[](https://www.expedia.com/Nellysford-Hotels-Cozy-1-Bedroom-Condo-Off-12th-Hole-At-Devils-Knob-Golf-Course.h95269237.Hotel-Information)

Roseland

9.8/10

Exceptional

(29 reviews)

"Great communication from the startReturn texts the same day on any questionsGreat location for our tripVery cleanViews around property are greatNice restaurant A plus for what we neededDog friendly Thanks againHope to be back"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Phil P.

$220 nightly

$247 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-Cozy-1-Bedroom-Condo-Off-12th-Hole-At-Devils-Knob-Golf-Course.h95269237.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/dda1ec86.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/132f64a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/a870a931.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Golf](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/6d550925.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 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)

Roseland

9.6/10

Exceptional

(147 reviews)

"Very clean and pet-friendly "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Heston

$215 nightly

$241 total

Mar 16 - Mar 17

Total with taxes and fees

[](https://www.expedia.com/Charlottesville-Hotels-Pet-Friendly-Wintergreen-Piso-1BD-2BA-Reserva-Ahora-Para-La-Temporada-De-Esqui.h56543658.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1199h809x1y1-e64db49e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1200h798x0y1-48c7360f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1200h797x0y1-837dbc90.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1199h797x1y1-4e7a5a6f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wintergreen Ski Retreat, Cozy Condo Near Slopes & Devils Knob Golf

[](https://www.expedia.com/Nellysford-Hotels-Cozy-Wintergreen-Condo.h109347289.Hotel-Information)

Wintergreen Resort

9.8/10

Exceptional

(9 reviews)

"We enjoyed our stay here. Brought the whole family."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Caroline D.

$271 nightly

$304 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-Cozy-Wintergreen-Condo.h109347289.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/eb46d699.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/1b7442ce.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/a92ed0cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/c3acb08c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wintergreen Condo -Steps to Ski and restaurants

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

Wintergreen Resort

9.8/10

Exceptional

(30 reviews)

"Check in was a breeze, amazing location and great nights stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Garrett P.

$232 nightly

$261 total

Mar 10 - Mar 11

Total with taxes and fees

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/9ebdff32.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/f62c61a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/142bac58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/b937af11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Diamond Adventure at Wintergreen Resort \*FULLY UPDATED\*

[](https://www.expedia.com/Nellysford-Hotels-Diamond-Adventure-At-Wintergreen-Resort.h76980781.Hotel-Information)

Wintergreen Resort

10/10

Exceptional

(33 reviews)

"Great"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniel W.

$358 nightly

$396 total

Mar 8 - Mar 9

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-Diamond-Adventure-At-Wintergreen-Resort.h76980781.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/bd661df8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/d10f5f40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/091549e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/44000000/43420000/43414900/43414813/d4f21770.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Escape to the Blue Ridge Mountains at Wine-tergreen! 

[](https://www.expedia.com/Charlottesville-Hotels-Mountain-Escape-At-Wine-Tergreen-Condo.h43414813.Hotel-Information)

Wintergreen Resort

9.8/10

Exceptional

(124 reviews)

"Everything was as is listed, we were off season so hiking and scenic views is what there was to do, relaxing. Host was accessible on phone, place was clean. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

David L.

$226 nightly

$254 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Charlottesville-Hotels-Mountain-Escape-At-Wine-Tergreen-Condo.h43414813.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/1b87e3fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/6767c599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/d176c035.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/485372ad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

[](https://www.expedia.com/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.Hotel-Information)

Wintergreen Resort

10/10

Exceptional

(33 reviews)

"The home was clean and in a great location to explore the Wintergreen area. Host was welcoming and responsive."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Rob M.

