Cabin rentals and cottages in Winchester

62 available cabin and cottage offers

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Best cabin rentals and cottages in Winchester

Cozy Home in Star Tannery w/ Private Backyard! - Winchester

Cozy Home in Star Tannery w/ Private Backyard!

Cottage, Winchester

Cozy Home in Star Tannery w/ Private Backyard! is a cottage in Winchester, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Cozy Home in Star Tannery w/ Private Backyard!

Cozy Home in Star Tannery w/ Private Backyard! is a cottage in Winchester, 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 $1,343.

From$149/night
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Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill - Winchester

Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill

Cabin, Winchester

Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill is a cabin in Winchester, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable…

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About Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill

Rustic Tabor Woods Cabin near Cacapon State Park w/Patio, Grill is a cabin in Winchester, with pet-friendly space, 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: hot tub, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,073.

From$153/night
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Peaceful Berkeley Springs Home: Escape to Nature! - Winchester

Peaceful Berkeley Springs Home: Escape to Nature!

Cottage, Winchester

Peaceful Berkeley Springs Home: Escape to Nature! is a cottage in Winchester, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Peaceful Berkeley Springs Home: Escape to Nature!

Peaceful Berkeley Springs Home: Escape to Nature! is a cottage in Winchester, 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 $1,305.

From$159/night
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Charming Home With Yard Near Shenandoah River! - Winchester

Charming Home With Yard Near Shenandoah River!

Cottage, Winchester

Charming Home With Yard Near Shenandoah River! is a cottage in Winchester, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Charming Home With Yard Near Shenandoah River!

Charming Home With Yard Near Shenandoah River! is a cottage in Winchester, 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 cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,481.

From$169/night
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Cabins and cottages with hot tubs in Winchester

Cozy Log Cabin w Porch, Fire Pit, Games & River - Winchester

Cozy Log Cabin w Porch, Fire Pit, Games & River

Cabin, Winchester

Cozy Log Cabin w Porch, Fire Pit, Games & River is a cabin in Winchester, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Cozy Log Cabin w Porch, Fire Pit, Games & River

Cozy Log Cabin w Porch, Fire Pit, Games & River is a cabin in Winchester, 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: free cancellation, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,655.

From$236/night
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Mountain cabin w/ hot tub & deck - Winchester

Mountain cabin w/ hot tub & deck

Cabin, Winchester

Mountain cabin w/ hot tub & deck is a cabin in Winchester, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Mountain cabin w/ hot tub & deck

Mountain cabin w/ hot tub & deck is a cabin in Winchester, with pet-friendly space, 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, hot tub, pet friendly, pets friendly, and kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,781.

From$254/night
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Secluded, Cozy Cottage in the Shenandoah Valley - Winchester

Secluded, Cozy Cottage in the Shenandoah Valley

Cottage, Winchester

Secluded, Cozy Cottage in the Shenandoah Valley is a cottage in Winchester, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Secluded, Cozy Cottage in the Shenandoah Valley

Secluded, Cozy Cottage in the Shenandoah Valley is a cottage in Winchester, 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, hot tub, free wifi, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,785.

From$255/night
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Wolf Edge Cabin • Hot Tub • Fire Pit • Views - Winchester

Wolf Edge Cabin • Hot Tub • Fire Pit • Views

Cottage, Winchester

Wolf Edge Cabin · Hot Tub · Fire Pit · Views is a cottage in Winchester, with pet-friendly space. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Wolf Edge Cabin • Hot Tub • Fire Pit • Views

Wolf Edge Cabin · Hot Tub · Fire Pit · Views is a cottage in Winchester, 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: free cancellation, hot tub, free wifi, pet friendly, and pets friendly.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,888.

From$270/night
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Cabins and cottages with fireplaces in Winchester

Khan River Cabin - Riverfront | Wifi | Firepit | Wood Stove | Screen Porch - Winchester

Khan River Cabin - Riverfront | Wifi | Firepit | Wood Stove | Screen Porch

Cabin, Winchester

Khan River Cabin - Riverfront · Wifi · Firepit · Wood Stove · Screen Porch is a cabin in Winchester, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Khan River Cabin - Riverfront | Wifi | Firepit | Wood Stove | Screen Porch

Khan River Cabin - Riverfront · Wifi · Firepit · Wood Stove · Screen Porch is a cabin in Winchester, 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 $1,447.

From$207/night
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Dog Friendly w/Fenced Yard, 5 Private Acres, Sunset Views, Fire Pit, 1GB WiFi - Winchester

Dog Friendly w/Fenced Yard, 5 Private Acres, Sunset Views, Fire Pit, 1GB WiFi

Cabin, Winchester

Dog Friendly w/Fenced Yard, 5 Private Acres, Sunset Views, Fire Pit, 1GB WiFi is a cabin in Winchester, with pet-friendly space and parking. This stay gives travelers a comfortable base for…

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About Dog Friendly w/Fenced Yard, 5 Private Acres, Sunset Views, Fire Pit, 1GB WiFi

Dog Friendly w/Fenced Yard, 5 Private Acres, Sunset Views, Fire Pit, 1GB WiFi is a cabin in Winchester, with pet-friendly space and parking. 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, parking, and free parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,504.

