Title: Wintergreen Vacation Rentals from CA $163: Short-Term Rentals for 2025 | Expedia.ca

 

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Photo by Rebecca Brent

# Wintergreen Vacation Rentals

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## Check prices for these dates

Tonight

[Nov 4 - Nov 5](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-11-04&endDate=2025-11-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Nov 5 - Nov 6](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-11-05&endDate=2025-11-06&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Nov 7 - Nov 9](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-11-07&endDate=2025-11-09&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Nov 14 - Nov 16](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-11-14&endDate=2025-11-16&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Wintergreen

![Interior](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/93f9d9bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/68a8e7c9.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)

![Outdoor dining](https://images.trvl-media.com/lodging/110000000/109100000/109092800/109092787/232bfb44.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Wintergreen Resort

10/10

Exceptional

(22)

"Great place to stay.1 minute walk to slopes.Property is clean and well-kept. New appliances and fast WiFi. Convenient and comfortable."

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

Yury L.

CA $126

CA $409 total

includes taxes & fees

Nov 5 - Nov 6

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

![Cabin, Private Bathroom (Blackwood Chalet) | Exterior](https://images.trvl-media.com/lodging/112000000/111090000/111087800/111087718/cb763d2c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, Private Bathroom (Blackwood Chalet) | Shared kitchen](https://images.trvl-media.com/lodging/112000000/111090000/111087800/111087718/34db4bb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, Private Bathroom (Blackwood Chalet)](https://images.trvl-media.com/lodging/112000000/111090000/111087800/111087718/e6985565.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cabin, Private Bathroom (Blackwood Chalet) | Lounge](https://images.trvl-media.com/lodging/112000000/111090000/111087800/111087718/a5c8204a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blackwood Chalet

Nellysford

10/10

Exceptional

(3)

"Love the area"

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

Toni

CA $238

CA $548 total

includes taxes & fees

Nov 5 - Nov 6

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

![Property grounds](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/53d40131.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/e57932c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/78000000/77100000/77096800/77096798/f81462f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Modern Mountain Condo

Wintergreen Resort

10/10

Exceptional

(30)

"Location of place was perfect for the wineries and distilleries we visited "

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

Richard H.

CA $141

CA $336 total

includes taxes & fees

Nov 5 - Nov 6

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

![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)

![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)

![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)

### Wintergreen Condo -Steps to Ski and restaurants

Wintergreen Resort

9.8/10

Exceptional

(27)

"My brother and his friend stayed here to go snow skiing and loved it "

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

Heather B.

CA $160

CA $371 total

includes taxes & fees

Nov 6 - Nov 7

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

![Outdoor spa tub](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/711d6b77.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/c893d39d.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)

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

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

Wintergreen Resort

10/10

Exceptional

(24)

"Great place for a nice getaway. "

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

Cam P.

CA $137

CA $445 total

includes taxes & fees

Nov 17 - Nov 18

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

![Terrace/patio](https://images.trvl-media.com/lodging/79000000/78460000/78450300/78450238/f8a3b378.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)

![Exterior](https://images.trvl-media.com/lodging/79000000/78460000/78450300/78450238/0a033000.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, iron/ironing board, internet](https://images.trvl-media.com/lodging/79000000/78460000/78450300/78450238/abde4226.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Nellysford

10/10

Exceptional

(22)

"Cute and convenient. Great birthday weekend away."

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

Cassie S.

CA $265

CA $647 total

includes taxes & fees

Nov 5 - Nov 6

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

![Exterior](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/81343878.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/78b8767e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/3c52de65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/120000000/119310000/119304300/119304212/2c4c7806.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Laurelwood Hollow: Walk to Ski & Swim

Wintergreen Resort

CA $133

CA $391 total

includes taxes & fees

Nov 6 - Nov 7

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

![Property grounds](https://images.trvl-media.com/lodging/112000000/111460000/111452000/111451911/6421312c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111460000/111452000/111451911/78f359e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/112000000/111460000/111452000/111451911/7a0dd2b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/111460000/111452000/111451911/def44751.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Design-Lover’s Getaway • Game Room • Hot Tub

Wintergreen Resort

9.6/10

Exceptional

(5)

"Peaceful family trip. The cabin was beautiful, lots of space, and very clean. The cabin had everything we needed. The game room, board games and puzzles were a hit with our kids. Hot tub was huge, clean had its own separate gated area. "

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

Victoria R.

