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Our top choices for Windham holiday homes

1. TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and storesWindham
8.8 out of 10, Excellent, (66 reviews)
The price is £142
includes taxes & fees
12 Nov - 13 Nov

2. Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets WelcomeWindham
9.0 out of 10, Wonderful, (9 reviews)
The price is £350
includes taxes & fees
11 Nov - 12 Nov

3. 2 Min Walk to Windham Town | Hot Tub | Fire Pit
2 Min Walk to Windham Town | Hot Tub | Fire PitWindham
10.0 out of 10, Exceptional, (3 reviews)
The price is £383
includes taxes & fees
11 Nov - 12 Nov

4. Pines Vignette • Modern 3BR Home in Windham
Pines Vignette • Modern 3BR Home in WindhamWindham
10.0 out of 10, Exceptional, (2 reviews)
The price is £381
includes taxes & fees
11 Nov - 12 Nov

5. Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC
Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMCWindham
10.0 out of 10, Exceptional, (1 review)
The price is £547
includes taxes & fees
11 Nov - 12 Nov

6. Luxury Windham Escape w/ Hot Tub, Ski on/off one block from Mountain
Luxury Windham Escape w/ Hot Tub, Ski on/off one block from MountainWindham
The price is £729
includes taxes & fees
12 Nov - 13 Nov

7. 5BR Chalet Sleeps 12 with Jacuzzi, Sauna and Gym, 3 Min to Windham Mtn
5BR Chalet Sleeps 12 with Jacuzzi, Sauna and Gym, 3 Min to Windham MtnWindham
The price is £456
includes taxes & fees
30 Nov - 1 Dec

8. Luxury Windham Retreat w/ Hot Tub & Fireplace, Mins to Slopes
Luxury Windham Retreat w/ Hot Tub & Fireplace, Mins to SlopesWindham
The price is £664
includes taxes & fees
11 Nov - 12 Nov

9. Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!
Ski retreat near Hunter and Windham. Mountain views! Family and pet friendly!Ashland
9.2 out of 10, Wonderful, (5 reviews)
The price is £357
includes taxes & fees
11 Nov - 12 Nov

10. The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!
The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!Hensonville
10.0 out of 10, Exceptional, (8 reviews)
The price is £552
includes taxes & fees
16 Nov - 17 Nov

11. 2BR Mountain View Home with Pool & 3 mins to Ski Slopes
2BR Mountain View Home with Pool & 3 mins to Ski SlopesTannersville
9.8 out of 10, Exceptional, (98 reviews)
The price is £268
includes taxes & fees
15 Nov - 16 Nov

12. Midnight Fox
Midnight FoxHunter
10.0 out of 10, Exceptional, (15 reviews)
The price is £317
includes taxes & fees
11 Nov - 12 Nov

13. Catskill Mountain Hideaway with Amazing Hunter Mountain Views
Catskill Mountain Hideaway with Amazing Hunter Mountain ViewsHunter
10.0 out of 10, Exceptional, (16 reviews)
The price is £501
includes taxes & fees
15 Nov - 16 Nov

14. Catskills Escape w/ Hot Tub & Fireplace
Catskills Escape w/ Hot Tub & FireplaceJewett
The price is £579
includes taxes & fees
15 Nov - 16 Nov

15. Town Home near Hunter Mntn
Town Home near Hunter MntnTannersville
9.4 out of 10, Exceptional, (60 reviews)
The price is £339
includes taxes & fees
11 Nov - 12 Nov

16. Lovely en-suite with private entrance.
Lovely en-suite with private entrance.East Jewett
The price is £187
includes taxes & fees
23 Nov - 24 Nov

17. Check our Reviews! Spectacular Views! King bed! Upgraded Baths n Kitchen!
Check our Reviews! Spectacular Views! King bed! Upgraded Baths n Kitchen!Hunter
9.8 out of 10, Exceptional, (18 reviews)
The price is £313
includes taxes & fees
16 Nov - 17 Nov

18. Cozy Waterfall Oasis + Firepit
Cozy Waterfall Oasis + FirepitEast Durham
9.6 out of 10, Exceptional, (19 reviews)
The price is £239
includes taxes & fees
15 Nov - 16 Nov

19. Spacious 5 BR w/Mountaintop Views-2 Min to Hunter
Spacious 5 BR w/Mountaintop Views-2 Min to HunterTannersville
10.0 out of 10, Exceptional, (9 reviews)
The price is £522
includes taxes & fees
1 Dec - 2 Dec

20. Hot Tub • Game Room • Fire Pit • 15 Private Acres
Hot Tub • Game Room • Fire Pit • 15 Private AcresEast Jewett
10.0 out of 10, Exceptional, (7 reviews)
The price is £568
includes taxes & fees
11 Nov - 12 Nov
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Learn more about Windham
Nestled in the Catskills, this mountain town transforms from a powdery ski paradise to a lush hiking haven with seasons. Visit Windham Mountain for thrilling slopes in winter or explore the scenic Rail Trail when summer's wildflowers frame perfect mountain views.






































































































