Vacation rentals in Windham County, VT

Best vacation rentals and Airbnb offers in Windham County, VT

Potter's Place

Holiday Home, Windham County

Potter's Place is a holiday home in Windham County, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Potter's Place

Potter's Place is a holiday home in Windham County, 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 wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,254.

From$127/night

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Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

Cabin, Windham County

Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT is a cabin in Windham County, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT

Cheerful Tiny Cabin hideaway near hiking, skiing & snowmobiling in small town VT is a cabin in Windham County, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,127.

From$161/night

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Outdoor Adventure Hub! Family Home in West Dover

Cottage, Windham County

Outdoor Adventure Hub! Family Home in West Dover is a cottage in Windham County, with parking, kitchen access, and room for a group. This stay gives travelers a comfortable base for…

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About Outdoor Adventure Hub! Family Home in West Dover

Outdoor Adventure Hub! Family Home in West Dover is a cottage in Windham County, 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, free wifi, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,717.

From$181/night

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Rustic Marlboro Cottage: 4 Mi to Lake Raponda!

Cottage, Windham County

Rustic Marlboro Cottage: 4 Mi to Lake Raponda! is a cottage in Windham County, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Rustic Marlboro Cottage: 4 Mi to Lake Raponda!

Rustic Marlboro Cottage: 4 Mi to Lake Raponda! is a cottage in Windham County, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,775.

From$199/night

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Vacation rentals with a pool in Windham County, VT

Add a pool to the search when you want an easy place to cool off between outings.

The Inn At Quail Run

Guest House, Windham County

The Inn At Quail Run is a guest house in Windham County, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About The Inn At Quail Run

The Inn At Quail Run is a guest house in Windham County, with 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, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,733.

From$225/night

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Charming Traditional Log Cabin In Between Mt. Snow And Stratton with Sauna/WIFI

Cabin, Windham County

Charming Traditional Log Cabin In Between Mt. Snow And Stratton with Sauna/WIFI is a cabin in Windham County, with pool access, parking, and kitchen access. This stay gives travelers a…

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About Charming Traditional Log Cabin In Between Mt. Snow And Stratton with Sauna/WIFI

Charming Traditional Log Cabin In Between Mt. Snow And Stratton with Sauna/WIFI is a cabin in Windham County, with pool access, 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, pool, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,898.

From$271/night

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Deerhill Inn

B & B, Windham County

Deerhill Inn is a b & b in Windham County, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Deerhill Inn

Deerhill Inn is a b & b in Windham County, with pool access 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 breakfast, pool, free wifi, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,584.

From$206/night

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Windham Hill Inn

B & B, Windham County

Windham Hill Inn is a b & b in Windham County, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time…

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About Windham Hill Inn

Windham Hill Inn is a b & b in Windham County, with pool access 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, pool, free wifi, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,730.

From$227/night

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Vacation rentals with parking in Windham County, VT

Find vacation rentals that make arriving by car easier.

Glorious Scenery

Apartment, Windham County

Glorious Scenery is a apartment in Windham County, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with family…

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About Glorious Scenery

Glorious Scenery is a apartment in Windham County, 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 wifi, parking, paid parking, non smoking::room, and non smoking rooms.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,306.

From$126/night

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3 Story Condo Just Minutes from Mount Snow & Lake Whitingham

Condo, Windham County

3 Story Condo Just Minutes from Mount Snow & Lake Whitingham is a condo in Windham County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About 3 Story Condo Just Minutes from Mount Snow & Lake Whitingham

3 Story Condo Just Minutes from Mount Snow & Lake Whitingham is a condo in Windham County, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,065.

From$152/night

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Trailside Ski Condo at Mt. Snow VT.; Avail; for skiing and boarding.

Condo, Windham County

Trailside Ski Condo at Mt. Snow VT.; Avail; for skiing and boarding. is a condo in Windham County, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Trailside Ski Condo at Mt. Snow VT.; Avail; for skiing and boarding.

Trailside Ski Condo at Mt. Snow VT.; Avail; for skiing and boarding. is a condo in Windham County, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,329.

From$190/night

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Relaxing Home Mins from Mt Snow, Hiking, & Lakes

Holiday Home, Windham County

Relaxing Home Mins from Mt Snow, Hiking, & Lakes is a holiday home in Windham County, with parking and a quieter setting. This stay gives travelers a comfortable base for exploring the…

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About Relaxing Home Mins from Mt Snow, Hiking, & Lakes

Relaxing Home Mins from Mt Snow, Hiking, & Lakes is a holiday home in Windham County, with parking 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, parking, paid parking, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,276.

From$206/night

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Pet-friendly vacation rentals in Windham County, VT

Bring your pet along with stays that welcome four-legged travelers.

HeART Barn, 35-60 m. to skiing @ Mt. Snow, Stratton, Okemo, Magic & Bromley

Apartment, Windham County

HeART Barn, 35-60 m. to skiing @ Mt. Snow, Stratton, Okemo, Magic & Bromley is a apartment in Windham County, with pet-friendly space and kitchen access. This stay gives travelers a…

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About HeART Barn, 35-60 m. to skiing @ Mt. Snow, Stratton, Okemo, Magic & Bromley

HeART Barn, 35-60 m. to skiing @ Mt. Snow, Stratton, Okemo, Magic & Bromley is a apartment in Windham County, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,065.

