Cabin rentals and cottages in Wintergreen

71 available cabin and cottage offers

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Best cabin rentals and cottages in Wintergreen

Slope Side Suite - Wintergreen

Slope Side Suite

Cabin, Wintergreen

Slope Side Suite is a cabin in Wintergreen, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Slope Side Suite

Slope Side Suite is a cabin in Wintergreen, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free wifi, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $844.

From$121/night
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Smoky Bear Cabin - Wintergreen

Smoky Bear Cabin

Cabin, Wintergreen

Smoky Bear Cabin is a cabin in Wintergreen, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Smoky Bear Cabin

Smoky Bear Cabin is a cabin in Wintergreen, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, washer, and dryer.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,029.

From$147/night
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Bluebird Cottage: Near 151 + Appalachian Trail - Wintergreen

Bluebird Cottage: Near 151 + Appalachian Trail

Cottage, Wintergreen

Bluebird Cottage: Near 151 + Appalachian Trail is a cottage in Wintergreen, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Bluebird Cottage: Near 151 + Appalachian Trail

Bluebird Cottage: Near 151 + Appalachian Trail is a cottage in Wintergreen, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,244.

From$178/night
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- NEW - Spruce Creek Retreat - Wintergreen

- NEW - Spruce Creek Retreat

Cottage, Wintergreen

- NEW - Spruce Creek Retreat is a cottage in Wintergreen, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About - NEW - Spruce Creek Retreat

- NEW - Spruce Creek Retreat is a cottage in Wintergreen, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,320.

From$189/night
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Cabins and cottages with hot tubs in Wintergreen

Dripping Rock--1 King BR, Jacuzzi, Kitchenette - Wintergreen

Dripping Rock--1 King BR, Jacuzzi, Kitchenette

Cabin, Wintergreen

Dripping Rock--1 King BR, Jacuzzi, Kitchenette is a cabin in Wintergreen, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Dripping Rock--1 King BR, Jacuzzi, Kitchenette

Dripping Rock--1 King BR, Jacuzzi, Kitchenette is a cabin in Wintergreen, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,616.

From$231/night
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Bide-a-Wee- Hike the Trails! Close to the slopes! - Wintergreen

Bide-a-Wee- Hike the Trails! Close to the slopes!

Cabin, Wintergreen

Bide-a-Wee- Hike the Trails! Close to the slopes! is a cabin in Wintergreen, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Bide-a-Wee- Hike the Trails! Close to the slopes!

Bide-a-Wee- Hike the Trails! Close to the slopes! is a cabin in Wintergreen, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, hot tub, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,782.

From$255/night
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Modern Farmhouse w/ Hot Tub, Yard. Pet Friendly! - Wintergreen

Modern Farmhouse w/ Hot Tub, Yard. Pet Friendly!

Cottage, Wintergreen

Modern Farmhouse w/ Hot Tub, Yard. Pet Friendly! is a cottage in Wintergreen, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Modern Farmhouse w/ Hot Tub, Yard. Pet Friendly!

Modern Farmhouse w/ Hot Tub, Yard. Pet Friendly! is a cottage in Wintergreen, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: hot tub, free wifi, pet friendly, and pets friendly.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $2,032.

From$290/night
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Wintergreen Home w/ Hot Tub, Deck & Mountain Views - Wintergreen

Wintergreen Home w/ Hot Tub, Deck & Mountain Views

Cottage, Wintergreen

Wintergreen Home w/ Hot Tub, Deck & Mountain Views is a cottage in Wintergreen, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Wintergreen Home w/ Hot Tub, Deck & Mountain Views

Wintergreen Home w/ Hot Tub, Deck & Mountain Views is a cottage in Wintergreen, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $2,960.

From$337/night
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Cabins and cottages with fireplaces in Wintergreen

Family Friendly Log Cabin Nestled in Blue Ridge Foothills - Wintergreen

Family Friendly Log Cabin Nestled in Blue Ridge Foothills

Cabin, Wintergreen

Family Friendly Log Cabin Nestled in Blue Ridge Foothills is a cabin in Wintergreen, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Family Friendly Log Cabin Nestled in Blue Ridge Foothills

Family Friendly Log Cabin Nestled in Blue Ridge Foothills is a cabin in Wintergreen, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,362.