CA $211

CA $802 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Roseland-Hotels-Close-To-The-Slopes-2min-Large-Private-Hot-Tub.h111451911.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/8ed802b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/c23d20f9.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)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442025/5a21de65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Inn Studio 96 with Wintergreen Advantage

Wintergreen

10/10

Exceptional

(1)

"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 $223

CA $379 total

includes taxes & fees

Nov 10 - Nov 11

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

![Interior](https://images.trvl-media.com/lodging/120000000/119240000/119238400/119238386/f2101dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/120000000/119240000/119238400/119238386/7a98b6f7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/120000000/119240000/119238400/119238386/faaf96bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/120000000/119240000/119238400/119238386/40009d79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lofty Pursuits: Spectacular View + EV Charger

Treeloft

10/10

Exceptional

(4)

"Will definitely stay at this location again!!"

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

Richard W.

CA $237

CA $549 total

includes taxes & fees

Nov 19 - Nov 20

[](https://www.expedia.ca/Nellysford-Hotels-Lofty-Pursuits-Spectacular-View-EV-Charger.h119238386.Hotel-Information)

![TV](https://images.trvl-media.com/lodging/108000000/107700000/107695300/107695259/e8897717.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/108000000/107700000/107695300/107695259/a67ce0ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/108000000/107700000/107695300/107695259/78f8bd4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107700000/107695300/107695259/b3014a69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Timbers Lodge 26 with Wintergreen Advantage

Wintergreen

10/10

Exceptional

(2)

"Love staying here! It’s so close to the slope and the staff is great."

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

Amanda

CA $237

CA $417 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Nellysford-Hotels-Timbers-Lodge-26-With-Wintergreen-Advantage.h107695259.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442095/5c8096d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442095/322fe5dc.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/103000000/102450000/102442100/102442095/7b8c9b3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442095/c1861718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Timbers Studio 46 with Wintergreen Advantage

Wintergreen

10/10

Exceptional

(2)

"We only stayed here for a night but it was both relaxing and quiet. The room was very clean and it was spacious for the two of us. It reminded me of a larger hotel room or a studio apartment. You could tell they had put some work into it to make it nice which I appreciated. You have to go to the front desk to check in but it’s not even a 2-minute drive from there. It took us a few minutes to locate it in the dark but that’s just because it’s so dark up there. Great place to stay on a couple...

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

Madison D.

CA $223

CA $379 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Nellysford-Hotels-Timbers-Studio-46-With-Wintergreen-Advantage.h102442095.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441971/ae5aa12c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, internet, bed sheets](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441971/9d3b42af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441971/9ae27fad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102442000/102441971/39a5b118.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mountain Inn Lodge 79 with Wintergreen Advantage

Wintergreen

10/10

Exceptional

(1)

"The Wintergreen resort is beautiful, and this rented condo more than met our expectations. It was very clean and well-stocked with dishes/cookware/utensils/Keurig coffee machine, towels, hair dryers (2), and toiletries. The unit has two TVs complete with 123 cable channels. The bed in the loft is very comfortable. We plan to stay there again in the future. "

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

Marlena E B.

CA $237

CA $412 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Nellysford-Hotels-Mountain-Inn-Lodge-79-With-Wintergreen-Advantage.h102441971.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112540000/112532200/112532111/6703de10.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, offices](https://images.trvl-media.com/lodging/113000000/112540000/112532200/112532111/3eb2493c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112540000/112532200/112532111/16dadee0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/113000000/112540000/112532200/112532111/0197d413.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Distinguished Squirrel Chalet walking distance

Treeloft

9.8/10

Exceptional

(7)

"The house was beautiful and well stocked. The owner thought of everything and all the light switches were labeled which helped a lot. All of the appliances were top notch and the Keurig coffee maker had everything that was needed. Beds were very comfortable and each room had its own thermostat. Overall, excellent stay!"

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

Kathleen d.

CA $274

CA $620 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Nellysford-Hotels-The-Distinguished-Squirrel-Chalet-Walking-Distance.h112532111.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/112000000/112000000/111999900/111999850/14bdbcd4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/112000000/112000000/111999900/111999850/552c6adc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![5 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/112000000/111999900/111999850/b49890c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/112000000/112000000/111999900/111999850/d5803f2f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Modern 5 bedroom retreat w/ mountain views. Sauna + Wood fired pizza oven!

Nellysford

10/10

Exceptional

(4)

"We chose this property to celebrate our sons 26th birthday. Cant beat the location, fresh snow at Wintergreen made for great snowboarding. Loved the proximity to local restaurants/breweries. Definitely would recommend!"

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

Michael E.

