Title: Wintergreen Vacation Home Rentals from CA $160: Search Top Private Vacation Homes for Rent | Expedia.ca

  

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Photo by Rebecca Brent

# Wintergreen Vacation Rentals

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## Check prices for these dates

Next weekend

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

In two weeks

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

In one month

[Nov 28 - Nov 30](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-11-28&endDate=2025-11-30&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=10811&startDate=2025-12-26&endDate=2025-12-28&adults=2&lodging=VACATION_HOME&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Browse Select Wintergreen Vacation Homes

![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)

![Interior](https://images.trvl-media.com/lodging/91000000/90130000/90127700/90127668/aabdc1d2.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)

"A wonderful property to see mountain views and visit the surrounding area."

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

Peggy B.

CA $151

CA $462 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/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)

![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)

![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)

### The Distinguished Squirrel Chalet walking distance

Treeloft

9.8/10

Exceptional

(7)

"Love the layout, how it was decorated, beds were nice, and every little detail was thought of!"

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

Laurie S.

CA $272

CA $620 total

includes taxes & fees

Nov 3 - Nov 4

[](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)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/112000000/111999900/111999850/3e6937f7_edited_3774.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 really enjoyed our stay! The home was amazing and very well appointed. We enjoyed local breweries and hiking!"

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

Rachel F.

CA $418

CA $1,095 total

includes taxes & fees

Nov 19 - Nov 20

[](https://www.expedia.ca/Nellysford-Hotels-Spacious-5-Bedroom-Modern-Home-With-Mountain-Views-Galore-Sauna-EV-Charger.h111999850.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/dba9787a.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)

### Wintergreen Ridge Retreat - Family Home

Pedlars Edge

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

![Interior](https://images.trvl-media.com/lodging/72000000/71120000/71112300/71112269/e98a6b9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/72000000/71120000/71112300/71112269/8c09ec8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71120000/71112300/71112269/921c0c9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/72000000/71120000/71112300/71112269/f8c788a5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Loriann , A Boutique Stay in a 1940's Home. New Sleep Number Bed!

Waynesboro

10/10

Exceptional

(19)

"Beautiful home, very comfortable, and uniquely fun decor. Highly recommend!"

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

Melissa

CA $99

CA $196 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Waynesboro-Hotels-The-Loriann.h71112269.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/72000000/71280000/71271600/71271547/5972c422.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/72000000/71280000/71271600/71271547/89e1bc03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/72000000/71280000/71271600/71271547/202ad8f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/72000000/71280000/71271600/71271547/34f30416.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Whole House

Amherst

9.6/10

Exceptional

(30)

"The property was just what we wanted -- quiet, private, spacious, comfortable, well equipped. Easy to find and everything worked! We will definitely aim to book this property again when we're back in the area."

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

Andrew

CA $110

CA $229 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Amherst-Hotels-Whole-House.h71271547.Hotel-Information)

![Outdoor pool](https://images.trvl-media.com/lodging/77000000/76430000/76424000/76423959/75a06d80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/77000000/76430000/76424000/76423959/67d89f85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/77000000/76430000/76424000/76423959/07a8c718.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/77000000/76430000/76424000/76423959/f7c74f68.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming 5 Bedroom Historic brick home w/ sprawling river views, pool & hot tub!

Waynesboro

10/10

Exceptional

(7)

"We really enjoyed our stay at the property! With so many rooms, there was space for everyone, and everything was very clean upon our arrival. The hot tub was perfect for a cold night! "

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

Stephen S.

CA $215

CA $708 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Waynesboro-Hotels-Charming-5-Bedroom-Historic-Brick-Home-With-Sprawling-River-Views-And-A-POOL.h76423959.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/89000000/88370000/88369700/88369669/881cb7a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/89000000/88370000/88369700/88369669/76c7dd21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/89000000/88370000/88369700/88369669/1a8b755b.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/89000000/88370000/88369700/88369669/fd8f2ce4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Historic Bungalow 30 minutes from Wintergreen

Roseland

10/10

Exceptional

(14)

"Great stay! Thank you!"

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

Lauren

CA $133

CA $345 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Roseland-Hotels-Historic-Bungalow-30-Minutes-From-Wintergreen.h88369669.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112560000/112550100/112550097/fde6c4b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/113000000/112560000/112550100/112550097/18804839.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112560000/112550100/112550097/dfb9c79e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/113000000/112560000/112550100/112550097/958e13db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hot Tub | Fire Pit | River | State Park | King Bed

Wingina

10/10

Exceptional

(4)

"Hygge House was very clean and a refreshing stay! Hot tub was relaxing. Overall, a beautiful and restful retreat. "

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

Candy H.