$310 nightly

$348 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/ae35c88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/3e9a531d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/403fa3ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/b56e2b25.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### First Floor Slopeside Ski-in / Ski-out at Wintergreen, steps from main lodge

[](https://www.expedia.com/Nellysford-Hotels-First-Floor-Slopeside-Ski-In-Ski-Out-At-Wintergreen.h122831616.Hotel-Information)

Wintergreen Resort

10/10

Exceptional

(7 reviews)

"We loved the 'ski-in/ski-out' convenience. Cute condo with everything you need for your stay. The water and snacks were a nice gesture. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Esperanza

$196 nightly

$220 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-First-Floor-Slopeside-Ski-In-Ski-Out-At-Wintergreen.h122831616.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/71fe9056.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/552ed686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/8df4a3c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/e6c7861f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Wintergreen Retreat- Clean, Updated & Convenient, King Bed, Non-Smoking

[](https://www.expedia.com/Nellysford-Hotels-Cozy-Wintergreen-Retreat-Clean.h30360563.Hotel-Information)

Wintergreen Resort

10/10

Exceptional

(44 reviews)

"Cute little place. Well stocked, easy access, and very convenient to wintergreen facilities. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

david

$260 nightly

$292 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-Cozy-Wintergreen-Retreat-Clean.h30360563.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/25cf6aa0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/48c0e694.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/319b2ae2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/778c5b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wintergreen. Sunset Vista Villa - Close to the ski slopes

[](https://www.expedia.com/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.Hotel-Information)

Wintergreen Resort

10/10

Exceptional

(102 reviews)

"We had a great time! The host was very responsive and great location! "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Tess B.

$290 nightly

$325 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.Hotel-Information)

![1 bedroom, desk, internet, bed sheets](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/d991cebb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/4a80edab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/bc698b19.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/29d540e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Panoramic Peak: Wintergreen Condo with Views

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

Wintergreen Resort

9.6/10

Exceptional

(36 reviews)

"Very clean, well organized, excellent views"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Guy M.

$254 nightly

$285 total

Mar 10 - Mar 11

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/cc117128.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/48db9b15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/c8e58b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/8e3b288b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/Nellysford-Hotels-New-Listing-3-Min-To-Ski-Whot-Tub-And-Fireplace-Dog-Friendly.h90127668.Hotel-Information)

Wintergreen Resort

10/10

Exceptional

(26 reviews)

"Amazing place, clean and quiet even though there are houses nearby. Hosts were excellent with communication!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Courtney S.

$288 nightly

$323 total

Mar 17 - Mar 18

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-New-Listing-3-Min-To-Ski-Whot-Tub-And-Fireplace-Dog-Friendly.h90127668.Hotel-Information)

![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/9bc2c3df.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/d370f505.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/956722d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/6da2f0a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain View Vista: Resort Condo w/ Views

[](https://www.expedia.com/Nellysford-Hotels-NEW-Mountain-View-Vista-Resort-Condo-W-Views.h111307828.Hotel-Information)

Wintergreen Resort

9.2/10

Wonderful

(10 reviews)

"It was so clean and comfortable. Waking up early in the working to watch the sunrise over the mountains was majestic. Highly recommend this get away!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Cindy

$259 nightly

$291 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-NEW-Mountain-View-Vista-Resort-Condo-W-Views.h111307828.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/113000000/112400000/112394300/112394246/3c9bf26c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112400000/112394300/112394246/800464dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/113000000/112400000/112394300/112394246/11de783c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112400000/112394300/112394246/dbb42ada.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### "Glass & Pine" Home close to Bold Rock & Vineyards

[](https://www.expedia.com/Nellysford-Hotels-Glass-Pine-Home-Close-To-Bold-Rock-Vineyards.h112394246.Hotel-Information)

Nellysford

10/10

Exceptional

(2 reviews)

"We only stayed one night but wished we could have stayed longer! The place was super clean and the views were beautiful once the rain finally stopped! Close to our favorite brewery and cidery. There were issues with TV reception (buffering) which may just be the area. Not much time for TV watching anyway with all the beautiful things to explore. We enjoyed our stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Robert H.

