Vacation rentals in Windham, NY

200 available vacation rental offers

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Best vacation rentals and Airbnb offers in Windham, NY

Catskills Home, 5 Mins to Windham Mtn Resort! - Windham, NY

Catskills Home, 5 Mins to Windham Mtn Resort!

Holiday Home, Windham

Catskills Home, 5 Mins to Windham Mtn Resort! is a holiday home in Windham, with parking. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About Catskills Home, 5 Mins to Windham Mtn Resort!

Catskills Home, 5 Mins to Windham Mtn Resort! is a holiday home in Windham, 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 heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,469.

From$143/night
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Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter - Windham, NY

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Apartment, Windham

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter is a apartment in Windham, with parking. This stay gives travelers a comfortable base for exploring the area,…

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About Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter is a apartment in Windham, 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: parking, free parking, tv, and heating.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,033.

From$148/night
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Catskills Home, 5 Mins to Windham Mtn Resort! - Windham, NY

Catskills Home, 5 Mins to Windham Mtn Resort!

Cottage, Windham

Catskills Home, 5 Mins to Windham Mtn Resort! is a cottage in Windham, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About Catskills Home, 5 Mins to Windham Mtn Resort!

Catskills Home, 5 Mins to Windham Mtn Resort! is a cottage in Windham, 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 $1,523.

From$176/night
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Catskills Home, 5 Mins to Windham Mtn Resort! - Windham, NY

Catskills Home, 5 Mins to Windham Mtn Resort!

Holiday Home, Windham

Catskills Home, 5 Mins to Windham Mtn Resort! is a holiday home in Windham, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing…

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About Catskills Home, 5 Mins to Windham Mtn Resort!

Catskills Home, 5 Mins to Windham Mtn Resort! is a holiday home in Windham, 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 $1,280.

From$183/night
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Vacation rentals with a pool in Windham, NY

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

Spacious Townhouse minutes from Village and Slopes with shuttle to mountain - Windham, NY

Spacious Townhouse minutes from Village and Slopes with shuttle to mountain

Holiday Home, Windham

Spacious Townhouse minutes from Village and Slopes with shuttle to mountain is a holiday home in Windham, with pet-friendly space and pool access. This stay gives travelers a comfortable…

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About Spacious Townhouse minutes from Village and Slopes with shuttle to mountain

Spacious Townhouse minutes from Village and Slopes with shuttle to mountain is a holiday home in Windham, 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, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,264.

From$323/night
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Amazing Location, Steps Away from Magic Carpet to Main Lodge. - Windham, NY

Amazing Location, Steps Away from Magic Carpet to Main Lodge.

Holiday Home, Windham

Amazing Location, Steps Away from Magic Carpet to Main Lodge. is a holiday home in Windham, with pet-friendly space, pool access, and kitchen access. This stay gives travelers a comfortable…

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About Amazing Location, Steps Away from Magic Carpet to Main Lodge.

Amazing Location, Steps Away from Magic Carpet to Main Lodge. is a holiday home in Windham, with pet-friendly space, 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, kitchen, with kitchen, and gym.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,143.

From$449/night
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Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome - Windham, NY

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Holiday Home, Windham

Windham Mountain Slope-Side Escape w/ Private Hot Tub · Pets Welcome is a holiday home in Windham, with pet-friendly space and pool access. This stay gives travelers a comfortable base for…

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About Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Windham Mountain Slope-Side Escape w/ Private Hot Tub · Pets Welcome is a holiday home in Windham, 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, hot tub, pet friendly, and pets friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,277.

From$468/night
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Windham Mountain Village - Walk to Slopes - 2 Bedroom/2 Bathroom Condo - Windham, NY

Windham Mountain Village - Walk to Slopes - 2 Bedroom/2 Bathroom Condo

Condo, Windham

Windham Mountain Village - Walk to Slopes - 2 Bedroom/2 Bathroom Condo is a condo in Windham, with pool access, kitchen access, and room for a group. This stay gives travelers a comfortable…

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About Windham Mountain Village - Walk to Slopes - 2 Bedroom/2 Bathroom Condo

Windham Mountain Village - Walk to Slopes - 2 Bedroom/2 Bathroom Condo is a condo in Windham, with pool access, 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: pool, hot tub, kitchen, and with kitchen.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $3,324.