CA $148

CA $411 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Wingina-Hotels-Hot-Tub-Fire-Pit-River-State-Park-King-Bed.h112550097.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/89000000/88370000/88365700/88365665/w905h683x59y0-f89420b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88370000/88365700/88365665/3502be39.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88370000/88365700/88365665/w1017h683x4y0-17be165b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, free WiFi, bed sheets](https://images.trvl-media.com/lodging/89000000/88370000/88365700/88365665/8b35497e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Firefly Springhouse

Staunton

9.8/10

Exceptional

(40)

"Lovely spot with friendly hosts. Comfortable bed, bath and we enjoyed viewing the animals from the porch while sipping coffee. We hope to be back again!"

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

Carol H.

CA $115

CA $160 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/Staunton-Hotels-The-Firefly-Springhouse.h88365665.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/84000000/83020000/83010900/83010856/9f1542d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83020000/83010900/83010856/1bbf7f5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83020000/83010900/83010856/2c0e912e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/84000000/83020000/83010900/83010856/4fecfa8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hillside Haven: Modern Retreat, Mountain Views

Faber

10/10

Exceptional

(30)

"Fantastic property with all the amenities near UVA, and lots of wineries."

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

roberto c.

CA $250

CA $589 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Faber-Hotels-Hillside-Haven-Modern-Retreat.h83010856.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/88000000/87140000/87135400/87135309/f284b725.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/88000000/87140000/87135400/87135309/34f346a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/88000000/87140000/87135400/87135309/32047678.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/88000000/87140000/87135400/87135309/6e857d99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hawksbill Haus (w/ hot tub)

Waynesboro

9.6/10

Exceptional

(8)

"Home was as described. Location was close enough to stores and attractions. Hot tub was nice."

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

Catherine D.

CA $149

CA $455 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Waynesboro-Hotels-The-Hawksbill-Haus.h87135309.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/79000000/78650000/78647300/78647228/45a45c09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/79000000/78650000/78647300/78647228/7534c2d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/79000000/78650000/78647300/78647228/620df162.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/79000000/78650000/78647300/78647228/2f52c4ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### NEW! Cheerful 2 bd bungalow with hot tub. Must see!

Waynesboro

9.6/10

Exceptional

(44)

"We enjoyed this cozy home during our annual trip to the area. Loved the charming, private backyard. Nearby vineyards and Blue Ridge Parkway were an added bonus. "

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

Virginia W.

CA $163

CA $287 total

includes taxes & fees

Nov 11 - Nov 12

[](https://www.expedia.ca/Waynesboro-Hotels-NEW-Cheerful-2-Bd-Bungalow-With-Hot-Tub-Must-See.h78647228.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90240000/90233000/90232991/15dbdf18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90240000/90233000/90232991/bc6d36f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/90240000/90233000/90232991/3faf6275.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/91000000/90240000/90233000/90232991/ba298821.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Green on New - Central Location and Staunton Charm

Staunton

9.4/10

Exceptional

(12)

"Really enjoyed our stay! Very clean and quaint little place. Would stay again. "

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

JANIE M.

CA $152

CA $353 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/Staunton-Hotels-Green-On-New-Central-Location-And-Staunton-Charm.h90232991.Hotel-Information)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/93000000/92890000/92883900/92883873/w505h683x260y0-05167a1d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/93000000/92890000/92883900/92883873/w906h683x59y0-96d4c6f2.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/93000000/92890000/92883900/92883873/w505h683x260y0-19330ce9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/93000000/92890000/92883900/92883873/w906h683x59y0-b340732b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Country small two bedroom home.

Roseland

9.8/10

Exceptional

(17)

"Lovely cozy place in the mountains, we had a total blast!"

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

Prabir

CA $188

CA $345 total

includes taxes & fees

Oct 31 - Nov 1

[](https://www.expedia.ca/Roseland-Hotels-Cozy-Country-Small-Two-Bedroom-Home.h92883873.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/104000000/103710000/103700200/103700145/w1500h999x0y1-af80a03d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, dishwasher](https://images.trvl-media.com/lodging/104000000/103710000/103700200/103700145/8f7529ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/104000000/103710000/103700200/103700145/ac85deba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/104000000/103710000/103700200/103700145/ce1ba570.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Little Yellow House: Walk to Downtown Staunton

Staunton

10/10

Exceptional

(6)

"I loved the location and the extra amenities !"

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

Miriam

CA $138

CA $398 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Staunton-Hotels-Little-Yellow-House-Walk-To-Downtown-Staunton.h103700145.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/98000000/97570000/97567300/97567212/96f88f22.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/98000000/97570000/97567300/97567212/514e415f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97570000/97567300/97567212/1282194d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/98000000/97570000/97567300/97567212/8bbb4705.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Craftsman: Newly Renovated/Downtown Staunton

Staunton

9.8/10

Exceptional

(26)

"Perfect home base to our Girl Trip. Thank you for sharing your home. "

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

Cindy M.