$358 nightly

$411 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-Glass-Pine-Home-Close-To-Bold-Rock-Vineyards.h112394246.Hotel-Information)

![Fireplace](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/w1273h849x4y3-b64d948a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/0d2cf0fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/29fa29ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/53d40131.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Modern Mountain Condo 

[](https://www.expedia.com/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information)

Wintergreen Resort

10/10

Exceptional

(44 reviews)

"Quiet, one-night stay while in the area for an event. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julie M.

$207 nightly

$233 total

Feb 23 - Feb 24

Total with taxes and fees

[](https://www.expedia.com/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/w1999h1499x0y0-c0bbd045.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/8d292a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/4f6b0467.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach](https://images.trvl-media.com/lodging/20000000/19630000/19624500/19624409/5c68525e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### You deserve it all! Awesome Views, Comfy Condo & Elevator!

[](https://www.expedia.com/Charlottesville-Hotels-You-Deserve-It-All-Awesome-Views.h19624409.Hotel-Information)

Chestnut Springs

9.8/10

Exceptional

(203 reviews)

"This unit had the most amazing view! We’ve stayed at Wintergreen many times and this was my favorite!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

lisa W.

$297 nightly

$334 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Charlottesville-Hotels-You-Deserve-It-All-Awesome-Views.h19624409.Hotel-Information)

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://expedia.com/Hotel-Search?startDate=2026-03-07&endDate=2026-03-08&regionId=10811&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

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## Find vacation rentals that suit your style

Cabins

[](https://www.expedia.com/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America&regionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=CABIN)

Private vacation homes

[](https://www.expedia.com/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America&regionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=VACATION_HOME)

Cottages

[](https://www.expedia.com/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America&regionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=COTTAGE)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America&regionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=CONDO)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America&regionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=APART_HOTEL)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America&regionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=CHALET)

Apartments

[](https://www.expedia.com/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America&regionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-05-22&d1=2026-05-22&endDate=2026-05-25&d2=2026-05-25&lodging=APARTMENT)

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## Top Wintergreen Hotel Reviews

![Walking Distance to Ski Slopes! Cozy Condo that sleeps 4!](https://images.trvl-media.com/lodging/92000000/91750000/91743900/91743832/3e7274f7_y.jpg)

### Walking Distance to Ski Slopes! Cozy Condo that sleeps 4!

10/10 Excellent

"Great little place!!! Definitely will be bookmarking it again! Stone throw away from market."

[](https://expedia.com/Nellysford-Hotels-Walking-Distance-To-Ski-Slopes-Cozy-Condo-That-Sleeps-4.h91743832.Hotel-Information)

![The Modern Mountain Condo ](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/53d40131_y.jpg)

### The Modern Mountain Condo 

10/10 Excellent

"Host communicated well, kept us in the loop. The condo was very comfortable and well appointed and clean. "

[](https://expedia.com/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information)

![Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort](https://images.trvl-media.com/lodging/117000000/116730000/116728200/116728114/552218fd_y.jpg)

### Breathtaking mountain views in a 2-bedroom condo at Wintergreen Resort

10/10 Excellent

"Amazing views and a lovely host!"

[](https://expedia.com/Nellysford-Hotels-Breathtaking-Mountain-Views-In-A-2-Bedroom-Condo-At-Wintergreen-Resort.h116728114.Hotel-Information)

![Wintergreen Pet-Friendly Condo: Walk to Mountain Inn & Slopes](https://images.trvl-media.com/lodging/30000000/29860000/29852700/29852618/f4cdee3d_y.jpg)

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

10/10 Excellent

"Well stocked kitchen, comfy living area and cozy beds!"

[](https://expedia.com/Charlottesville-Hotels-Wintergreen-Pet-Friendly-Condo-Wwifi.h29852618.Hotel-Information)

![Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/93f9d9bc_y.jpg)

### Retreat @ 3 Ridges / 3 min walk -> Slopes & Dining

10/10 Excellent

"Everything was great! Our family enjoyed the stay and look forward to coming back next year!"

