Title: Wintergreen Condo Rentals from CA $298 | Expedia.ca

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![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 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-06-26&endDate=2026-06-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Wintergreen condo rentals

![Property grounds](https://images.trvl-media.com/lodging/91000000/90090000/90087300/90087205/b0ffcdf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/91000000/90090000/90087300/90087205/64fdaa18.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/91000000/90090000/90087300/90087205/07c4a1b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90090000/90087300/90087205/89b7b76d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Endless Mountain Top Views from All The Way Up!

[](https://www.expedia.ca/Nellysford-Hotels-Endless-Mountain-Top-Views-From-All-The-Way-Up.h90087205.Hotel-Information)

Wintergreen Resort

10/10

Exceptional

(97 reviews)

"Highly recommend staying at this beautiful condo! The kitchen has everything you need, the views are breath-taking, the condo is very clean, and the hosts are very communicative and helpful. Will definitely stay here again the next time we travel to the area!"

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

Allison N.

CA $126

CA $354 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Nellysford-Hotels-Endless-Mountain-Top-Views-From-All-The-Way-Up.h90087205.Hotel-Information)

![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/28000000/27770000/27767700/27767679/4641225d.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.ca/Nellysford-Hotels-2br2ba-Million-Dollar-View-From-Luxury-Condo-On-The-Ridge.h27767679.Hotel-Information)

Roseland

9.0/10

Wonderful

(313 reviews)

"Gorgeous view. Our fourth time here, and still a lovely place. "

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

Elaine B.

CA $141

CA $344 total

includes taxes & fees

Mar 5 - Mar 6

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

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

![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/189a53c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Panoramic Peak: Wintergreen Condo with Views

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

Wintergreen Resort

9.6/10

Exceptional

(38 reviews)

"Very clean, well organized, excellent views"

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

Guy M.

CA $190

CA $400 total

includes taxes & fees

Mar 5 - Mar 6

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

![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/44000000/43420000/43414900/43414813/6fa06431.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)

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

[](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.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.

CA $158

CA $351 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Bouvet-Island-Hotels-Vrbo-Property.h43414813.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/96000000/95270000/95269300/95269237/200109ab.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)

![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)

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

[](https://www.expedia.ca/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.

CA $164

CA $341 total

includes taxes & fees

Mar 9 - Mar 10

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

![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)

![Interior](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1200h797x0y1-8e27a433.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Wintergreen Resort

10/10

Exceptional

(11 reviews)

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

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

Caroline D.

CA $164

CA $418 total

includes taxes & fees

Mar 5 - Mar 6

[](https://www.expedia.ca/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)

![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)

![Interior](https://images.trvl-media.com/lodging/103000000/102330000/102325400/102325315/55159b64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wintergreen Condo -Steps to Ski and restaurants

[](https://www.expedia.ca/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.

CA $156

CA $365 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/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)

![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/f62c61a5.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.ca/Nellysford-Hotels-Diamond-Adventure-At-Wintergreen-Resort.h76980781.Hotel-Information)

Wintergreen Resort

10/10

Exceptional

(34 reviews)

"Great"

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

Daniel W.

CA $197

CA $546 total

includes taxes & fees

Mar 8 - Mar 9

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

![Pool](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/a870a931.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)

![Interior](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/d5c938fc.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.ca/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

CA $150

CA $339 total

includes taxes & fees

Mar 16 - Mar 17

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

![Interior](https://images.trvl-media.com/lodging/123000000/122840000/122831700/122831616/b56e2b25.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)

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

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

Wintergreen Resort

10/10

Exceptional

(10 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

CA $111

CA $298 total

includes taxes & fees

Mar 4 - Mar 5

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

![Interior](https://images.trvl-media.com/lodging/69000000/68080000/68076800/68076715/b384df8b.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)

![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)

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

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

Wintergreen Resort

10/10

Exceptional

(103 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.

CA $160

CA $362 total

includes taxes & fees

Mar 16 - Mar 17

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

![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/110000000/109100000/109092800/109092787/6767c599.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/5cd5ab8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Wintergreen Resort

10/10

Exceptional

(34 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.

CA $184

CA $479 total

includes taxes & fees

Mar 5 - Mar 6

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

![Dining](https://images.trvl-media.com/lodging/112000000/111310000/111307900/111307828/5599d561.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)

![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)

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

[](https://www.expedia.ca/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

CA $190

CA $400 total

includes taxes & fees

Mar 4 - Mar 5

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

![Fireplace](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/29fa29ea.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)

![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.ca/Nellysford-Hotels-NEW-Modern-Mountain-Condo-WPool.h77096798.Hotel-Information)

Wintergreen Resort

10/10

Exceptional

(45 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.

