Title: Wintergreen Condo Rentals from CA $336 | 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

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[May 8 - May 10](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2026-05-08&endDate=2026-05-10&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

![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)

![Interior](https://images.trvl-media.com/lodging/110000000/109350000/109347300/109347289/w1200h797x0y1-8e27a433.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)

### Condo in Wintergreen Resort

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

9.8/10

Exceptional

(7 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 $167

CA $429 total

includes taxes & fees

Jan 21 - Jan 22

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

![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/eab7e1aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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)

### Condo in Wintergreen Resort

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

10/10

Exceptional

(4 reviews)

"Fantastic little studio located right at the slopes. Very clean and many thoughtful touches. Great stay. "

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

Lloyd F.

CA $139

CA $338 total

includes taxes & fees

Feb 3 - Feb 4

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

![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)

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

### Condo in Wintergreen Resort

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

10/10

Exceptional

(28 reviews)

"The property is extremely clean, well decorated and stocked. We had a fantastic time and absolutely would stay here again. "

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

Cassie H.

CA $156

CA $450 total

includes taxes & fees

Jan 20 - Jan 21

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

![1 bedroom, iron/ironing board, travel crib, free WiFi](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/w1277h854x0y0-93eb93d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Wintergreen Resort

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

10/10

Exceptional

(39 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 $165

CA $373 total

includes taxes & fees

Feb 3 - Feb 4

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

![](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/3ac798a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/254bda6d.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)

![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)

### Condo in Roseland

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

9.0/10

Wonderful

(307 reviews)

"Outstanding views from the deck!! Loved it!"

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

Kerry M.

CA $144

CA $336 total

includes taxes & fees

Jan 19 - Jan 20

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

![Property grounds](https://images.trvl-media.com/lodging/96000000/95270000/95269300/95269237/e1d8c140.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)

![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)

### Condo in Roseland

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

9.8/10

Exceptional

(25 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 $167

CA $349 total

includes taxes & fees

Jan 19 - Jan 20

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

![Golf](https://images.trvl-media.com/lodging/57000000/56550000/56543700/56543658/6d550925.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)

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

### Condo in Roseland

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

9.6/10

Exceptional

(145 reviews)

"Very clean and pet-friendly "

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

Heston

CA $169

CA $365 total

includes taxes & fees

Jan 25 - Jan 26

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

![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)

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

### Condo in Wintergreen Resort

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

10/10

Exceptional

(96 reviews)

"Fantastic stay again! Condo is perfect for a get away! "

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

Jenna M.

CA $257

CA $491 total

includes taxes & fees

Jan 19 - Jan 20

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

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

![Outdoor pool](https://images.trvl-media.com/lodging/31000000/30370000/30360600/30360563/192936da.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)

### Condo in Wintergreen Resort

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

10/10

Exceptional

(40 reviews)

"Amazing stay! Space was clean, well stocked and easy to enter. Host was very responsive and gave lots of helpful information. Would recommend and stay again!"

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

Sonja S.

CA $159

CA $373 total

includes taxes & fees

Jan 20 - Jan 21

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

![Outdoor dining](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/2c2127ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/5d239212.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/5fbba5a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/115000000/114160000/114150300/114150295/cf3b06c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Wintergreen Resort

[](https://www.expedia.ca/Nellysford-Hotels-Overlook-180-Degree-Views-WPeloton.h114150295.Hotel-Information)

9.4/10

Exceptional

(3 reviews)

"Excellent stay. Thank you!"

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

Kimberly B.

CA $213

CA $510 total

includes taxes & fees

Jan 21 - Jan 22

[](https://www.expedia.ca/Nellysford-Hotels-Overlook-180-Degree-Views-WPeloton.h114150295.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)

![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)

### Condo in Wintergreen Resort

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

9.4/10

Exceptional

(9 reviews)

"Beautiful view!"

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

Serge L.

CA $193

CA $404 total

includes taxes & fees

Feb 2 - Feb 3

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

![Property grounds](https://images.trvl-media.com/lodging/91000000/90090000/90087300/90087205/b0ffcdf7.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)

![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)

![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)

### Condo in Wintergreen Resort

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

10/10

Exceptional

(92 reviews)

"Perfect location for our weekend stay! Close to trails and breweries and gorgeous views. Responsive hosts, clean and cozy condo. "

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

Cari B.

CA $201

CA $455 total

includes taxes & fees

Jan 19 - Jan 20

[](https://www.expedia.ca/Nellysford-Hotels-Endless-Mountain-Top-Views-From-All-The-Way-Up.h90087205.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/b937af11.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/77000000/76990000/76980800/76980781/w1280h851x0y2-5d255bac.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)

### Condo in Wintergreen Resort

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

10/10

Exceptional

(28 reviews)

"The location is very convenient with amazing views of the slopes and terrain park. "

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

Meredith G.

CA $303

CA $687 total

includes taxes & fees

Jan 20 - Jan 21

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

![Outdoor dining](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233005/189a53c1.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)

### Condo in Wintergreen Resort

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

9.6/10

Exceptional

(34 reviews)

"Very clean, well organized, excellent views"

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

Guy M.

