Vacation rentals in West Windsor, VT

200 available vacation rental offers

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Best vacation rentals and Airbnb offers in West Windsor, VT

Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit - West Windsor, VT

Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Cabin, West Windsor

Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit is a cabin in West Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Luxury Cabin #1 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit is a cabin in West Windsor, 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, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,447.

From$207/night
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Cozy cottage on the river, minutes from skiing, horse events, and so much more! - West Windsor, VT

Cozy cottage on the river, minutes from skiing, horse events, and so much more!

Cottage, West Windsor

Cozy cottage on the river, minutes from skiing, horse events, and so much more! is a cottage in West Windsor, with parking and kitchen access. This stay gives travelers a comfortable base…

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About Cozy cottage on the river, minutes from skiing, horse events, and so much more!

Cozy cottage on the river, minutes from skiing, horse events, and so much more! is a cottage in West Windsor, 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 $1,468.

From$210/night
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Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit - West Windsor, VT

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Cabin, West Windsor

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit is a cabin in West Windsor, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit

Luxury Cabin #2 Hot Tub, Kayaks, Paddle Boards, Fire Pit is a cabin in West Windsor, 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, hot tub, kitchen, with kitchen, and parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,495.

From$214/night
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Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit - West Windsor, VT

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Cabin, West Windsor

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit is a cabin in West Windsor, with kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit

Luxury Cabin #3 Hot Tub, Kayaks, Paddle Boards, Private Fire Pit is a cabin in West Windsor, 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, kitchen, with kitchen, and fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,495.

From$214/night
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Vacation rentals with a pool in West Windsor, VT

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

Vermont's Finest - Brookhaven F4 - West Windsor, VT

Vermont's Finest - Brookhaven F4

Apartment, West Windsor

Vermont's Finest - Brookhaven F4 is a apartment in West Windsor, with pool access and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Vermont's Finest - Brookhaven F4

Vermont's Finest - Brookhaven F4 is a apartment in West Windsor, 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: pool, free wifi, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,311.

From$114/night
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Castle Hill Condos O2 - West Windsor, VT

Castle Hill Condos O2

Apartment, West Windsor

Castle Hill Condos O2 is a apartment in West Windsor, with pool access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and spending time with…

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About Castle Hill Condos O2

Castle Hill Condos O2 is a apartment in West Windsor, 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: pool, free wifi, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,954.

From$178/night
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Renovated Condo, Heart of Quechee - Mill Run 3E - West Windsor, VT

Renovated Condo, Heart of Quechee - Mill Run 3E

Condo, West Windsor

Renovated Condo, Heart of Quechee - Mill Run 3E is a condo in West Windsor, with pool access and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Renovated Condo, Heart of Quechee - Mill Run 3E

Renovated Condo, Heart of Quechee - Mill Run 3E is a condo in West Windsor, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,263.

From$180/night
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Saltbox 12A - West Windsor, VT

Saltbox 12A

Holiday Home, West Windsor

Saltbox 12A is a holiday home in West Windsor, 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 Saltbox 12A

Saltbox 12A is a holiday home in West Windsor, 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: pool, free wifi, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,980.

From$191/night
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Vacation rentals with parking in West Windsor, VT

Find vacation rentals that make arriving by car easier.

Hidden Gem - West Windsor, VT

Hidden Gem

Holiday Home, West Windsor

Hidden Gem is a holiday home in West Windsor, with parking. 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 Hidden Gem

Hidden Gem is a holiday home in West Windsor, 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, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,305.

From$121/night
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Proctorsville Paradise - West Windsor, VT

Proctorsville Paradise

Apartment, West Windsor

Proctorsville Paradise is a apartment in West Windsor, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings,…

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About Proctorsville Paradise

Proctorsville Paradise is a apartment in West Windsor, 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 $1,459.

From$152/night
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Wood Road Retreat - West Windsor, VT

Wood Road Retreat

Holiday Home, West Windsor

Wood Road Retreat is a holiday home in West Windsor, with pet-friendly space, parking, and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Wood Road Retreat

Wood Road Retreat is a holiday home in West Windsor, with pet-friendly space, 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 wifi, pet friendly, pets friendly, parking, and paid parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,834.

From$160/night
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Sleep Woodstock - Dog Friendly King Suite - West Windsor, VT

Sleep Woodstock - Dog Friendly King Suite

B & B, West Windsor

Sleep Woodstock - Dog Friendly King Suite is a b & b in West Windsor, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite is a b & b in West Windsor, 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, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,132.

From$162/night
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Pet-friendly vacation rentals in West Windsor, VT

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

Luxury Loft With Solo Fire Pit & Trails Close to Okemo & Ascutney EV Charger - West Windsor, VT

Luxury Loft With Solo Fire Pit & Trails Close to Okemo & Ascutney EV Charger

Cabin, West Windsor

Luxury Loft With Solo Fire Pit & Trails Close to Okemo & Ascutney EV Charger is a cabin in West Windsor, with pet-friendly space, parking, and kitchen access. This stay gives travelers a…

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About Luxury Loft With Solo Fire Pit & Trails Close to Okemo & Ascutney EV Charger

Luxury Loft With Solo Fire Pit & Trails Close to Okemo & Ascutney EV Charger is a cabin in West Windsor, 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 $2,275.

From$325/night
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Sleep Woodstock - Dog Friendly King Suite - West Windsor, VT

Sleep Woodstock - Dog Friendly King Suite

B & B, West Windsor

Sleep Woodstock - Dog Friendly King Suite is a b & b in West Windsor, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite is a b & b in West Windsor, 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, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,132.

