Holiday Houses in Windham

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223 Holiday homes

Brand new 4-bedroom ski chalet with bucolic mountain, lake and meadow views.

Windham house

4 bedrooms / 3 bathrooms / sleeps 10

Responds fast! avg. 3 hours 47 minutes

from £512 / night

£2,792 / week

Two-Story, 3-Bedroom Family Home

Windham house

3 bedrooms / 1 bathroom / sleeps 4

from £187 / night

£931 / week

Catskill Bungalow, Tiny House, Cozy Getaway Cabin for 2 by Hunter and Windham

Windham log cabin

1 bedroom / 1 bathroom / sleeps 2

39

Responds fast! avg. 2 hours 20 minutes

from £64 / night

£447 - £503 / week

22

Responds fast! avg. 2 hours 20 minutes

from £70 / night

£461 - £1,330 / week

Secluded Charming Water Front Log Home

Windham house

4 bedrooms / 2 bathrooms / sleeps 15

6

from £279 / night

£2,240 / week

The Mountain House: The Perfect 4 Season Retreat

Windham chalet

8 bedrooms / 7 bathrooms / sleeps 22

from £2,327 / night

£16,286 / week

A Stunning Upstate NY Property

Windham house

4 bedrooms / 3 bathrooms / sleeps 8

from £698 / night

£3,676 / week

Windham Mountain Ski House with Great Views

Windham house

3 bedrooms / 2 bathrooms / sleeps 8

from £324 / night

£2,263 / week

***2BR/2BA Beautiful Mountain Views, Close to Mtn & Downtown***

Windham house

2 bedrooms / 2 bathrooms / sleeps 5

1

Responds fast! avg. 2 hours 42 minutes

from £66 / night

£458 / week

Mountain House Retreat

Windham house

5 bedrooms / 2 bathrooms / sleeps 10

6

from £280 / night

£1,960 / week

*4 Season Nirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw

Windham house

4 bedrooms / 2 bathrooms / sleeps 8

40

Responds fast! avg. 29 minutes

from £163 / night

£1,140 / week

Windham Mountain Ski House

Windham house

5 bedrooms / 4 bathrooms / sleeps 10

from £463 / night

£5,552 / week

Chickadee Chalet

Windham apartment

2 bedrooms / 1 bathroom / sleeps 4

from £327 / night

£2,053 / week

Country Convenient 2, 2bd townhouse Windham Hunter

Windham townhouse

2 bedrooms / 2 bathrooms / sleeps 4

4

Responds fast! avg. 1 hour 36 minutes

from £80 / night

£463 - £789 / week

The Xenia

Windham house

4 bedrooms / 3 bathrooms / sleeps 16

Responds fast! avg. 1 hour 1 minutes

from £467 / night

£3,266 / week

Catskill Domeo - Romantic and Magical Geodesic Glamping Dome in the Catskills!

Windham tented camp

1 bedroom / 1 bathroom / sleeps 4

5

Responds fast! avg. 2 hours 20 minutes

from £82 / night

£574 - £1,050 / week

Beautiful apartment with great views!

Windham apartment

2 bedrooms / 1 bathroom / sleeps 4

1

from £187 / night

£1,303 / week

The Presidential Suite at Brie & Bordeaux

Windham apartment

3 bedrooms / 2 bathrooms / sleeps 6

1

from £397 / night

£2,777 / week

Mountain Treasure Cottage, WIndham, NY

Windham cottage

2 bedrooms / 2 bathrooms / sleeps 8

4

from £233 / night

£1,213 / week

Cristal pound at Windham ski resort

Windham condo

4 bedrooms / 4 bathrooms / sleeps 10

from £185 / night

£924 / week

WINDHAM MAGNIFICENT HOLIDAY GETAWAY

Windham house

5 bedrooms / 4 bathrooms / sleeps 18

3

Responds fast! avg. 2 hours 26 minutes

from £839 / night

£5,873 / week

7

Responds fast! avg. 2 hours 20 minutes

from £65 / night

£453 - £686 / week

NEW! Catskills House - 1 Mi to Windham Mtn Resort!

Windham house

6 bedrooms / 2 bathrooms / sleeps 12

Responds fast! avg. 1 hour 48 minutes

from £196 / night

£1,372 / week

NEW! Condo w/Loft: 2 Miles to Windham Mountain Ski

Windham condo

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 1 hour 48 minutes

from £131 / night

£912 / week

Spacious House - 1 Mi. to Windham Ski Resort!

Windham house

5 bedrooms / 2 bathrooms / sleeps 13

Responds fast! avg. 1 hour 48 minutes

from £131 / night

£915 / week

NEW-Spacious Home 2Mi to Windham Mountain & Resort

Windham house

4 bedrooms / 3 bathrooms / sleeps 8

Responds fast! avg. 1 hour 48 minutes

from £250 / night

£1,751 / week

'Windham Manor' on 45 Acres - 5 Mi. to Ski Resort!

Windham house

12 bedrooms / 10 bathrooms / sleeps 33

4

Responds fast! avg. 1 hour 48 minutes

from £1,925 / night

£13,469 / week

Luxe Windham Home w/Hot Tub - Walk to Ski Resort!

Windham house

8 bedrooms / 3 bathrooms / sleeps 23

Responds fast! avg. 1 hour 48 minutes

from £278 / night

£1,940 / week

Tentrr - Pleasant Valley Maplecroft Camp

Windham tented camp

1 bedroom / 1 bathroom / sleeps 6

from £122 / night

£850 / week

NEW! Cozy Condo: Hike & Ski the Catskill Mountains

Windham condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 1 hour 48 minutes

from £131 / night

£915 / week

Modern Home w/ Deck, 5 Minutes to Windham Resort!

Windham house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 1 hour 34 minutes

from £122 / night

£850 / week

Restored Firehouse w/Theater 1mi to Windham Mtn!

Windham townhouse

4 bedrooms / 2 bathrooms / sleeps 16

2

Responds fast! avg. 1 hour 48 minutes

from £866 / night

£6,062 / week

Amazing 4 BR on Windham

Windham villa

4 bedrooms / 4 bathrooms / sleeps 8

1

from £256 / night

£1,792 / week

Great rentals within 20 miles that match your search

Meadows, Birdsong, Peace and Quiet

Medusa house

2 bedrooms / 1 bathroom / sleeps 3

from £139 / night

£739 / week

Winter Rental For Upstate New York

Hunter apartment

4 bedrooms / 3 bathrooms / sleeps 8

from £108 / night

£755 / week

Windham Cabin

Lexington log cabin

3 bedrooms / 1 bathroom / sleeps 6

3

from £139 / night

£509 / week

Saugerties, Woodstock, Catskills, Hunter, HITS, Rental House

Saugerties house

3 bedrooms / 2 bathrooms / sleeps 6

7

Responds fast! avg. 28 minutes

from £158 / night

£1,054 / week

Cozy Crowd Pleaser-Catskills/Hunter/Windham

East Jewett house

4 bedrooms / 3 bathrooms / sleeps 15

from £370 / night

£2,589 / week

Chateau Tina Tiny Luxury Cabin Sleeps 6 Dog Friendly

East Durham guest house

1 bedroom / 1 bathroom / sleeps 6

from £116 / night

£1,016 / week

Cedar Suites Vacation Rental in Catskills, NY

East Durham guest house

2 bedrooms / 1 bathroom / sleeps 6

from £416 / night

£2,678 / week

Viewing 40 of 223
rentals in Windham