CA $194

CA $487 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Cozy-Craftsman-Newly-Renovateddowntown-Staunton.h97567212.Hotel-Information)

![Outdoor spa tub](https://images.trvl-media.com/lodging/91000000/90240000/90233000/90232989/w2881h1923x0y0-c1a362b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90240000/90233000/90232989/5abbc56b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, internet, bed sheets](https://images.trvl-media.com/lodging/91000000/90240000/90233000/90232989/1fae8fdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/91000000/90240000/90233000/90232989/15c61154.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fox Hill: 151 Cottage w/Hot Tub + Mountain Views

Afton

10/10

Exceptional

(13)

"We had a wonderful stay! The long driveway made us feel tucked away in a forest. The home has an open floor plan on the first floor giving it a great feel. Beds were comfortable. We enjoyed the visit."

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

Marisa R.

CA $319

CA $714 total

includes taxes & fees

Nov 4 - Nov 5

[](https://www.expedia.ca/Afton-Hotels-NEW-Fox-Hill-151-Cottage-Hot-Tub.h90232989.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233022/2219cb82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233022/f39f4bf2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233022/a863a6d8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/91000000/90240000/90233100/90233022/c2f4237e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Hunker Down: Cheerful 2 Bed and Pet Friendly

Staunton

9.0/10

Wonderful

(13)

"We stayed here with our two kids (age 2 and 3) and would stay again! The apartment was incredibly clean with plenty of space and everything we needed. We sleep with white noise machines and had no issues with noise at all. Check in and parking was easy and the hosts were very responsive. "

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

Michelle S.

CA $160

CA $348 total

includes taxes & fees

Nov 17 - Nov 18

[](https://www.expedia.ca/Staunton-Hotels-The-Hunker-Down-Cheerful-2-Bed-And-Pet-Friendly.h90233022.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/108000000/107020000/107020000/107019915/d2e674f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/108000000/107020000/107020000/107019915/a82e2e03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/108000000/107020000/107020000/107019915/3abf3933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/108000000/107020000/107020000/107019915/63098aac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tucked Inn: Lower Unit - NEW Nelson Co Getaway

Nellysford

CA $139

CA $407 total

includes taxes & fees

Nov 3 - Nov 4

[](https://www.expedia.ca/Nellysford-Hotels-Tucked-Inn-Lower-Unit-NEW-Nelson-Co-Getaway.h107019915.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

![Howard Johnson by Wyndham Staunton](//images.trvl-media.com/lodging/1000000/670000/663700/663617/99b5e75e_y.jpg)

### Howard Johnson by Wyndham Staunton

10/10 Excellent

"I always stay here when visiting family in Staunton. The main reason? Because of the service!! They are so nice and accommodating! Yes, it is older and dated a bit, but they recently gave the place a fresh paint job and are doing their best. Thank you"

[](https://expedia.ca/Staunton-Hotels-Howard-Johnson-By-Wyndham-Staunton.h663617.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

"Staff was super / facility and well taken care of clean/ "

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

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

### Hotel 24 South

10/10 Excellent

"Beautiful downtown location. We loved the charm of the area."

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

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

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

10/10 Excellent

"Fantastic getaway close to the Mountain Inn and grocery, slopes are a short walk, as are beautiful trails and spectacular views. We brought our dog with us, and she also loved the place. We will definitely try to come back during the winter season. Five stars plus"

[](https://expedia.ca/Charlottesville-Hotels-Wintergreen-Pet-Friendly-Condo-Wwifi.h29852618.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

"Staff are amazing. Hotel is very functional and room is very spacious and practical. The only thing is that the room is not too sound proof. "

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

"I have not had breakfast yet "

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

![Days Inn by Wyndham Waynesboro](//images.trvl-media.com/lodging/1000000/20000/13100/13044/b02f560b_y.jpg)

### Days Inn by Wyndham Waynesboro

10/10 Excellent

"I really enjoyed my stay."

[](https://expedia.ca/Staunton-Hotels-Days-Inn-By-Wyndham-Waynesboro.h13044.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

"Clean room, well cared for property. Typical hotel breakfast "

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

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

### Comfort Inn

10/10 Excellent

"Breakfast is good."

[](https://expedia.ca/Staunton-Hotels-Comfort-Inn.h64084.Hotel-Information)

## Find out more about Wintergreen

## Wintergreen Vacation Homes information

| Number of reviews | 303 |
| --- | --- |
| Accommodation | 414 Vacation Homes |
| Lowest Price | CA $160 |
| Highest Price | CA $1,093 |

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-   [Hertz Rental Cars in Blue Ridge Tunnel Trail](https://www.expedia.ca/Hertz-Car-Rentals-In-Blue-Ridge-Tunnel-Trail.d847217400490500096-c40.Car-Rental-Guide-Suppliers)
-   [Premium Car Rentals in Blue Ridge Tunnel Trail](https://www.expedia.ca/Premium-Car-Rentals-In-Blue-Ridge-Tunnel-Trail.d847217400490500096-tPremium.Car-Rental-Guide-Class)

-   [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 Vacation Homes in Wintergreen on Expedia.com](https://www.expedia.com/Wintergreen-Private-Vacation-Homes.d10811-aaPrivateVacationHomes.Travel-Guide-Accommodation)