Vacation Rentals & Timeshares in Windham

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Wireless Internet
Air conditioning
Swimming pool
Private pool

Heated pool
Private indoor pool
Balcony or terrace
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Grill
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Cot available
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Safe
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Shared indoor pool
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Table tennis
Shared outdoor pool (unheated)
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Private fishing lake or river
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Linen provided
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Towels provided
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Staffed property
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Pets
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Parking
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Skiing – property near ski resort
City breaks
Walking trips
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Horse riding
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Golf course on site or within 15 min walk
Mountain Views
Golf within 30mins drive
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23 timeshares

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Chickadee Chalet

Windham apartment

2 bedrooms
1 bathroom

sleeps 4

Match: Skiing – property near ski resort

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Price per night from

$401

On Windham Mountain - Westside Chalet

Windham chalet

6 bedrooms
5 bathrooms

sleeps 14

Responds fast! avg. 1 hour 40 minutes

Match: Skiing – property near ski resort

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Price per night from

$915

5 Min to Windham Mtn! Luxury Retreat w/Amazing Views! Natural Swimming Pond

Windham villa

8 bedrooms
7 bathrooms

sleeps 22

Match: Skiing – property near ski resort

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Price per night from

$3,435

Great rentals within 20 miles that match your search

Woodstock Stone Cottage Swim Lake 3 ski resorts fishing hiking biking music arts

Woodstock house

4 bedrooms
2 bathrooms

sleeps 8

Match: Skiing – property near ski resort

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Price per night from

$567

Village Suites at Fleischmanns - Suite 1

Fleischmanns apartment

1 bedroom
1 bathroom

sleeps 5

Match: Skiing – property near ski resort

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Price per night from

$155

Catskill Mountain View House, Belleayre, Fire Pit!

Roxbury house

4 bedrooms
2 bathrooms

sleeps 9

“Best house ever” The house is in a beautiful setting. So many things to do in the area from antique shopping, golf in the summer, winter skiing, hiking, really great restaurants. Once you've seen the house though, you won't want to leave. Great layout for families, group of friends, special occasions or just getting away to a special place. everything is provided for your stay. Fully equipped kitchen, comfortable beds, outdoor fire pit!!! Watch shooting stars at night. Jennifer has thought of everything. Even a playroom with toys and games! No preparation is needed on your part. Just show up for a fabulous stay.

Match: Skiing – property near ski resort

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Price per night from

$447

Stately Civil War House near Hunter Mountain Skiing

Palenville house

4 bedrooms
2 bathrooms

sleeps 8

Match: Skiing – property near ski resort

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Price per night from

$430

Pet Friendly Cabin Doh-Ray Up At 1450ft

Woodstock house

2 bedrooms
2 bathrooms

sleeps 5

“Relaxing mountain retreat” We enjoyed a very pleasant Thanksgiving week getaway at the cabin, which looks just like the pictures -- nice combination of modern and rustic design. Also very comfortable, clean and well organized. Tv and sound system very high tech. Somehow we did something wrong with the remotes and lost the tv connection, but Raymond was extremely patient troubleshooting over the phone. Kitchen is nicely equipped. Bathrooms, full upstairs and half downstairs (not pictured), were standard but fine. The views of the woods from the many windows were really pretty, especially in the snow. It was a bit of an adventure driving up the somewhat steep mountain road. Definitely need 4wd in bad weather, so car rental was a little expensive. Overall, we had a lovely stay and hope to have a chance to come back in the summer.

Match: Skiing – property near ski resort

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Price per night from

$361