A winding road through a forest with autumn foliage, a rocky cliff on the right, and a mountain in the background.

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Check prices for these dates

In two weeks
11 Sept - 13 Sept
In two months
23 Oct - 25 Oct
In three months
20 Nov - 22 Nov
In four months
18 Dec - 20 Dec

Our top choices for Windham holiday homes

Exterior

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 stores
Windham
9.0 out of 10, Wonderful, (62 reviews)
"Good size space in a great location. Would definitely stay here again "
United States
Michael C.
The price is HK$1,019
HK$1,735 total
includes taxes & fees
30 Aug - 31 Aug
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Exterior

2. Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC

Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC
Windham
The price is HK$1,280
HK$4,481 total
includes taxes & fees
8 Sept - 9 Sept
Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC
TV, fireplace

3. Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
9.6 out of 10, Exceptional, (8 reviews)
"We loved ,.. place was very clean and organized "
United States
Cristina L.
The price is HK$1,646
HK$4,309 total
includes taxes & fees
14 Sept - 15 Sept
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Dining

4. 2 Min Walk to Windham Town | Hot Tub | Fire Pit

2 Min Walk to Windham Town | Hot Tub | Fire Pit
Windham
10.0 out of 10, Exceptional, (3 reviews)
"Great location, perfect layout and responsive host! Thanks for hosting - would gladly stay again. "
United States
Melissa R.
The price is HK$1,725
HK$4,496 total
includes taxes & fees
22 Sept - 23 Sept
2 Min Walk to Windham Town | Hot Tub | Fire Pit
Exterior

5. Pines Vignette • Modern 3BR Home in Windham

Pines Vignette • Modern 3BR Home in Windham
Windham
10.0 out of 10, Exceptional, (2 reviews)
"House is cozy and has everything you need. We enjoyed our stay."
United States
William H.
The price is HK$1,724
HK$4,453 total
includes taxes & fees
9 Sept - 10 Sept
Pines Vignette • Modern 3BR Home in Windham
Property grounds

6. NEW OUTDOOR HOT TUB!! 5 BEDROOM/3 BATH CHALET - HAUS WINDHAM

NEW OUTDOOR HOT TUB!! 5 BEDROOM/3 BATH CHALET - HAUS WINDHAM
Windham
The price is HK$2,735
HK$4,875 total
includes taxes & fees
31 Aug - 1 Sept
NEW OUTDOOR HOT TUB!! 5 BEDROOM/3 BATH CHALET - HAUS WINDHAM
Indoor pool, a heated pool

7. Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.

Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.
Windham
10.0 out of 10, Exceptional, (1 review)
"Host had an amazing response time. Very easy to talk with via email. She had very clear and easy instructions on check in and check out. The place had lots of bedding, it was warm and inviting, had everything we needed. My daughter thought the “balcony” on the second floor which over looked the kitchen was cool! "
United States
Soonae S.
The price is HK$3,527
HK$5,155 total
includes taxes & fees
30 Aug - 31 Aug
Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.
Property grounds

8. Brand New 2 Bdr. Townhome Minutes from Windham Mtn

Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Hensonville
10.0 out of 10, Exceptional, (10 reviews)
"This is a very cute, very clean condo near Windham. Perfect for our family of 4. Would definitely stay again. "
United States
Kimberly K.
The price is HK$1,411
HK$2,887 total
includes taxes & fees
31 Aug - 1 Sept
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Smart TV, books, stereo, computer monitors

9. Upgraded! Perfect location seconds from Hunter Mtn! Incredible views! King bed!

Upgraded! Perfect location seconds from Hunter Mtn! Incredible views! King bed!
Hunter
9.8 out of 10, Exceptional, (18 reviews)
"Nice home, spacious, and conveniently located minutes from Hunter. I would stay here again. "
United States
Jim D.
Upgraded! Perfect location seconds from Hunter Mtn! Incredible views! King bed!
TV, fireplace, video games, stereo

10. Catskills Escape w/ Hot Tub & Fireplace

Catskills Escape w/ Hot Tub & Fireplace
Jewett
The price is HK$1,693
HK$4,585 total
includes taxes & fees
9 Sept - 10 Sept
Catskills Escape w/ Hot Tub & Fireplace
Interior

11. Midnight Fox

Midnight Fox
Hunter
10.0 out of 10, Exceptional, (15 reviews)
"House was very clean and beds were super comfy after a day of skiing ! "
United States
Caroline I.
The price is HK$1,795
HK$3,523 total
includes taxes & fees
8 Sept - 9 Sept
Midnight Fox
Children’s area

