COVID-19 Update

The impact of COVID-19 on travel is unprecedented. Like you, we’re monitoring the situation. Rest assured, we’re here to help with questions about your plans. Learn more here: About the coronavirus outbreak (COVID-19)

Holiday Houses in Windham

Updating

age 0-16
189 Results

Relevance

Price low to high

Price high to low

Reviews

189 Holiday homes

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

Windham house

4 bedrooms / 3 bathrooms / sleeps 10

from £747 / night

£3,512 / week

Two-Story, 3-Bedroom Family Home

Windham house

3 bedrooms / 1 bathroom / sleeps 4

from £177 / night

£882 / 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. 53 minutes

Travellers’ Choice award

from £70 / night

£505 - £548 / week

24

Responds fast! avg. 53 minutes

Travellers’ Choice award

from £78 / night

£548 - £1,373 / week

Secluded Charming Water Front Log Home

Windham house

4 bedrooms / 2 bathrooms / sleeps 15

6

Travellers’ Choice award

from £329 / night

£2,105 / week

The Mountain House: The Perfect 4 Season Retreat

Windham chalet

8 bedrooms / 7 bathrooms / sleeps 22

from £2,353 / night

£16,470 / week

Windham Mountain Ski House with Great Views

Windham house

3 bedrooms / 2 bathrooms / sleeps 8

from £301 / night

£2,144 - £2,745 / week

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

Windham house

2 bedrooms / 2 bathrooms / sleeps 5

1

Responds fast! avg. 2 hours 8 minutes

from £156 / night

£1,091 / week

Mountain House Retreat

Windham house

5 bedrooms / 2 bathrooms / sleeps 10

6

from £266 / night

£1,858 / 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. 1 hour 11 minutes

Travellers’ Choice award

from £154 / night

£1,075 / week

Windham Mountain Ski House

Windham house

5 bedrooms / 4 bathrooms / sleeps 10

from £471 / night

£5,648 / week

Chickadee Chalet

Windham apartment

2 bedrooms / 1 bathroom / sleeps 4

from £305 / night

£1,913 / week

The Xenia

Windham house

4 bedrooms / 3 bathrooms / sleeps 16

Responds fast! avg. 57 minutes

from £439 / night

£3,073 / 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. 53 minutes

Travellers’ Choice award

from £86 / night

£597 - £988 / week

The Presidential Suite at Brie & Bordeaux

Windham apartment

3 bedrooms / 2 bathrooms / sleeps 6

1

from £194 / night

£659 / week

Mountain Treasure Cottage, WIndham, NY

Windham cottage

2 bedrooms / 2 bathrooms / sleeps 8

4

from £219 / night

£1,230 / week

Cristal pound at Windham ski resort

Windham condo

4 bedrooms / 4 bathrooms / sleeps 10

from £176 / night

£876 / week

WINDHAM MAGNIFICENT HOLIDAY GETAWAY

Windham house

5 bedrooms / 4 bathrooms / sleeps 18

3

Responds fast! avg. 3 hours 6 minutes

from £782 / night

£5,472 / week

7

Responds fast! avg. 53 minutes

from £70 / night

£505 - £703 / week

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

Windham house

6 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 43 minutes

from £185 / night

£1,291 / week

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

Windham condo

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 43 minutes

from £123 / night

£861 / week

Spacious House - 1 Mi. to Windham Ski Resort!

Windham house

5 bedrooms / 2 bathrooms / sleeps 13

Responds fast! avg. 43 minutes

from £140 / night

£978 / week

Luxe Family Home 2Mi to Windham Mountain & Resort

Windham house

4 bedrooms / 3 bathrooms / sleeps 7

Responds fast! avg. 43 minutes

from £317 / night

£2,219 / week

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

Windham house

12 bedrooms / 10 bathrooms / sleeps 33

4

Responds fast! avg. 43 minutes

from £1,988 / night

£13,914 / week

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

Windham house

8 bedrooms / 3 bathrooms / sleeps 17

Responds fast! avg. 43 minutes

from £449 / night

£3,141 / week

Tentrr Signature Site - Pleasant Valley Maplecroft Camp

Windham tented camp

1 bedroom / 1 bathroom / sleeps 6

Responds fast! avg. 2 hours 34 minutes

from £97 / night

£818 / week

NEW! Cozy Condo: Hike & Ski the Catskill Mountains

Windham condo

2 bedrooms / 1 bathroom / sleeps 4

Responds fast! avg. 43 minutes

from £123 / night

£861 / week

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

Windham house

3 bedrooms / 2 bathrooms / sleeps 7

Responds fast! avg. 43 minutes

from £149 / night

£1,039 / week

Restored Firehouse w/Theater & Private Lake Access

Windham townhouse

4 bedrooms / 2 bathrooms / sleeps 12

2

Responds fast! avg. 43 minutes

from £634 / night

£4,437 / week

Amazing 4 BR on Windham

Windham villa

4 bedrooms / 4 bathrooms / sleeps 8

1

from £241 / night

£1,687 / week

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

Windham house

4 bedrooms / 2 bathrooms / sleeps 10

Responds fast! avg. 43 minutes

from £392 / night

£2,742 / week

NEW! Luxe Home w/ Deck: Explore the Catskill Mtns!

Windham house

4 bedrooms / 2 bathrooms / sleeps 8

Responds fast! avg. 43 minutes

from £363 / night

£2,539 / week

Great rentals within 20 miles that match your search

Phoenicia Hideaway - Your second home in the Catskills

Phoenicia house

2 bedrooms / 1 bathroom / sleeps 4

12

from £149 / night

£1,028 / week

Catskill Mountainside Retreat

West Kill house

4 bedrooms / 4 bathrooms / sleeps 10

1

from £470 / night

£3,289 / week

A Stunning Upstate New York Property.

Westerlo house

4 bedrooms / 3 bathrooms / sleeps 8

from £893 / night

£6,248 / week

Perfect weekend away

Hunter chalet

3 bedrooms / 1 bathroom / sleeps 6

Responds fast! avg. 51 minutes

from £165 / night

£1,200 / week

Hunter / Windham Catskills Getaway

Jewett house

3 bedrooms / 2 bathrooms / sleeps 7

1

from £160 / night

£1,120 / week

Charming Chalet, Fire Pit, The Perfect Getaway

Hunter chalet

3 bedrooms / 1 bathroom / sleeps 6

1

Responds fast! avg. 51 minutes

from £189 / night

£1,412 / week

Meadows, Birdsong, Peace and Quiet

Medusa house

2 bedrooms / 1 bathroom / sleeps 3

from £142 / night

£753 / week

Charming Converted Barn On 2+ Acres Walk To Town

Woodstock house

5 bedrooms / 2 bathrooms / sleeps 10

from £400 / night

£1,883 / week

Viewing 40 of 189
rentals in Windham