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Featured Vacation Homes in Windham

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2-story-town-house-loft-mt View/6 Beds/ Sleeps 9

2-story-town-house-loft-mt View/6 Beds/ Sleeps 9

Windham, NY
4/5
(2 Reviews)
Located in the heart of Windham, this historic resort is within 1 mi (2 km) of Windham Country Club and Windham Mountain Resort. Hunter Mountain and Windham Vineyards and Winery are also within 12 mi (20 km).
 
$164
Windham Mountain Getaway 2BD 2BA Condo

Windham Mountain Getaway 2BD 2BA Condo

Windham, NY
A water park and an outdoor pool are featured at this smoke-free vacation home.
 
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New! 5BR Windham Home W/game Room, Hot Tub & Views!! Amazing 360 of Mountain ?

New! 5BR Windham Home W/game Room, Hot Tub & Views!! Amazing 360 of Mountain ?

Windham, NY
A water park and a spa tub are featured at this smoke-free vacation home. Families will appreciate the arcade/game room and barbecue grills. A garden is also provided.
 
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Luxury Log Home With Ski Windham Views

Luxury Log Home With Ski Windham Views

Windham, NY
A spa tub is featured at this vacation home, along with a garden.
 
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Rare Ski Mountain View!

Rare Ski Mountain View!

Windham, NY
A sauna is featured at this vacation home, along with a garden and barbecue grills.
 
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Mountain Escape 5 Minutes to Ski Resort

Mountain Escape 5 Minutes to Ski Resort

Windham, NY
This family-friendly Windham vacation home is located in the mountains, within 2 mi (3 km) of Windham Mountain Resort and Windham Country Club. Zoom Flume and Hunter Mountain are also within 12 mi (20 km).
 
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The Xenia - A 4 Seasons Family Friendly Spacious Mountain Home

The Xenia - A 4 Seasons Family Friendly Spacious Mountain Home

Windham, NY
A water park and a spa tub are featured at this romantic vacation home. Families will appreciate the arcade/game room and barbecue grills. A garden is also provided.
 
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Mountain House Retreat

Mountain House Retreat

Windham, NY
This vacation home features a water park, a garden, and barbecue grills.
 
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Beautiful Vacation Home 3 Minutes to Windham Mtn

Beautiful Vacation Home 3 Minutes to Windham Mtn

Windham, NY
A garden is available at this vacation home.
 
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Red Fox With Amazing hot Tub, 1 Minute to SKI Slope & Town

Red Fox With Amazing hot Tub, 1 Minute to SKI Slope & Town

Windham, NY
This vacation home features an outdoor tennis court and a spa tub. Families will appreciate the water park and barbecue grills. A garden is also provided.
 
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Charming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot Tub

Charming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot Tub

Windham, NY
A spa tub is available at this vacation home.
 
$400
ON Mountain! Steps From Slopes! Welcome to our Windham Mountain Escape!

ON Mountain! Steps From Slopes! Welcome to our Windham Mountain Escape!

Windham, NY
Situated in the mountains, this romantic vacation home is 0.8 mi (1.2 km) from Windham Mountain Resort and 1.6 mi (2.6 km) from Windham Country Club. Hunter Mountain and Windham Vineyards and Winery are also within 12 mi (20 km).
 
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Windham Vacation Home Rentals

What kind of vacation do you want in Windham? The answer to that question will help you choose the right lodging for your stay. The wise wanderer knows that a vacation home is an essential part of the traveling experience. It’s more than just a place to crash at night—it’s where you wake up in the morning, where you lounge when you’re not exploring, and it’s the starting point for all your adventures. No matter what type of vacation homes strike your fancy, Travelocity has something in Windham that will speak to you.

Do you want a fully equipped kitchen so you can exercise your culinary mastery and impress your travel buddies? How about a romantic terrace for your anniversary trip? Have you always wished to fall asleep to the sound of waves crashing on the shore? One of our vacation home rentals is bound to add that extra magic to your trip. In fact, we’ve got plenty of options lined up just for you in Windham, including luxury vacation home rentals. On a budget? We can work with your funds and still give you a great place to sleep at night.

Take a look at what we have on offer. You’ll find rental houses close to the big tourist draws, as well as rentals that keep you away from the crowd. Consider vacation homes a little off the beaten path where you can live like a local and discover hidden gems that never make it to the tourist sites. Book through Travelocity and start your getaway today.


Top trending hotels in Windham

See all 124 Properties in Windham
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Hotel Vienna

Hotel Vienna

2.5 out of 5.0 107 State Route 296, Windham, NY
Situated in Windham, this golf hotel is 0.4 mi (0.6 km) from Windham Country Club and 1.9 mi (3 km) from Windham Mountain Resort. Windham Vineyards and Winery and Hunter Mountain are also within 9 mi (15 km).
 
$114
Albergo Allegria Hotel & Breakfast Restaurant

Albergo Allegria Hotel & Breakfast Restaurant

3.5 out of 5.0 43 State Route 296, Windham, NY
Situated in Windham, this golf bed & breakfast is 0.3 mi (0.4 km) from Windham Country Club and 1.8 mi (2.8 km) from Windham Mountain Resort. Windham Vineyards and Winery and Hunter Mountain are also within 9 mi (15 km).
 
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The Cutest Cabin With hot Tub, Fire pit & BBQ Grill

The Cutest Cabin With hot Tub, Fire pit & BBQ Grill

Windham, NY
Situated in the mountains, this romantic cabin is 1.4 mi (2.2 km) from Windham Mountain Resort and 2.2 mi (3.5 km) from Windham Country Club. Hunter Mountain and Windham Vineyards and Winery are also within 12 mi (20 km).
 
*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.