CA $422

CA $1,103 total

includes taxes & fees

Nov 5 - Nov 6

[](https://www.expedia.ca/Nellysford-Hotels-Spacious-5-Bedroom-Modern-Home-With-Mountain-Views-Galore-Sauna-EV-Charger.h111999850.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/108000000/107700000/107695300/107695269/efd363c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/108000000/107700000/107695300/107695269/31d705eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/108000000/107700000/107695300/107695269/b2957f60.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/108000000/107700000/107695300/107695269/1d19015a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Timbers Lodge 42 with Wintergreen Advantage

Wintergreen

CA $237

CA $412 total

includes taxes & fees

Nov 7 - Nov 8

[](https://www.expedia.ca/Nellysford-Hotels-Timbers-Lodge-42-With-Wintergreen-Advantage.h107695269.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102441500/102441464/07de35eb.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/103000000/102450000/102441500/102441464/071dc69c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/103000000/102450000/102441500/102441464/fbf07bc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102441500/102441464/9260a936.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Three Ridges 74 with Wintergreen Advantage

Wintergreen

CA $286

CA $504 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Nellysford-Hotels-Three-Ridges-74-With-Wintergreen-Advantage.h102441464.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442100/204d5911.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442100/1751da82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442100/d18d1d89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102450000/102442100/102442100/38271547.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Diamond Hill Studio 09 with Wintergreen Advantage

Wintergreen

CA $265

CA $432 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Nellysford-Hotels-Diamond-Hill-Studio-09-With-Wintergreen-Advantage.h102442100.Hotel-Information)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120102000/120101948/d4b66a61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120102000/120101948/8c76c84d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120102000/120101948/8ca22e8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/121000000/120110000/120102000/120101948/23743ed1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wintergreen Ridge Retreat - Family Home

Pedlars Edge

[](https://www.expedia.ca/Nellysford-Hotels-Wintergreen-Ridge-Retreat-Family-Home.h120101948.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/103000000/102450000/102441500/102441467/40f2272f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/103000000/102450000/102441500/102441467/c59c0caa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/103000000/102450000/102441500/102441467/f1d8ad3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/103000000/102450000/102441500/102441467/8c6de78d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Three Ridges 84 with Wintergreen Advantage

Wintergreen

CA $286

CA $498 total

includes taxes & fees

Nov 6 - Nov 7

[](https://www.expedia.ca/Nellysford-Hotels-Three-Ridges-84-With-Wintergreen-Advantage.h102441467.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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## Top Wintergreen Hotel Reviews

![Hotel 24 South](//images.trvl-media.com/lodging/2000000/1320000/1311400/1311324/76d25ca1_y.jpg)

### Hotel 24 South

10/10 Excellent

"Really good breakfast,convenient to everything,staff friendly and free complimentary coffee downstairs in the morning appreciated.Enjoyed our stay."

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

![Motel 6 Staunton, VA](//images.trvl-media.com/lodging/1000000/10000/9000/8977/e2fd1c0e_y.jpg)

### Motel 6 Staunton, VA

10/10 Excellent

"Silent, clean, friendly staff"

[](https://expedia.ca/Staunton-Hotels-Motel-6-Staunton.h8977.Hotel-Information)

![Holiday Inn Express & Suites Staunton by IHG](//images.trvl-media.com/lodging/47000000/46550000/46550000/46549911/8e95e8a0_y.jpg)

### Holiday Inn Express & Suites Staunton by IHG

10/10 Excellent

"I was a little surprised that we had to pay a seven dollar a day parking fee!!"

[](https://expedia.ca/Staunton-Hotels-Holiday-Inn-Express-And-Suites-Staunton.h46549911.Hotel-Information)

![Holiday Inn Express & Suites Waynesboro East by IHG](//images.trvl-media.com/lodging/97000000/96550000/96546000/96545978/22c5f5c1_y.jpg)

### Holiday Inn Express & Suites Waynesboro East by IHG

10/10 Excellent

"The staff was great and very helpful and the room was clean and neat. "

[](https://expedia.ca/Waynesboro-Hotels-Holiday-Inn-Express-And-Suites-Waynesboro-East.h96545978.Hotel-Information)

![Holiday Inn Staunton Conference Center by IHG](//images.trvl-media.com/lodging/1000000/20000/19200/19125/c184cf6d_y.jpg)

### Holiday Inn Staunton Conference Center by IHG

10/10 Excellent

"Enjoyed the stay! Staff was nice, room was clean and comfortable. Onsite restaurant was nice too. "

[](https://expedia.ca/Staunton-Hotels-Holiday-Inn-Staunton-Conference-Center.h19125.Hotel-Information)

![Sleep Inn Staunton](//images.trvl-media.com/lodging/1000000/170000/168400/168389/f334eca9_y.jpg)

### Sleep Inn Staunton

10/10 Excellent

"Extremely courteous staff! Very clean hotel everywhere! Good breakfast and comfortable room. Very dog friendly with lighted dog area. "

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

![Comfort Inn & Suites Staunton](//images.trvl-media.com/lodging/1000000/10000/4300/4272/f4b37015_y.jpg)

### Comfort Inn & Suites Staunton

10/10 Excellent

"Yes, very good."