From$195/night
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Kennedy Ridge Cabin--1BR, jacuzzi, kitchenette - Wintergreen

Kennedy Ridge Cabin--1BR, jacuzzi, kitchenette

Cabin, Wintergreen

Kennedy Ridge Cabin--1BR, jacuzzi, kitchenette is a cabin in Wintergreen, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the…

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About Kennedy Ridge Cabin--1BR, jacuzzi, kitchenette

Kennedy Ridge Cabin--1BR, jacuzzi, kitchenette is a cabin in Wintergreen, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, kitchen, with kitchen, parking, and free parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,651.

From$236/night
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White Rock Cabin--1BR, ADA, kitchenette, fireplace - Wintergreen

White Rock Cabin--1BR, ADA, kitchenette, fireplace

Cabin, Wintergreen

White Rock Cabin--1BR, ADA, kitchenette, fireplace is a cabin in Wintergreen, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About White Rock Cabin--1BR, ADA, kitchenette, fireplace

White Rock Cabin--1BR, ADA, kitchenette, fireplace is a cabin in Wintergreen, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,662.

From$237/night
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High Meadows--King BR, fireplace, jacuzzi, kitchen - Wintergreen

High Meadows--King BR, fireplace, jacuzzi, kitchen

Cabin, Wintergreen

High Meadows--King BR, fireplace, jacuzzi, kitchen is a cabin in Wintergreen, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring…

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About High Meadows--King BR, fireplace, jacuzzi, kitchen

High Meadows--King BR, fireplace, jacuzzi, kitchen is a cabin in Wintergreen, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, parking, free parking, and fireplace.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,892.

From$270/night
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Secluded cabins and cottages in Wintergreen

Artisan's Cottage: Woodsy+Private, Central to 151 - Wintergreen

Artisan's Cottage: Woodsy+Private, Central to 151

Cottage, Wintergreen

Artisan's Cottage: Woodsy+Private, Central to 151 is a cottage in Wintergreen, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Artisan's Cottage: Woodsy+Private, Central to 151

Artisan's Cottage: Woodsy+Private, Central to 151 is a cottage in Wintergreen, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,439.

From$206/night
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Papa’s Cottage is a cozy 2-bedroom retreat near Nelson 151 with a private hot tub, updated kitchen, and comfortable living spaces. Ideal for couples or friends looking to relax, explore local wineries, and unwind in a peaceful mountain setting. - Wintergreen

Papa’s Cottage is a cozy 2-bedroom retreat near Nelson 151 with a private hot tub, updated kitchen, and comfortable living spaces. Ideal for couples or friends looking to relax, explore local wineries, and unwind in a peaceful mountain setting.

Cottage, Wintergreen

Papa’s Cottage is a cozy 2-bedroom retreat near Nelson 151 with a private hot tub, updated kitchen, and comfortable living spaces. Ideal for couples or friends looking to relax, explore…

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About Papa’s Cottage is a cozy 2-bedroom retreat near Nelson 151 with a private hot tub, updated kitchen, and comfortable living spaces. Ideal for couples or friends looking to relax, explore local wineries, and unwind in a peaceful mountain setting.

Papa’s Cottage is a cozy 2-bedroom retreat near Nelson 151 with a private hot tub, updated kitchen, and comfortable living spaces. Ideal for couples or friends looking to relax, explore local wineries, and unwind in a peaceful mountain setting. is a cottage in Wintergreen, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, kitchen, with kitchen, and parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $2,264.

From$323/night
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Roudy’s Retreat: Secluded Mountain Cabin with Hot Tub and Private Pond - Wintergreen

Roudy’s Retreat: Secluded Mountain Cabin with Hot Tub and Private Pond

Cabin, Wintergreen

Roudy’s Retreat: Secluded Mountain Cabin with Hot Tub and Private Pond is a cabin in Wintergreen, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base…

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About Roudy’s Retreat: Secluded Mountain Cabin with Hot Tub and Private Pond

Roudy’s Retreat: Secluded Mountain Cabin with Hot Tub and Private Pond is a cabin in Wintergreen, with pet-friendly space and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $2,774.

From$396/night
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Secluded Mountain Cabin Firepit 12ppl - Wintergreen

Secluded Mountain Cabin Firepit 12ppl

Chalet, Wintergreen

Secluded Mountain Cabin Firepit 12ppl is a chalet in Wintergreen, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Secluded Mountain Cabin Firepit 12ppl

Secluded Mountain Cabin Firepit 12ppl is a chalet in Wintergreen, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $3,527.