From$215/night
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Blue Badger Cottage -Wifi, Fire Pit, Fireplace, Screen Porch, Game Room, King Bed, Grill - Winchester

Blue Badger Cottage -Wifi, Fire Pit, Fireplace, Screen Porch, Game Room, King Bed, Grill

Chalet, Winchester

Blue Badger Cottage -Wifi, Fire Pit, Fireplace, Screen Porch, Game Room, King Bed, Grill is a chalet in Winchester, with parking. This stay gives travelers a comfortable base for exploring…

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About Blue Badger Cottage -Wifi, Fire Pit, Fireplace, Screen Porch, Game Room, King Bed, Grill

Blue Badger Cottage -Wifi, Fire Pit, Fireplace, Screen Porch, Game Room, King Bed, Grill is a chalet in Winchester, with parking. 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, parking, paid parking, and ac.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $2,102.

From$241/night
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The Outlook - Pet Friendly, Grill, Wifi, View, Fire Pit, Deck, Family Friendly, Foosball, Game Room, King Bed, Fireplace - Winchester

The Outlook - Pet Friendly, Grill, Wifi, View, Fire Pit, Deck, Family Friendly, Foosball, Game Room, King Bed, Fireplace

Chalet, Winchester

The Outlook - Pet Friendly, Grill, Wifi, View, Fire Pit, Deck, Family Friendly, Foosball, Game Room, King Bed, Fireplace is a chalet in Winchester, with pet-friendly space, outdoor space,…

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About The Outlook - Pet Friendly, Grill, Wifi, View, Fire Pit, Deck, Family Friendly, Foosball, Game Room, King Bed, Fireplace

The Outlook - Pet Friendly, Grill, Wifi, View, Fire Pit, Deck, Family Friendly, Foosball, Game Room, King Bed, Fireplace is a chalet in Winchester, with pet-friendly space, outdoor space, and parking. 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 parking.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,940.

From$222/night
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Nearby cabin rentals around Winchester

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Secluded cabins and cottages in Winchester

Blue Mountain Cabin, secluded, perfect for couples, near main road - Winchester

Blue Mountain Cabin, secluded, perfect for couples, near main road

Cabin, Winchester

Blue Mountain Cabin, secluded, perfect for couples, near main road is a cabin in Winchester, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for…

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About Blue Mountain Cabin, secluded, perfect for couples, near main road

Blue Mountain Cabin, secluded, perfect for couples, near main road is a cabin in Winchester, 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 cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,539.

From$220/night
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Cabin on the Water with its own Private Beach! - Winchester

Cabin on the Water with its own Private Beach!

Cabin, Winchester

Cabin on the Water with its own Private Beach! is a cabin in Winchester, with pet-friendly space, easy beach access, and kitchen access. This stay gives travelers a comfortable base for…

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About Cabin on the Water with its own Private Beach!

Cabin on the Water with its own Private Beach! is a cabin in Winchester, with pet-friendly space, 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, pet friendly, pets friendly, kitchen, and with kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,923.

From$275/night
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Sunroom & Patio! Quiet Retreat on Shenandoah River - Winchester

Sunroom & Patio! Quiet Retreat on Shenandoah River

Cottage, Winchester

Sunroom & Patio! Quiet Retreat on Shenandoah River is a cottage in Winchester, with pet-friendly space, outdoor space, and kitchen access. This stay gives travelers a comfortable base for…

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About Sunroom & Patio! Quiet Retreat on Shenandoah River

Sunroom & Patio! Quiet Retreat on Shenandoah River is a cottage in Winchester, with pet-friendly space, 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, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $2,328.

From$293/night
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Family cabins and cottages in Winchester

Weekend getaway short distance from DC/Northern Virginia - Winchester

Weekend getaway short distance from DC/Northern Virginia

Cottage, Winchester

Weekend getaway short distance from DC/Northern Virginia is a cottage in Winchester, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Weekend getaway short distance from DC/Northern Virginia

Weekend getaway short distance from DC/Northern Virginia is a cottage in Winchester, 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 cancellation, free wifi, pet friendly, pets friendly, and kitchen.

Sat, Sep 19 - Sat, Sep 26 · 7 nights · total from $1,420.

From$203/night
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Near Charles Town & Harpers Ferry! Brand-new Home - Winchester

Near Charles Town & Harpers Ferry! Brand-new Home

Cottage, Winchester

Near Charles Town & Harpers Ferry! Brand-new Home is a cottage in Winchester, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Near Charles Town & Harpers Ferry! Brand-new Home

Near Charles Town & Harpers Ferry! Brand-new Home is a cottage in Winchester, 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 $2,117.

From$234/night
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Front Royal Retreat ~ 1 Mi to National Park! - Winchester

Front Royal Retreat ~ 1 Mi to National Park!

Cottage, Winchester

Front Royal Retreat ~ 1 Mi to National Park! is a cottage in Winchester, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Front Royal Retreat ~ 1 Mi to National Park!

Front Royal Retreat ~ 1 Mi to National Park! is a cottage in Winchester, 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 $2,318.

From$267/night
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Other places to stay in Winchester

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