Cabin rentals and cottages in Sherando

75 available cabin and cottage offers

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Best cabin rentals and cottages in Sherando

Slope Side Suite - Sherando

Slope Side Suite

Cabin, Sherando

Slope Side Suite is a cabin in Sherando, 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 Sherando, 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 - Sherando

Smoky Bear Cabin

Cabin, Sherando

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

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About Smoky Bear Cabin

Smoky Bear Cabin is a cabin in Sherando, 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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Willow Haven: Cozy cabin in delightful Afton - Sherando

Willow Haven: Cozy cabin in delightful Afton

Cabin, Sherando

Willow Haven: Cozy cabin in delightful Afton is a cabin in Sherando, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Willow Haven: Cozy cabin in delightful Afton

Willow Haven: Cozy cabin in delightful Afton is a cabin in Sherando, 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, kitchen, with kitchen, parking, and free parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,199.

From$171/night
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Bluebird Cottage: Near 151 + Appalachian Trail - Sherando

Bluebird Cottage: Near 151 + Appalachian Trail

Cottage, Sherando

Bluebird Cottage: Near 151 + Appalachian Trail is a cottage in Sherando, 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 Sherando, 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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Cabins and cottages with hot tubs in Sherando

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

Dripping Rock--1 King BR, Jacuzzi, Kitchenette

Cabin, Sherando

Dripping Rock--1 King BR, Jacuzzi, Kitchenette is a cabin in Sherando, 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 Sherando, 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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Kennedy Ridge Cabin--1BR, jacuzzi, kitchenette - Sherando

Kennedy Ridge Cabin--1BR, jacuzzi, kitchenette

Cabin, Sherando

Kennedy Ridge Cabin--1BR, jacuzzi, kitchenette is a cabin in Sherando, 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 Sherando, 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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Bide-a-Wee- Hike the Trails! Close to the slopes! - Sherando

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

Cabin, Sherando

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

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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 Sherando, 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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Stoney Creek Cottage: Waterfront Hot Tub, Fire Pit - Sherando

Stoney Creek Cottage: Waterfront Hot Tub, Fire Pit

Cottage, Sherando

Stoney Creek Cottage: Waterfront Hot Tub, Fire Pit is a cottage in Sherando, with easy beach access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Stoney Creek Cottage: Waterfront Hot Tub, Fire Pit

Stoney Creek Cottage: Waterfront Hot Tub, Fire Pit is a cottage in Sherando, with easy beach 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $2,305.

From$267/night
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Cabins and cottages with fireplaces in Sherando

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

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

Cabin, Sherando

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

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

White Rock Cabin--1BR, ADA, kitchenette, fireplace is a cabin in Sherando, 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 - Sherando

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

Cabin, Sherando

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

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

High Meadows--King BR, fireplace, jacuzzi, kitchen is a cabin in Sherando, 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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Cabin Fever near Shenandoah & Blue Ridge - Sherando

Cabin Fever near Shenandoah & Blue Ridge

Cabin, Sherando

Cabin Fever near Shenandoah & Blue Ridge is a cabin in Sherando, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cabin Fever near Shenandoah & Blue Ridge

Cabin Fever near Shenandoah & Blue Ridge is a cabin in Sherando, 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: kitchen, with kitchen, parking, free parking, and fireplace.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,908.

From$273/night
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Sherando Cabin--hot tub, kitchen, fireplace - Sherando

Sherando Cabin--hot tub, kitchen, fireplace

Cabin, Sherando

Sherando Cabin--hot tub, kitchen, fireplace is a cabin in Sherando, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Sherando Cabin--hot tub, kitchen, fireplace

Sherando Cabin--hot tub, kitchen, fireplace is a cabin in Sherando, 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, hot tub, pet friendly, pets friendly, and parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $2,742.

From$392/night
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Secluded cabins and cottages in Sherando

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

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

Cottage, Sherando

Artisan's Cottage: Woodsy+Private, Central to 151 is a cottage in Sherando, 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 Sherando, 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. - Sherando

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, Sherando

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…

Read more

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 Sherando, 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 - Sherando

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

Cabin, Sherando

Roudy’s Retreat: Secluded Mountain Cabin with Hot Tub and Private Pond is a cabin in Sherando, 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 Sherando, 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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Nearby cabin rentals around Sherando

nearby cabin rentalWintergreen Resortnearby cabin rentalWaynesboronearby cabin rentalAftonnearby cabin rentalWintergreennearby cabin rentalLovenearby cabin rentalNellysfordnearby cabin rentalMontebellonearby cabin rentalStauntonnearby cabin rentalSteeles Tavernnearby cabin rentalCrozet

Family cabins and cottages in Sherando

Isolated cottage with good view close to many winery and Brewers. - Sherando

Isolated cottage with good view close to many winery and Brewers.

Cottage, Sherando

Isolated cottage with good view close to many winery and Brewers. is a cottage in Sherando, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Isolated cottage with good view close to many winery and Brewers.

Isolated cottage with good view close to many winery and Brewers. is a cottage in Sherando, 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 $1,464.

From$209/night
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Wintergreen Resort Home w/ 2 Decks + Ski Access! - Sherando

Wintergreen Resort Home w/ 2 Decks + Ski Access!

Cottage, Sherando

Wintergreen Resort Home w/ 2 Decks + Ski Access! is a cottage in Sherando, with pool access, outdoor space, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Wintergreen Resort Home w/ 2 Decks + Ski Access!

Wintergreen Resort Home w/ 2 Decks + Ski Access! is a cottage in Sherando, 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 $2,034.

From$228/night
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Mountaintop Wintergreen Resort Home w/ Deck, Views - Sherando

Mountaintop Wintergreen Resort Home w/ Deck, Views

Cottage, Sherando

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

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About Mountaintop Wintergreen Resort Home w/ Deck, Views

Mountaintop Wintergreen Resort Home w/ Deck, Views is a cottage in Sherando, 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! - Sherando

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

Cottage, Sherando

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

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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 Sherando, 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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Pet-friendly cabins and cottages in Sherando

Serene Roseland Retreat Near Wintergreen Resort! - Sherando

Serene Roseland Retreat Near Wintergreen Resort!

Cottage, Sherando

Serene Roseland Retreat Near Wintergreen Resort! is a cottage in Sherando, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Serene Roseland Retreat Near Wintergreen Resort!

Serene Roseland Retreat Near Wintergreen Resort! is a cottage in Sherando, with pet-friendly space, 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, pet friendly, pets friendly, and kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,675.

From$191/night
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Enjoyable 2-bedroom cottage in Afton Virginia. 1.5 miles from the best winery! - Sherando

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

Cottage, Sherando

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

Serenity Cabin-Woodland Retreat

Cabin, Sherando

Serenity Cabin-Woodland Retreat is a cabin in Sherando, 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 Sherando, 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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Cozy chalet on Wintergreen Mountain - Sherando

Cozy chalet on Wintergreen Mountain

Chalet, Sherando

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

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About Cozy chalet on Wintergreen Mountain

Cozy chalet on Wintergreen Mountain is a chalet in Sherando, 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 Sherando

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