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Holiday Houses in Windham

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180 Holiday homes

Two-Story, 3-Bedroom Family Home

Windham house

3 bedrooms / 1 bathroom / sleeps 4

from £167 / night

£833 / 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. 1 hour 45 minutes

from £74 / night

£569 - £624 / week

24

Responds fast! avg. 1 hour 45 minutes

from £83 / night

£607 - £1,436 / week

Secluded Charming Water Front Log Home

Windham house

4 bedrooms / 2 bathrooms / sleeps 15

6

from £334 / night

£2,001 / week

The Mountain House: The Perfect 4 Season Retreat

Windham chalet

8 bedrooms / 7 bathrooms / sleeps 22

from £2,082 / night

£14,570 / week

Windham Mountain Ski House with Great Views

Windham house

3 bedrooms / 2 bathrooms / sleeps 8

from £333 / night

£2,082 - £2,665 / week

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

Windham house

2 bedrooms / 2 bathrooms / sleeps 5

1

Responds fast! avg. 1 hour 55 minutes

from £146 / night

£1,018 / week

Mountain House Retreat

Windham house

5 bedrooms / 2 bathrooms / sleeps 10

6

from £290 / night

£2,029 / week

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

Windham house

4 bedrooms / 2 bathrooms / sleeps 8

42

from £147 / night

£1,553 - £1,742 / week

Windham Mountain Ski House

Windham house

5 bedrooms / 4 bathrooms / sleeps 10

from £417 / night

£4,996 / week

Chickadee Chalet

Windham apartment

2 bedrooms / 1 bathroom / sleeps 4

from £291 / night

£1,829 / week

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

Windham tented camp

1 bedroom / 1 bathroom / sleeps 4

6

Responds fast! avg. 1 hour 45 minutes

from £92 / night

£665 - £1,002 / week

The Presidential Suite at Brie & Bordeaux

Windham apartment

3 bedrooms / 2 bathrooms / sleeps 6

1

from £185 / night

£630 / week

Cristal pound at Windham ski resort

Windham condo

4 bedrooms / 4 bathrooms / sleeps 10

from £167 / night

£831 / week

7

Responds fast! avg. 1 hour 45 minutes

from £75 / night

£546 - £819 / week

Catskills House w/Yard, 1Mi to Windham Mtn Resort!

Windham house

6 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 16 minutes

from £177 / night

£1,234 / week

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

Windham condo

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 37 minutes

from £174 / night

£1,216 / week

Spacious House - 1 Mi. to Windham Ski Resort!

Windham house

5 bedrooms / 2 bathrooms / sleeps 13

Responds fast! avg. 2 hours 37 minutes

from £118 / night

£823 / week

Luxe Family Home 2Mi to Windham Mountain & Resort

Windham house

4 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 2 hours 16 minutes

from £390 / night

£2,726 / week

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

Windham house

8 bedrooms / 3 bathrooms / sleeps 17

Responds fast! avg. 2 hours 16 minutes

from £250 / night

£1,745 / week

Tentrr Signature Site - Pleasant Valley Maplecroft Camp

Windham tented camp

1 bedroom / 1 bathroom / sleeps 6

from £93 / night

£735 / week

NEW! Cozy Condo: Hike & Ski the Catskill Mountains

Windham condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 2 hours 16 minutes

from £174 / night

£1,216 / week

'The Mountain House' Windham Retreat w/ Hot Tub!

Windham house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 2 hours 16 minutes

from £269 / night

£1,880 / week

NEW! Catskills Home: Ponds, Tennis + Movie Theater

Windham house

4 bedrooms / 5 bathrooms / sleeps 10

Responds fast! avg. 2 hours 16 minutes

from £1,299 / night

£9,088 / week

NEW! Stylish Mtn Escape w/ Hot Tub, 3 Miles to Ski

Windham house

3 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 16 minutes

from £217 / night

£1,516 / week

On Windham Mountain - Westside Chalet

Windham chalet

6 bedrooms / 5 bathrooms / sleeps 14

from £666 / night

£4,163 - £6,494 / week

Luxury Home w/ Deck: Explore the Catskill Mtns!

Windham house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 2 hours 16 minutes

from £347 / night

£2,427 / week

Modern & Cozy Windham Mountain Home: Hike & Tennis

Windham house

6 bedrooms / 4 bathrooms / sleeps 12

Responds fast! avg. 2 hours 16 minutes

from £650 / night

£4,547 / week

NEW! Cozy Catskills Getaway w/ Yard & Mtn Views!

Windham house

2 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 16 minutes

from £104 / night

£729 / week

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

Windham villa

8 bedrooms / 7 bathrooms / sleeps 22

from £2,494 / night

£17,457 / week

Great rentals within 20 miles that match your search

Spectacular Ski Vacation House - Incredible Views!

Shandaken house

4 bedrooms / 3 bathrooms / sleeps 10

from £333 / night

£1,164 / week

Tumblin' Falls House

Catskill house

5 bedrooms / 4 bathrooms / sleeps 12

14

Responds fast! avg. 3 hours 3 minutes

from £582 / night

£4,072 / week

Historic Catskill Mountain House close to Windham

Durham house

7 bedrooms / 3 bathrooms / sleeps 14

Responds fast! avg. 2 hours 35 minutes

from £541 / night

£3,723 / week

Windham Skiers Book Now! Cottage North Catskills

Greenville cottage

2 bedrooms / 1 bathroom / sleeps 7

from £241 / night

£873 - £1,571 / week

Catskill Region Vacation Log Home Rental

Halcottsville house

2 bedrooms / 1 bathroom / sleeps 4

2

from £208 / night

£827 / week

Windham Cabin

Lexington log cabin

3 bedrooms / 1 bathroom / sleeps 6

5

from £125 / night

£457 / week

West Kill Retreat

West Kill house

3 bedrooms / 1 bathroom / sleeps 6

7

from £216 / night

£1,164 / week

Catskills Belleayre House Rental

Fleischmanns house

5 bedrooms / 2 bathrooms / sleeps 10

from £415 / night

£2,078 - £2,310 / week

Charming Converted Barn On 2+ Acres Walk To Town

Woodstock house

5 bedrooms / 2 bathrooms / sleeps 10

from £354 / night

£1,662 / week

Expanded Cabin facing Hunter Mountain in NY

Hunter log cabin

4 bedrooms / 2 bathrooms / sleeps 7

10

Responds fast! avg. 1 hour 16 minutes

from £499 / night

£2,909 - £4,072 / week

Viewing 40 of 180
rentals in Windham