From$504/night
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Nearby cabin rentals around Wintergreen

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Family cabins and cottages in Wintergreen

Freshwater Field Cabin - Wintergreen

Freshwater Field Cabin

Cabin, Wintergreen

Freshwater Field Cabin is a cabin in Wintergreen, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Freshwater Field Cabin

Freshwater Field Cabin is a cabin in Wintergreen, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, free wifi, kitchen, with kitchen, and kids friendly.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,430.

From$204/night
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Mountaintop Wintergreen Resort Home w/ Deck, Views - Wintergreen

Mountaintop Wintergreen Resort Home w/ Deck, Views

Cottage, Wintergreen

Mountaintop Wintergreen Resort Home w/ Deck, Views is a cottage in Wintergreen, with pool access, outdoor space, and kitchen access. This stay gives travelers a comfortable base for…

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About Mountaintop Wintergreen Resort Home w/ Deck, Views

Mountaintop Wintergreen Resort Home w/ Deck, Views is a cottage in Wintergreen, with pool access, outdoor space, and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $2,395.

From$274/night
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Serene Hideaway With Views, 1 Mi to Hike & Ski! - Wintergreen

Serene Hideaway With Views, 1 Mi to Hike & Ski!

Cottage, Wintergreen

Serene Hideaway With Views, 1 Mi to Hike & Ski! is a cottage in Wintergreen, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Serene Hideaway With Views, 1 Mi to Hike & Ski!

Serene Hideaway With Views, 1 Mi to Hike & Ski! is a cottage in Wintergreen, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $2,606.

From$303/night
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Stunning Wintergreen Resort Home: Ski & Golf! - Wintergreen

Stunning Wintergreen Resort Home: Ski & Golf!

Cottage, Wintergreen

Stunning Wintergreen Resort Home: Ski & Golf! is a cottage in Wintergreen, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Stunning Wintergreen Resort Home: Ski & Golf!

Stunning Wintergreen Resort Home: Ski & Golf! is a cottage in Wintergreen, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $3,084.

From$344/night
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Pet-friendly cabins and cottages in Wintergreen

Enjoyable 2-bedroom cottage in Afton Virginia. 1.5 miles from the best winery! - Wintergreen

Enjoyable 2-bedroom cottage in Afton Virginia. 1.5 miles from the best winery!

Cottage, Wintergreen

Enjoyable 2-bedroom cottage in Afton Virginia. 1.5 miles from the best winery! is a cottage in Wintergreen, with pet-friendly space and room for a group. This stay gives travelers a…

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About Enjoyable 2-bedroom cottage in Afton Virginia. 1.5 miles from the best winery!

Enjoyable 2-bedroom cottage in Afton Virginia. 1.5 miles from the best winery! is a cottage in Wintergreen, with pet-friendly space and room for a group. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pet friendly, pets friendly, washer, and dryer.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,483.

From$212/night
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Serenity Cabin-Woodland Retreat - Wintergreen

Serenity Cabin-Woodland Retreat

Cabin, Wintergreen

Serenity Cabin-Woodland Retreat is a cabin in Wintergreen, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area,…

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About Serenity Cabin-Woodland Retreat

Serenity Cabin-Woodland Retreat is a cabin in Wintergreen, with pet-friendly space, pool access, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,874.

From$268/night
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Newly Built Designer Home in Wintergreen - Wintergreen

Newly Built Designer Home in Wintergreen

Cabin, Wintergreen

Newly Built Designer Home in Wintergreen is a cabin in Wintergreen, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Newly Built Designer Home in Wintergreen

Newly Built Designer Home in Wintergreen is a cabin in Wintergreen, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $2,242.

From$320/night
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Cozy chalet on Wintergreen Mountain - Wintergreen

Cozy chalet on Wintergreen Mountain

Chalet, Wintergreen

Cozy chalet on Wintergreen Mountain is a chalet in Wintergreen, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cozy chalet on Wintergreen Mountain

Cozy chalet on Wintergreen Mountain is a chalet in Wintergreen, with pet-friendly space and pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family or friends.

Useful features: free cancellation, pool, free wifi, pet friendly, and pets friendly.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,766.

From$252/night
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Other places to stay in Wintergreen

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