From$475/night
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Vacation rentals with parking in Windham, NY

Find vacation rentals that make arriving by car easier.

Windham Mountain Condo with Deck & Stunning Views - Windham, NY

Windham Mountain Condo with Deck & Stunning Views

Condo, Windham

Windham Mountain Condo with Deck & Stunning Views is a condo in Windham, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Windham Mountain Condo with Deck & Stunning Views

Windham Mountain Condo with Deck & Stunning Views is a condo in Windham, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,016.

From$288/night
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5 Minutes from Windham Mountain - Windham, NY

5 Minutes from Windham Mountain

Chalet, Windham

5 Minutes from Windham Mountain is a chalet in Windham, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between outings, and…

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About 5 Minutes from Windham Mountain

5 Minutes from Windham Mountain is a chalet in Windham, 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 tv.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,914.

From$273/night
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Albergo Allegria Hotel - Windham, NY

Albergo Allegria Hotel

B & B, Windham

Albergo Allegria Hotel is a b & b in Windham, 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 Albergo Allegria Hotel

Albergo Allegria Hotel is a b & b in Windham, 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 fireplace.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,800.

From$238/night
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Albergo Allegria Hotel - Windham, NY

Albergo Allegria Hotel

B & B, Windham

Albergo Allegria Hotel is a b & b in Windham, 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 Albergo Allegria Hotel

Albergo Allegria Hotel is a b & b in Windham, 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, gym, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,800.

From$238/night
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Pet-friendly vacation rentals in Windham, NY

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

2 Mi to Windham Mountain: Scenic Home w/ Fire Pit! - Windham, NY

2 Mi to Windham Mountain: Scenic Home w/ Fire Pit!

Holiday Home, Windham

2 Mi to Windham Mountain: Scenic Home w/ Fire Pit! is a holiday home in Windham, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for…

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About 2 Mi to Windham Mountain: Scenic Home w/ Fire Pit!

2 Mi to Windham Mountain: Scenic Home w/ Fire Pit! is a holiday home in Windham, 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 $1,802.

From$257/night
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On the Mountain in Windham, New York in the Catskills - Windham, NY

On the Mountain in Windham, New York in the Catskills

Holiday Home, Windham

On the Mountain in Windham, New York in the Catskills is a holiday home in Windham, with parking and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About On the Mountain in Windham, New York in the Catskills

On the Mountain in Windham, New York in the Catskills is a holiday home in Windham, 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 $1,886.

From$269/night
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Pines Vignette • Modern 3BR Home in Windham - Windham, NY

Pines Vignette • Modern 3BR Home in Windham

Holiday Home, Windham

Pines Vignette · Modern 3BR Home in Windham is a holiday home in Windham, with pet-friendly space, parking, and room for a group. This stay gives travelers a comfortable base for exploring…

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About Pines Vignette • Modern 3BR Home in Windham

Pines Vignette · Modern 3BR Home in Windham is a holiday home in Windham, with pet-friendly space, parking, 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, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $2,171.

From$310/night
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Fabulous house with AC in charming Windham-located right by Windham Mountain - Windham, NY

Fabulous house with AC in charming Windham-located right by Windham Mountain

Holiday Home, Windham

Fabulous house with AC in charming Windham-located right by Windham Mountain is a holiday home in Windham, with pet-friendly space and kitchen access. This stay gives travelers a…

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About Fabulous house with AC in charming Windham-located right by Windham Mountain

Fabulous house with AC in charming Windham-located right by Windham Mountain is a holiday home in Windham, 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 $2,605.