12. Cozy 2-bedroom house in Haines Falls near Katterskill falls .

Cozy 2-bedroom house in Haines Falls near Katterskill falls .
Haines Falls
10.0 out of 10, Exceptional, (2 reviews)
"Friendly host accommodated all our requests. House is quaint and well-kept and well-stocked for all possible needs."
United States
Simon R.
The price is HK$988
HK$2,904 total
includes taxes & fees
30 Aug - 31 Aug
Cozy 2-bedroom house in Haines Falls near Katterskill falls .
Smart TV, fireplace

13. Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.6 out of 10, Exceptional, (17 reviews)
"Everything was perfect!"
United States
Jen C.
The price is HK$1,000
HK$2,493 total
includes taxes & fees
30 Aug - 31 Aug
Cozy Waterfall Oasis + Firepit
Interior

14. West Kill Barnhouse: Ski, Work & Unwind

West Kill Barnhouse: Ski, Work & Unwind
West Kill
10.0 out of 10, Exceptional, (18 reviews)
"Great stay"
United States
Vijay S.
The price is HK$1,293
HK$3,530 total
includes taxes & fees
8 Sept - 9 Sept
West Kill Barnhouse: Ski, Work & Unwind
Property grounds

15. Starlit Geodesic Dome Haven Overlooking a Mountain River in New York’s Catskills

Starlit Geodesic Dome Haven Overlooking a Mountain River in New York’s Catskills
Gilboa
The price is HK$1,313
HK$1,695 total
includes taxes & fees
1 Sept - 2 Sept
Starlit Geodesic Dome Haven Overlooking a Mountain River in New York’s Catskills
Interior

16. Spacious 5 BR w/Mountaintop Views-2 Min to Hunter

Spacious 5 BR w/Mountaintop Views-2 Min to Hunter
Tannersville
10.0 out of 10, Exceptional, (7 reviews)
"The property is located on incredible Landfield....the view is spectacular and everything around is nature."
United States
NANCY
The price is HK$1,842
HK$5,612 total
includes taxes & fees
22 Sept - 23 Sept
Spacious 5 BR w/Mountaintop Views-2 Min to Hunter
Dining

17. Hot Tub • Game Room • Fire Pit • 15 Private Acres

Hot Tub • Game Room • Fire Pit • 15 Private Acres
East Jewett
10.0 out of 10, Exceptional, (7 reviews)
"My family and I had a wonderful experience at this property. The house was clean, nicely decorated and had everything you need to feel at home! Jeff, the host , was so helpful and accommodating. We will definitely be back!"
United States
Beth C.
The price is HK$2,751
HK$6,374 total
includes taxes & fees
21 Sept - 22 Sept
Hot Tub • Game Room • Fire Pit • 15 Private Acres
Sauna

18. Mountain house with Scandinavian BBQ hut and Hot tub

Mountain house with Scandinavian BBQ hut and Hot tub
Jewett
10.0 out of 10, Exceptional, (73 reviews)
"Beautiful home, comfortable bedding, great amenities, great communication with host, overall lovely property. We loved the jacuzzi, bbq hut & she shed. "
United States
Despina M.
The price is HK$3,174
HK$5,469 total
includes taxes & fees
30 Aug - 31 Aug
Mountain house with Scandinavian BBQ hut and Hot tub
Smart TV, fireplace, books

19. Catskill Mountain Hideaway with Amazing Hunter Mountain Views

Catskill Mountain Hideaway with Amazing Hunter Mountain Views
Hunter
10.0 out of 10, Exceptional, (14 reviews)
"Very clean and comfy place to stay. Communication with owner is quick and easy. Highly recommendations "
United States
ching yi t.
The price is HK$2,998
HK$5,625 total
includes taxes & fees
1 Sept - 2 Sept
Catskill Mountain Hideaway with Amazing Hunter Mountain Views
Coffee/tea maker, fridge, microwave, oven

20. Cozy Retreat - Walk to Shops, Hot Tub, Fenced Yard

Cozy Retreat - Walk to Shops, Hot Tub, Fenced Yard
Tannersville
The price is HK$1,254
HK$4,123 total
includes taxes & fees
7 Sept - 8 Sept
Cozy Retreat - Walk to Shops, Hot Tub, Fenced Yard
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.
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Top Windham Hotel Reviews

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

8/10 Good
"Hunter Lodge is a pleasant, no frills stay for a reasonable price. The rooms are clean and the mountain view is lovely. Breakfasts are simple and basic. Sadly, breakfast upkeep and clean up is disappointing."
Barrian 2-night trip
Posted 3 hours ago
Hunter Lodge, a Bluebird by Lark

Find out more about Windham

Windham Vacation Homes information

Number of reviews
241
Accommodation
711 Vacation Homes
Lowest Price
HK$1,695
Highest Price
HK$6,374

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