[](https://expedia.com/Nellysford-Hotels-Modern-Wintergreen-Retreat-3-Min-From-Slopes.h109092787.Hotel-Information)

![Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️](https://images.trvl-media.com/lodging/41000000/40900000/40894200/40894108/228cd4e3_y.jpg)

### Dobie condo, renovated top to bottom! LOTS OF DETAILED INFO LISTED ☺️

10/10 Excellent

"This is a beautiful home in an excellent location, conveniently situated near ski school and the beginner slopes. The property was exceptionally clean and offered a warm, inviting atmosphere. The owner was highly responsive, friendly, and accommodating throughout our stay. We look forward to returning in the future."

[](https://expedia.com/Charlottesville-Hotels-New-To-The-Market.h40894108.Hotel-Information)

![Wintergreen. Sunset Vista Villa - Sea of Mountains](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/3c2ad4b6_y.jpg)

### Wintergreen. Sunset Vista Villa - Sea of Mountains

10/10 Excellent

"Beautiful condo.Very convenient location.Excellent communication.Will definitely stay again!"

[](https://expedia.com/Charlottesville-Hotels-Stunning-Condo-Sunset-Vista-Villa.h68076715.Hotel-Information)

![Wow! What A View!](https://images.trvl-media.com/lodging/113000000/112620000/112613800/112613786/893db66c_y.jpg)

### Wow! What A View!

10/10 Excellent

"Loved the view and everything about the property!"

[](https://expedia.com/Nellysford-Hotels-Youll-Say-Wow-Over-This-View.h112613786.Hotel-Information)

![Top of Mountain 2 BR Condo, Short Walk to scenic overlooks of the Mtns. in Fall](https://images.trvl-media.com/lodging/68000000/67620000/67610200/67610139/337b5b81_y.jpg)

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

10/10 Excellent

"Very easy check in & out with clear instructions. Condo was in a great location, was clean and comfortable, and had everything we needed!"

[](https://expedia.com/Charlottesville-Hotels-Vrbo-Property.h67610139.Hotel-Information)

## 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 $233 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.

## Explore a world of travel with Expedia

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- [Clearwater Beach Vacation Rentals ](https://www.expedia.com/Clearwater-Beach-Vacation-Rentals.d10759.Travel-Guide-VacationRentals)
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- [Condo Rentals in Wintergreen ](https://expedia.com/Wintergreen-Condos.d10811-aaCondos.Travel-Guide-Accommodation)
- [Vacation Homes in Wintergreen ](https://expedia.com/Wintergreen-Private-Vacation-Homes.d10811-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Apartments in Wintergreen ](https://expedia.com/Wintergreen-Apartments.d10811-aaApartments.Travel-Guide-Accommodation)
- [Cottages in Wintergreen ](https://expedia.com/Wintergreen-Cottages.d10811-aaCottages.Travel-Guide-Accommodation)
- [Cabin Rentals in Wintergreen ](https://expedia.com/Wintergreen-Cabins.d10811-aaCabins.Travel-Guide-Accommodation)
- [Chalets in Wintergreen ](https://expedia.com/Wintergreen-Chalets.d10811-aaChalets.Travel-Guide-Accommodation)
- [Farmstay in Wintergreen ](https://expedia.com/Wintergreen-Agritourism.d10811-aaAgritourism.Travel-Guide-Accommodation)