From$152/night

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Stratton Woods · Secluded Vermont Cabin Retreat

Holiday Home, Windham County

Stratton Woods · Secluded Vermont Cabin Retreat is a holiday home in Windham County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About Stratton Woods · Secluded Vermont Cabin Retreat

Stratton Woods · Secluded Vermont Cabin Retreat is a holiday home in Windham County, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,165.

From$166/night

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'Mount Pine' Summer Escape Near the Green Mtns!

Holiday Home, Windham County

'Mount Pine' Summer Escape Near the Green Mtns! is a holiday home in Windham County, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the…

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About 'Mount Pine' Summer Escape Near the Green Mtns!

'Mount Pine' Summer Escape Near the Green Mtns! is a holiday home in Windham County, 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 wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,144.

From$210/night

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'mount Pine' Winter Retreat Near the Green Mtns!

Cottage, Windham County

'mount Pine' Winter Retreat Near the Green Mtns! is a cottage in Windham County, with pet-friendly space, kitchen access, and a quieter setting. This stay gives travelers a comfortable base…

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About 'mount Pine' Winter Retreat Near the Green Mtns!

'mount Pine' Winter Retreat Near the Green Mtns! is a cottage in Windham County, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,147.

From$246/night

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Vacation rentals with a kitchen in Windham County, VT

Compare stays with kitchen access for longer trips and easier meals.

Cozy Vermont Home Near Mount Snow & Stratton

Holiday Home, Windham County

Cozy Vermont Home Near Mount Snow & Stratton is a holiday home in Windham County, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Cozy Vermont Home Near Mount Snow & Stratton

Cozy Vermont Home Near Mount Snow & Stratton is a holiday home in Windham County, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,467.

From$210/night

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Vermont Cozy Cabin with Fireplace Near Hiking Trails, Stratton, Manchester

Cabin, Windham County

Vermont Cozy Cabin with Fireplace Near Hiking Trails, Stratton, Manchester is a cabin in Windham County, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Vermont Cozy Cabin with Fireplace Near Hiking Trails, Stratton, Manchester

Vermont Cozy Cabin with Fireplace Near Hiking Trails, Stratton, Manchester is a cabin in Windham County, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,740.

From$249/night

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Cozy Vermont Escape w/ Deck, Near Skiing!

Cottage, Windham County

Cozy Vermont Escape w/ Deck, Near Skiing! is a cottage in Windham County, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Cozy Vermont Escape w/ Deck, Near Skiing!

Cozy Vermont Escape w/ Deck, Near Skiing! is a cottage in Windham County, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,225.

From$261/night

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Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Chalet, Windham County

Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly! is a chalet in Windham County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!

Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly! is a chalet in Windham County, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,881.

From$269/night

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Family-friendly vacation rentals in Windham County, VT

Plan a trip with stays that give families more room to spread out.

Cosy Red Cottage in Private Village On VT-100 (5-min to Mount Snow)

Cottage, Windham County

Cosy Red Cottage in Private Village On VT-100 (5-min to Mount Snow) is a cottage in Windham County, with parking and kitchen access. This stay gives travelers a comfortable base for…

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About Cosy Red Cottage in Private Village On VT-100 (5-min to Mount Snow)

Cosy Red Cottage in Private Village On VT-100 (5-min to Mount Snow) is a cottage in Windham County, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,339.

From$191/night

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Recently Renovated Cozy Cottage in Private Village On VT-100 (5-min to Mount Snow)

Cottage, Windham County

Recently Renovated Cozy Cottage in Private Village On VT-100 (5-min to Mount Snow) is a cottage in Windham County, with parking and kitchen access. This stay gives travelers a comfortable…

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About Recently Renovated Cozy Cottage in Private Village On VT-100 (5-min to Mount Snow)

Recently Renovated Cozy Cottage in Private Village On VT-100 (5-min to Mount Snow) is a cottage in Windham County, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,416.

From$202/night

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8 Mi to Mount Snow: Rustic Marlboro Cottage

Cottage, Windham County

8 Mi to Mount Snow: Rustic Marlboro Cottage is a cottage in Windham County, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About 8 Mi to Mount Snow: Rustic Marlboro Cottage

8 Mi to Mount Snow: Rustic Marlboro Cottage is a cottage in Windham County, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,512.

From$216/night

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Relaxing Home Mins From Mt Snow, Hiking, & Lakes

Cottage, Windham County

Relaxing Home Mins From Mt Snow, Hiking, & Lakes is a cottage in Windham County, with parking, kitchen access, and a quieter setting. This stay gives travelers a comfortable base for…

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About Relaxing Home Mins From Mt Snow, Hiking, & Lakes

Relaxing Home Mins From Mt Snow, Hiking, & Lakes is a cottage in Windham County, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,301.

From$242/night

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