From$162/night
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Sleep Woodstock - Dog Friendly King Suite - West Windsor, VT

Sleep Woodstock - Dog Friendly King Suite

B & B, West Windsor

Sleep Woodstock - Dog Friendly King Suite is a b & b in West Windsor, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite is a b & b in West Windsor, 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, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,132.

From$162/night
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Sleep Woodstock - Dog Friendly King Suite - West Windsor, VT

Sleep Woodstock - Dog Friendly King Suite

B & B, West Windsor

Sleep Woodstock - Dog Friendly King Suite is a b & b in West Windsor, with pet-friendly space and parking. This stay gives travelers a comfortable base for exploring the area, relaxing…

Read more

About Sleep Woodstock - Dog Friendly King Suite

Sleep Woodstock - Dog Friendly King Suite is a b & b in West Windsor, 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, parking, free parking, ac, and air conditioning.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,132.

From$162/night
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Vacation rentals with a kitchen in West Windsor, VT

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

$0 Fees Cozy Apt Minutes to Okemo & Pet Friendly - West Windsor, VT

$0 Fees Cozy Apt Minutes to Okemo & Pet Friendly

Apartment, West Windsor

$0 Fees Cozy Apt Minutes to Okemo & Pet Friendly is a apartment in West Windsor, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About $0 Fees Cozy Apt Minutes to Okemo & Pet Friendly

$0 Fees Cozy Apt Minutes to Okemo & Pet Friendly is a apartment in West Windsor, 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 $1,143.

From$163/night
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2-bedroom apartment with WiFi in charming Cavendish 6 miles from Okemo Ski Area - West Windsor, VT

2-bedroom apartment with WiFi in charming Cavendish 6 miles from Okemo Ski Area

Apartment, West Windsor

2-bedroom apartment with WiFi in charming Cavendish 6 miles from Okemo Ski Area is a apartment in West Windsor, with pet-friendly space, kitchen access, and room for a group. This stay…

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About 2-bedroom apartment with WiFi in charming Cavendish 6 miles from Okemo Ski Area

2-bedroom apartment with WiFi in charming Cavendish 6 miles from Okemo Ski Area is a apartment in West Windsor, with pet-friendly space, 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, pet friendly, pets friendly, and kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,194.

From$171/night
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Charming Cavendish Guesthouse - West Windsor, VT

Charming Cavendish Guesthouse

Holiday Home, West Windsor

Charming Cavendish Guesthouse is a holiday home in West Windsor, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Charming Cavendish Guesthouse

Charming Cavendish Guesthouse is a holiday home in West Windsor, 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 $1,507.

From$215/night
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Beautiful craftsman-built home with natural wood and large windows in every room - West Windsor, VT

Beautiful craftsman-built home with natural wood and large windows in every room

Holiday Home, West Windsor

Beautiful craftsman-built home with natural wood and large windows in every room is a holiday home in West Windsor, with kitchen access. This stay gives travelers a comfortable base for…

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About Beautiful craftsman-built home with natural wood and large windows in every room

Beautiful craftsman-built home with natural wood and large windows in every room is a holiday home in West Windsor, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,378.

From$340/night
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Family-friendly vacation rentals in West Windsor, VT

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

Spooner House - West Windsor, VT

Spooner House

Farmhouse, West Windsor

Spooner House is a farmhouse in West Windsor, 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 Spooner House

Spooner House is a farmhouse in West Windsor, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,301.

From$166/night
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Ski & Mountain Getaway-Minutes to Okemo, Killington, Long Trail, and many lakes! - West Windsor, VT

Ski & Mountain Getaway-Minutes to Okemo, Killington, Long Trail, and many lakes!

Condo, West Windsor

Ski & Mountain Getaway-Minutes to Okemo, Killington, Long Trail, and many lakes! is a condo in West Windsor, with kitchen access. This stay gives travelers a comfortable base for exploring…

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About Ski & Mountain Getaway-Minutes to Okemo, Killington, Long Trail, and many lakes!

Ski & Mountain Getaway-Minutes to Okemo, Killington, Long Trail, and many lakes! is a condo in West Windsor, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,292.

From$185/night
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The fireflies & waterfalls are calling! Book your Vermont Summer getaway now! - West Windsor, VT

The fireflies & waterfalls are calling! Book your Vermont Summer getaway now!

Holiday Home, West Windsor

The fireflies & waterfalls are calling! Book your Vermont Summer getaway now! is a holiday home in West Windsor, with kitchen access. This stay gives travelers a comfortable base for…

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About The fireflies & waterfalls are calling! Book your Vermont Summer getaway now!

The fireflies & waterfalls are calling! Book your Vermont Summer getaway now! is a holiday home in West Windsor, 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, kids friendly, and kids friendly videos or books.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,557.

From$222/night
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Romantic Getaway or Family winter adventures in 2BD w/resort activities - West Windsor, VT

Romantic Getaway or Family winter adventures in 2BD w/resort activities

Condo, West Windsor

Romantic Getaway or Family winter adventures in 2BD w/resort activities is a condo in West Windsor, with pool access and room for a group. This stay gives travelers a comfortable base for…

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About Romantic Getaway or Family winter adventures in 2BD w/resort activities

Romantic Getaway or Family winter adventures in 2BD w/resort activities is a condo in West Windsor, with pool 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, pool, hot tub, and free wifi.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,643.

From$378/night
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