## Frequently asked questions

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- [Hotel Rooms in Fort Chiswell](https://expedia.com/Fort-Chiswell-Hotels.d105323.Travel-Guide-Hotels)
- [Tysons Hotels with an Indoor Pool](https://expedia.com/Tysons-Hotels-Hotels-With-Indoor-Pool.0-0-d553248629256461015-tHotelswithIndoorPool.Travel-Guide-Filter-Hotels)
- [Tysons Hotels with a Gym](https://expedia.com/Tysons-Hotels-Hotels-With-Fitness-Center.0-0-d553248629256461015-tHotelswithFitnessCenter.Travel-Guide-Filter-Hotels)
- [Hotel Rooms in Dale City](https://expedia.com/Dale-City-Hotels.d3000459889.Travel-Guide-Hotels)
- [Tysons 5 Star Hotels](https://expedia.com/5Star-Tysons-Hotels.s50-0-d553248629256461015.Travel-Guide-Filter-Hotels)
- [Tysons Hotels with Balconies](https://expedia.com/Tysons-Hotels-Hotels-With-Balconies.0-0-d553248629256461015-tHotelswithBalconies.Travel-Guide-Filter-Hotels)
- [Hotel Rooms in Innsbrook](https://expedia.com/Innsbrook-Hotels.d553248635074843437.Travel-Guide-Hotels)
- [Hotel Rooms in Dahlgren](https://expedia.com/Dahlgren-Hotels.d6351075.Travel-Guide-Hotels)
- [Extended Stay Hotels in Tysons](https://expedia.com/Tysons-Hotels-Extended-Stay-Hotels.0-0-d553248629256461015-tExtendedStayHotels.Travel-Guide-Filter-Hotels)
- [Tysons Cheap Hotels](https://expedia.com/Tysons-Hotels-Cheap-Hotels.0-0-d553248629256461015-tCheapHotels.Travel-Guide-Filter-Hotels)
- [Hotel Rooms in Burke](https://expedia.com/Burke-Hotels.d3000459841.Travel-Guide-Hotels)
- [Tysons Hotels with Hot Tubs](https://expedia.com/Tysons-Hotels-Hotels-With-Hot-Tubs.0-0-d553248629256461015-tHotelsWithHotTubs.Travel-Guide-Filter-Hotels)
- [Dulles Gay friendly Hotels](https://expedia.com/Dulles-Hotels-LGBT-Welcoming-Hotel.0-0-d553248635975867357-tLGBTWelcomingHotel.Travel-Guide-Filter-Hotels)
- [Hotel Rooms in Zion Crossroads](https://expedia.com/Zion-Crossroads-Hotels.d3000402173.Travel-Guide-Hotels)
- [Hotel Rooms in Massanutten](https://expedia.com/Massanutten-Hotels.d553248634999295610.Travel-Guide-Hotels)
- [Hotel Rooms in Thornburg](https://expedia.com/Thornburg-Hotels.d6137053.Travel-Guide-Hotels)
- [Tysons Pet-friendly Hotels](https://expedia.com/Tysons-Hotels-Pet-Friendly-Hotel.0-0-d553248629256461015-tPetfriendlyHotel.Travel-Guide-Filter-Hotels)
- [Hotel Rooms in Tysons](https://expedia.com/Tysons-Hotels.d553248629256461015.Travel-Guide-Hotels)

Flights

- [Flights to RIC](https://expedia.com/Cheap-Flights-To-Dahlgren.d6351075.Travel-Guide-Flights)
- [Flights to WAS](https://expedia.com/Cheap-Flights-To-Tysons.d553248629256461015.Travel-Guide-Flights)
- [Flights to CHO](https://expedia.com/Cheap-Flights-To-Massanutten.d553248634999295610.Travel-Guide-Flights)

Cars

- [Car rentals in Tysons](https://expedia.com/Car-Rentals-In-Tysons.d553248629256461015.Car-Rental-Guide)
- [Car rentals in Burke](https://expedia.com/Car-Rentals-In-Burke.d3000459841.Car-Rental-Guide)
- [Car rentals in Dahlgren](https://expedia.com/Car-Rentals-In-Dahlgren.d6351075.Car-Rental-Guide)

Activities

- [Things to do in Tysons](https://expedia.com/Things-To-Do-In-Tysons.d553248629256461015.Travel-Guide-Activities)

Packages

- [Holiday in Dulles](https://expedia.com/Dulles.d553248635975867357.Destination-Travel-Guides)

Vacation Rentals

- [Dulles Vacation Rental](https://expedia.com/Dulles-Vacation-Rentals.d553248635975867357.Travel-Guide-VacationRentals)

General

- [Visit Seven Mile Ford](https://expedia.com/Seven-Mile-Ford.dx3000355282)

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