CA $238

CA $460 total

includes taxes & fees

Feb 2 - Feb 3

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

### Condo in Wintergreen Resort

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

10/10

Exceptional

(3 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 $299

CA $650 total

includes taxes & fees

Jan 20 - Jan 21

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

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/124000000/123610000/123606800/123606776/6aee3ff6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/124000000/123610000/123606800/123606776/11dcbcfe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/124000000/123610000/123606800/123606776/5d1e8473.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/124000000/123610000/123606800/123606776/2d3017fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Wintergreen Resort

[](https://www.expedia.ca/Nellysford-Hotels-NEW-Your-Ski-InSki-Out-Wintergreen-Escape.h123606776.Hotel-Information)

CA $525

CA $817 total

includes taxes & fees

Jan 27 - Jan 28

[](https://www.expedia.ca/Nellysford-Hotels-NEW-Your-Ski-InSki-Out-Wintergreen-Escape.h123606776.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/101000000/100940000/100930600/100930516/25c51836.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100940000/100930600/100930516/43c452f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/101000000/100940000/100930600/100930516/a76826cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/101000000/100940000/100930600/100930516/60816220.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Wintergreen Resort

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

9.6/10

Exceptional

(11 reviews)

"Great location, communicative host! I would definitely stay here again!"

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

Jaime B.

CA $576

CA $1,097 total

includes taxes & fees

Jan 21 - Jan 22

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

![Fireplace](https://images.trvl-media.com/lodging/124000000/123090000/123080500/123080492/d22caeb7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123090000/123080500/123080492/a407f86b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/124000000/123090000/123080500/123080492/d6bae456.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/124000000/123090000/123080500/123080492/b89b61e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Wintergreen Resort

[](https://www.expedia.ca/Nellysford-Hotels-Firefly-On-The-Ridge-Stunning-Mountain-Views.h123080492.Hotel-Information)

CA $431

CA $736 total

includes taxes & fees

Feb 16 - Feb 17

[](https://www.expedia.ca/Nellysford-Hotels-Firefly-On-The-Ridge-Stunning-Mountain-Views.h123080492.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.

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## Find vacation rentals that suit your style

Cabins

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Condos

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Apartments

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Private vacation homes

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[](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=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=COTTAGE)

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=2026-04-16&d1=2026-04-16&endDate=2026-04-19&d2=2026-04-19&lodging=CHALET)

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## Top Wintergreen Hotel Reviews

![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

"Host was available by instant message. View is as good as it can get! Great spot."

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

"Keith was amazing. He responded in minutes to every question I had. The condo itself was perfect. Across the street from the ski lifts, spotless and every amenity you might need or want for your stay. I can’t say enough about it and plan on going back again very soon!!"

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

![WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS](https://images.trvl-media.com/lodging/49000000/48840000/48830800/48830715/2a174ad4_y.jpg)

### WINTERGREEN RESORT HOME WITH BLUE RIDGE VIEWS

10/10 Excellent

"Great location, beautiful view, responsive host! This was our third time staying. "

[](https://expedia.ca/Charlottesville-Hotels-Wintergreen-Resort-Home-With-Blue-Ridge-Views.h48830715.Hotel-Information)

!["SERENITY 4 ALL SEASONS"](https://images.trvl-media.com/lodging/30000000/29630000/29625300/29625273/83c186c5_y.jpg)

### "SERENITY 4 ALL SEASONS"

10/10 Excellent

"Beautiful location and incredibly well stocked cabin. "

[](https://expedia.ca/Charlottesville-Hotels-Serenity-4-ALL-Seasons.h29625273.Hotel-Information)

![Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK ](https://images.trvl-media.com/lodging/19000000/19000000/18992300/18992227/3c332c07_y.jpg)

### Amazing Mountain views - Ski In Ski Out - Wifi - fireplace - Pets OK 

10/10 Excellent

"Great communication from the host and an ideal location for getting right on the slopes!"

[](https://expedia.ca/Nellysford-Hotels-Amazing-Mountain-Views-Ski-In-Ski-Out-Wifi-Fireplace-Pets-OK.h18992227.Hotel-Information)

![Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC](https://images.trvl-media.com/lodging/115000000/114430000/114424800/114424716/a7f8c534_y.jpg)

### Cozy 2-bedroom condo with stunning views of lovely Wintergreen WiFi, AC

10/10 Excellent

"Convenient location to Wintergreen. Shuttle access was great. Comfortable and great views. "

[](https://expedia.ca/Nellysford-Hotels-Cozy-2-Bedroom-Condo-With-Stunning-Views-Of-Lovely-Wintergreen-WiFi.h114424716.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

"Had all the amenities. View of the mountains and sunrise was amazing."

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

![2br/2ba:  Million Dollar View from Luxury Condo on the Ridge.   ](https://images.trvl-media.com/lodging/28000000/27770000/27767700/27767679/3ac798a2_y.jpg)

### 2br/2ba: Million Dollar View from Luxury Condo on the Ridge. 

10/10 Excellent

"I love this place!!! Will book again everytime we are there!"

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

![New Build! Log Cabin with Hot Tub in Wintergreen](https://images.trvl-media.com/lodging/120000000/119320000/119318700/119318633/d3789b54_y.jpg)

### New Build! Log Cabin with Hot Tub in Wintergreen

10/10 Excellent

"We had a fantastic time. The house was amazing. Everything you need and so spacious. The beds were very comfortable.id love to know the brand and type of the beds. Would definitely come back. "

[](https://expedia.ca/Nellysford-Hotels-New-Build-Log-Cabin-With-Hot-Tub-In-Wintergreen.h119318633.Hotel-Information)

## Find out more about Wintergreen

## Wintergreen Condo Rentals information

| Number of reviews | 828               |
| ----------------- | ----------------- |
| Accommodation     | 298 Condo Rentals |
| Lowest Price      | CA $336           |
| Highest Price     | CA $1,097         |

## 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?

### What is there to do in Wintergreen near my condo?

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- [Hotels near Veritas Vineyard and Winery ](https://www.expedia.ca/Veritas-Vineyard-And-Winery-Hotels.0-l6093181-0.Travel-Guide-Filter-Hotels)
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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)