CA $129

CA $319 total

includes taxes & fees

Mar 5 - Mar 6

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

![Property grounds](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/ae25bee5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/170802a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/0ca17bc4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120090000/120087400/120087344/ac376d0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spacious 3BR 3BA Pet Friendly Resort Condo

[](https://www.expedia.ca/Nellysford-Hotels-Spacious-3BR-3BA-Pet-Friendly-Resort-Condo.h120087344.Hotel-Information)

Wintergreen Resort

9.8/10

Exceptional

(7 reviews)

"Awesome just Awesome place. Definitely recommend this place. Very well taken care of and everything you needed all rolled into one place. Thank you so much again and we will definitely be coming back. "

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

Lance B.

CA $222

CA $545 total

includes taxes & fees

Mar 10 - Mar 11

[](https://www.expedia.ca/Nellysford-Hotels-Spacious-3BR-3BA-Pet-Friendly-Resort-Condo.h120087344.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112300000/112292500/112292463/622c003f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112300000/112292500/112292463/87ee7a50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, travel crib, WiFi](https://images.trvl-media.com/lodging/113000000/112300000/112292500/112292463/d27b2415.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112300000/112292500/112292463/de08fed3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Cute Condo in Wintergreen Resort

[](https://www.expedia.ca/Nellysford-Hotels-Cozy-Cute-Condo-In-Wintergreen-Resort.h112292463.Hotel-Information)

Roseland

10/10

Exceptional

(4 reviews)

"We enjoyed it so much! So cozy and close to the resort! "

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

Katie B.

CA $216

CA $447 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Nellysford-Hotels-Cozy-Cute-Condo-In-Wintergreen-Resort.h112292463.Hotel-Information)

![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40070000/40060600/40060543/40360ee1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books](https://images.trvl-media.com/lodging/41000000/40070000/40060600/40060543/c4b61bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/41000000/40070000/40060600/40060543/316b125d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/41000000/40070000/40060600/40060543/b2581c67.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Spring Skiing, Aspen Suite — 2 Fireplaces

[](https://www.expedia.ca/Nellysford-Hotels-Mountain-Dreams-Condo-With-Aspen-Suite-2-Floors.h40060543.Hotel-Information)

Roseland

10/10

Exceptional

(75 reviews)

"The property had a great location with awesome views. The property matched the listing and was very clean. I highly recommend this stay."

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

Benjamin H.

CA $246

CA $645 total

includes taxes & fees

Mar 4 - Mar 5

[](https://www.expedia.ca/Nellysford-Hotels-Mountain-Dreams-Condo-With-Aspen-Suite-2-Floors.h40060543.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/3e6d7427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/593eaa05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/c23d20f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, internet](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/747eed18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Inn Studio 96 with Wintergreen Advantage

[](https://www.expedia.ca/Nellysford-Hotels-Mountain-Inn-Studio-96-With-Wintergreen-Advantage.h102442025.Hotel-Information)

Wintergreen

10/10

Exceptional

(1 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. "

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

Lana

CA $176

CA $309 total

includes taxes & fees

Mar 26 - Mar 27

[](https://www.expedia.ca/Nellysford-Hotels-Mountain-Inn-Studio-96-With-Wintergreen-Advantage.h102442025.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441921/14701ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441921/aee998cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441921/36fe38ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, coffee/tea maker, cookware/dishes/utensils](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441921/adfa5a05.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Inn Lodge 54 with Wintergreen Advantage

[](https://www.expedia.ca/Nellysford-Hotels-Mountain-Inn-Lodge-54-With-Wintergreen-Advantage.h102441921.Hotel-Information)

Wintergreen

10/10

Exceptional

(3 reviews)

"We were in the area looking to possibly relocate and this loft on the mountain was a beautiful stay. Convenient to restaurants within walking distance. We would definitely book again!"

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

Erin C.

CA $190

CA $344 total

includes taxes & fees

Mar 18 - Mar 19

[](https://www.expedia.ca/Nellysford-Hotels-Mountain-Inn-Lodge-54-With-Wintergreen-Advantage.h102441921.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441532/e717b8c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441532/aed55363.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441532/3500e79c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102441600/102441532/a13f8427.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Highridge Court 24 with Wintergreen Advantage

[](https://www.expedia.ca/Nellysford-Hotels-Highridge-Court-24-With-Wintergreen-Advantage.h102441532.Hotel-Information)

Chestnut Springs

8.0/10

Very good

(1 review)

"Nice place with a great view. Take your own Keurig machine though."

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

James C.