From$372/night
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Vacation rentals with a kitchen in Windham, NY

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

Mtn-View Home w/ Deck on 4 Acres in Windham - Windham, NY

Mtn-View Home w/ Deck on 4 Acres in Windham

Holiday Home, Windham

Mtn-View Home w/ Deck on 4 Acres in Windham is a holiday home in Windham, with outdoor space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring the…

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About Mtn-View Home w/ Deck on 4 Acres in Windham

Mtn-View Home w/ Deck on 4 Acres in Windham is a holiday home in Windham, 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, kitchen, with kitchen, parking, and free parking.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,720.

From$246/night
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The Green Mountain Cabin Minutes from ski resorts - Windham, NY

The Green Mountain Cabin Minutes from ski resorts

Holiday Home, Windham

The Green Mountain Cabin Minutes from ski resorts is a holiday home in Windham, with kitchen access. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About The Green Mountain Cabin Minutes from ski resorts

The Green Mountain Cabin Minutes from ski resorts is a holiday home in Windham, 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 $2,137.

From$305/night
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Ski, Hike & More: Year-round Gem in Windham - Windham, NY

Ski, Hike & More: Year-round Gem in Windham

Apartment, Windham

Ski, Hike & More: Year-round Gem in Windham is a apartment in Windham, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About Ski, Hike & More: Year-round Gem in Windham

Ski, Hike & More: Year-round Gem in Windham is a apartment in Windham, 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 $3,090.

From$365/night
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Ski, Hike & More: Year-Round Gem in Windham - Windham, NY

Ski, Hike & More: Year-Round Gem in Windham

Holiday Home, Windham

Ski, Hike & More: Year-Round Gem in Windham is a holiday home in Windham, with pet-friendly space, parking, and kitchen access. This stay gives travelers a comfortable base for exploring…

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About Ski, Hike & More: Year-Round Gem in Windham

Ski, Hike & More: Year-Round Gem in Windham is a holiday home in Windham, 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 $2,605.

From$372/night
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Family-friendly vacation rentals in Windham, NY

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

Affordable Getaway in the Best of the Catskills - 5 minutes to Windham Mountain - Windham, NY

Affordable Getaway in the Best of the Catskills - 5 minutes to Windham Mountain

Holiday Home, Windham

Affordable Getaway in the Best of the Catskills - 5 minutes to Windham Mountain is a holiday home in Windham, with kitchen access. This stay gives travelers a comfortable base for exploring…

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About Affordable Getaway in the Best of the Catskills - 5 minutes to Windham Mountain

Affordable Getaway in the Best of the Catskills - 5 minutes to Windham Mountain is a holiday home in Windham, 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 $1,293.

From$185/night
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A Clean and Simple Retreat - Windham, NY

A Clean and Simple Retreat

Holiday Home, Windham

A Clean and Simple Retreat is a holiday home in Windham, with kitchen access and a quieter setting. This stay gives travelers a comfortable base for exploring the area, relaxing between…

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About A Clean and Simple Retreat

A Clean and Simple Retreat is a holiday home in Windham, with 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 kids friendly.

Sat, Aug 29 - Sat, Sep 5 · 7 nights · total from $1,724.

From$246/night
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2 Mi to Windham Mountain: Scenic Home w/ Fire Pit! - Windham, NY

2 Mi to Windham Mountain: Scenic Home w/ Fire Pit!

Cottage, Windham

2 Mi to Windham Mountain: Scenic Home w/ Fire Pit! is a cottage in Windham, with pet-friendly space and kitchen access. This stay gives travelers a comfortable base for exploring the area,…

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About 2 Mi to Windham Mountain: Scenic Home w/ Fire Pit!

2 Mi to Windham Mountain: Scenic Home w/ Fire Pit! is a cottage in Windham, 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 $2,154.

From$259/night
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Windham Family Getaway - Windham, NY

Windham Family Getaway

Holiday Home, Windham

Windham Family Getaway is a holiday home in Windham, with pet-friendly space, kitchen access, and room for a group. This stay gives travelers a comfortable base for exploring the area,…

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About Windham Family Getaway

Windham Family Getaway is a holiday home in Windham, 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 $2,051.

From$293/night
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