[](https://expedia.ca/Staunton-Hotels-Comfort-Inn-Suites.h4272.Hotel-Information)

![Best Western Staunton Inn](//images.trvl-media.com/lodging/1000000/20000/18500/18431/5e29fbfa_y.jpg)

### Best Western Staunton Inn

10/10 Excellent

"Room was clean and nice. Staff was pleasant and breakfast was awesome "

[](https://expedia.ca/Staunton-Hotels-Best-Western-Staunton-Inn.h18431.Hotel-Information)

![Comfort Inn](//images.trvl-media.com/lodging/1000000/70000/64100/64084/2a69aac3_y.jpg)

### Comfort Inn

10/10 Excellent

"Clean. Friendly staff. Great breakfast"

[](https://expedia.ca/Staunton-Hotels-Comfort-Inn.h64084.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](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Wintergreen vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Wintergreen vacation rentals we have selected for you start as low as CA $163 per night. Entering your travel dates in the search wizard 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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-   [Vacation Homes in Wintergreen](https://expedia.ca/Wintergreen-Private-Vacation-Homes.d10811-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Condo Rentals in Wintergreen](https://expedia.ca/Wintergreen-Condos.d10811-aaCondos.Travel-Guide-Accommodation)
-   [Apartments in Wintergreen](https://expedia.ca/Wintergreen-Apartments.d10811-aaApartments.Travel-Guide-Accommodation)
-   [Cabin Rentals in Wintergreen](https://expedia.ca/Wintergreen-Cabins.d10811-aaCabins.Travel-Guide-Accommodation)
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-   [Aparthotels in Wintergreen](https://expedia.ca/Wintergreen-Apart-Hotels.d10811-aaApartHotels.Travel-Guide-Accommodation)
-   [Motels in Wintergreen](https://expedia.ca/Wintergreen-Motels.d10811-aaMotels.Travel-Guide-Accommodation)
-   [Guest Houses in Wintergreen](https://expedia.ca/Wintergreen-Guest-Houses.d10811-aaGuestHouses.Travel-Guide-Accommodation)
-   [RV Parks in Wintergreen](https://expedia.ca/Wintergreen-RV-Parks.d10811-aaRVParks.Travel-Guide-Accommodation)
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-   [Lodges in Wintergreen](https://expedia.ca/Wintergreen-Lodges.d10811-aaLodges.Travel-Guide-Accommodation)
-   [Townhomes in Wintergreen](https://expedia.ca/Wintergreen-Townhomes.d10811-aaTownhomes.Travel-Guide-Accommodation)
-   [Villas in Wintergreen](https://expedia.ca/Wintergreen-Villas.d10811-aaVillas.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find vacation rentals in Wintergreen?

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

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

> [Walk to Slope-Tyro/Luxury Living/Sunset Mountain Views and Same Day Arrival OK](https://www.expedia.ca/Nellysford-Hotels-Walk-To-SlopesLuxury-LivingSunset-Mountain-Views-And-Same-Day-Arrival-OK.h33563291.Hotel-Information): Visitors give good reviews to this Wintergreen vacation home rental, which is located on a lake and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind. Some other top choices in Wintergreen are [Modern Luxe Treetop Retreat-Hot Tub, Gas Fire Pit, Steps to Ski! Guest Favorite!](https://www.expedia.ca/Nellysford-Hotels-Modern-Luxe-Treetop-Retreat-WGas-Fire-Pit.h71969999.Hotel-Information) and [NEW! Warren’s Woods! Cozy 5-bedroom house in fantastic Wintergreen Resort](https://www.expedia.ca/Nellysford-Hotels-NEW-Warrens-Woods-Spacious-5-Bedroom-House-In-Fantastic-Wintergreen-Resort.h118927334.Hotel-Information).

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

> Choose from 53 Expedia vacation rentals in Wintergreen for a memorable vacation.

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

> While exploring the area, visit family-friendly sights like War Fields, or get outside and enjoy nature at George Washington National Forest. Wintergreen Resort and Bold Rock Hard Cider Nellysford Cidery are a couple of places you'll find in the larger area.

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

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

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## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)