CA $224

CA $413 total

includes taxes & fees

Mar 18 - Mar 19

[](https://www.expedia.ca/Nellysford-Hotels-Highridge-Court-24-With-Wintergreen-Advantage.h102441532.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.ca/Hotel-Search?startDate=2026-03-17&endDate=2026-03-18&regionId=10811&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Cabins

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Condos

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Private vacation homes

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Cottages

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Aparthotels

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Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America&regionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=APARTMENT)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Wintergreen%2C+Virginia%2C+United+States+of+America&regionId=10811&latLong=37.884861%2C-78.899467&adults=2&startDate=2026-06-01&d1=2026-06-01&endDate=2026-06-04&d2=2026-06-04&lodging=CHALET)

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## Top Wintergreen Hotel Reviews

![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

"Our kids loved the loft and game cave. The location was so convenient to the slopes."

[](https://expedia.ca/Charlottesville-Hotels-Wintergreen-Pet-Friendly-Condo-Wwifi.h29852618.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, super clean and cozy accommodation, they even let us check in earlier! Definitely recommended!"

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

"Great place for a quick trip with a small to medium sized family!! Plenty of sleeping spots despite only 1BR"

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

![Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026! ](https://images.trvl-media.com/lodging/31000000/30510000/30501600/30501528/922abceb_y.jpg)

### Best views on Mountain! Breathtaking 5 Star condo!. Booking NOW for 2026! 

10/10 Excellent

"The view was spectacular!The condo was warm and cozy.The host was gracious and helpful. "

[](https://expedia.ca/Nellysford-Hotels-Best-Views-On-Mountain-Breathtaking-5-Star-Available-August-26-31-BOOK-NOW.h30501528.Hotel-Information)

![Modern Wintergreen Cabin with Hot Tub, Sauna](https://images.trvl-media.com/lodging/93000000/92720000/92718000/92717989/2b21bc26_y.jpg)

### Modern Wintergreen Cabin with Hot Tub, Sauna

10/10 Excellent

"Home was very beautiful and exactly as described. Enjoyed my stay will come again"

[](https://expedia.ca/Roseland-Hotels-Modern-Wintergreen-Cabin-With-Hot-Tub.h92717989.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

"Wonderful host. Clean, renovated! We stay here every year. 5 plus stars! "

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

![New Listing!100 FT FROM THE SLOPES! 4bd/3bth Ski In/Out Dobie Condo + Loft ❄⛄⛷🏂](https://images.trvl-media.com/lodging/101000000/100940000/100930600/100930516/a76826cd_y.jpg)

### New Listing!100 FT FROM THE SLOPES! 4bd/3bth Ski In/Out Dobie Condo + Loft ❄⛄⛷🏂

10/10 Excellent

"Host was most helpful preparing us for our ski trip. Everything was top notch. View was amazing. Could watch kids and grandkids skiing out our window. Highly recommend. "

[](https://expedia.ca/Nellysford-Hotels-New-Listing100-FT-FROM-THE-SLOPES-4bd3bth-Ski-InOut-Dobie-Condo-Loft.h100930516.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

"Great location, close to the resort. Condo was a great space, and was exactly what we were looking for. Would recommend! "

[](https://expedia.ca/Nellysford-Hotels-2-Bedroom-Condo-At-The-Top-Of-The-Mountain.h67610139.Hotel-Information)

![4 BR cabin mins to trails & breweries pets welcome](https://images.trvl-media.com/lodging/78000000/77110000/77100200/77100132/add548d9_y.jpg)

### 4 BR cabin mins to trails & breweries pets welcome

10/10 Excellent

"We enjoyed the house. It had plenty of space for all of us. The ping pong table was a hit! "

[](https://expedia.ca/Nellysford-Hotels-4-BR-Cabin-Mins-To-Trails-Breweries-Pets-Welcome.h77100132.Hotel-Information)

## Find out more about Wintergreen

## Wintergreen Condo Rentals information

| Number of reviews | 1,106             |
| ----------------- | ----------------- |
| Accommodation     | 298 Condo Rentals |
| Lowest Price      | CA $298           |
| Highest Price     | CA $645           |

## Frequently asked questions

### How much do condos in Wintergreen cost?

### Why book your condo in Wintergreen with Expedia?

### How can I find cheap condos in Wintergreen?

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- [Visit Blue Ridge Tunnel Trail ](https://www.expedia.ca/Blue-Ridge-Tunnel-Trail.dx847217400490500096)
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- [Things to do in Roseland ](https://www.expedia.ca/Things-To-Do-In-Roseland.d6361484.Travel-Guide-Activities)
- [Things to do in Waynesboro ](https://www.expedia.ca/Things-To-Do-In-Waynesboro.d6733.Travel-Guide-Activities)

- [Book Condo Rentals in Wintergreen on Expedia.com ](https://www.expedia.com/Wintergreen-Condos.d10811-aaCondos.Travel-Guide-Accommodation)