Skip to content
We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.
Homes
Homes
NEW
NEW
Experiences
Experiences, new
NEW
NEW
Services
Services, new
Start your search
Location
Homes in Windham
Check in / Check out
Any week
Guests
Add guests
Become a host
Help Centre
Become a host
It’s easy to start hosting and earn extra income.
Refer a host
Find a co-host
Log in or sign up
filters
Filters
Price
Type of place
Show map
Search results; Over 1,000 homes in Windham
Over 1,000 homes in Windham
Superhost
Superhost
Apartment in Windham
Windham Condo
2 bedrooms
,
·
3 beds
,
·
2 private bathrooms
8–13 Sept
8–13 Sept
$1,330 SGD
$1,183 SGD
Show price breakdown
for 5 nights
,
·
4.69 out of 5 average rating, 127 reviews
4.69 (127)
Top guest favourite
Guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms
3 bedrooms
,
·
3 beds
3 beds
17–22 Aug
17–22 Aug
$4,581 SGD
$3,489 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 191 reviews
4.98 (191)
Top guest favourite
Guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms
5 bedrooms
,
·
9 beds
9 beds
7–12 Sept
7–12 Sept
$6,201 SGD
$4,926 SGD
Show price breakdown
for 5 nights
4.98 out of 5 average rating, 92 reviews
4.98 (92)
Top guest favourite
Guest favourite
Home in Jewett
Bearadise - Escape w/ Hot Tub & Fireplace
3 bedrooms
3 bedrooms
,
·
5 beds
5 beds
17–22 Aug
17–22 Aug
$3,016 SGD
$2,213 SGD
Show price breakdown
for 5 nights
4.94 out of 5 average rating, 100 reviews
4.94 (100)
Top guest favourite
Guest favourite
Townhouse in Windham
First Floor Condo with full kitchen.
2 beds
2 beds
16–21 Aug
16–21 Aug
$1,062 SGD
Show price breakdown
for 5 nights
$1,062 SGD for 5 nights
Pay $0 today
Free cancellation
4.99 out of 5 average rating, 73 reviews
4.99 (73)
Guest favourite
Guest favourite
Townhouse in Windham
Mill House 1 | 3BR Catskills Mountain Escape
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
16–21 Aug
16–21 Aug
$2,069 SGD
$1,913 SGD
Show price breakdown
for 5 nights
4.9 out of 5 average rating, 52 reviews
4.9 (52)
Top guest favourite
Guest favourite
Cabin in Windham
Cozy Creekside Cabin | 5 Mins to Windham Mt!
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
7–12 Sept
7–12 Sept
$1,906 SGD
$1,601 SGD
Show price breakdown
for 5 nights
4.95 out of 5 average rating, 224 reviews
4.95 (224)
Guest favourite
Guest favourite
Apartment in Windham
Hideaway Windham/Hunter Fireplace, Snow & Skiing
1 bedroom
1 bedroom
,
·
1 sofa bed
1 sofa bed
30 Aug – 4 Sept
30 Aug – 4 Sept
$818 SGD
$690 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.9 out of 5 average rating, 250 reviews
4.9 (250)
Guest favourite
Guest favourite
Townhouse in Windham
Secluded and Scenic Large Townhouse
3 bedrooms
3 bedrooms
,
·
7 beds
7 beds
17–22 Aug
17–22 Aug
$2,343 SGD
Show price breakdown
for 5 nights
$2,343 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 51 reviews
4.94 (51)
Top guest favourite
Guest favourite
Cabin in Windham
Catskills Designer Retreat near Hiking + Swimming
4 bedrooms
4 bedrooms
,
·
4 beds
4 beds
17–22 Aug
17–22 Aug
$4,479 SGD
$3,842 SGD
Show price breakdown
for 5 nights
4.97 out of 5 average rating, 139 reviews
4.97 (139)
Top guest favourite
Guest favourite
Home in Jewett
Mountain house w/ Scandinavian BBQ hut Spa & more!
3 bedrooms
3 bedrooms
,
·
4 beds
4 beds
30 Aug – 4 Sept
30 Aug – 4 Sept
$3,416 SGD
Show price breakdown
for 5 nights
$3,416 SGD for 5 nights
Pay $0 today
Free cancellation
4.94 out of 5 average rating, 226 reviews
4.94 (226)
Guest favourite
Guest favourite
Guest house in Windham
Little Bear’s Cottage Great location, cozy & cute
2 bedrooms
2 bedrooms
,
·
3 beds
3 beds
16–21 Aug
16–21 Aug
$1,184 SGD
Show price breakdown
for 5 nights
$1,184 SGD for 5 nights
Pay $0 today
Free cancellation
4.97 out of 5 average rating, 118 reviews
4.97 (118)
Top guest favourite
Guest favourite
Home in Windham
Modern Forest Retreat with Hot Tub and Sauna
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
23–28 Aug
23–28 Aug
$4,798 SGD
Show price breakdown
for 5 nights
$4,798 SGD for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 16 reviews
5.0 (16)
Top guest favourite
Guest favourite
Chalet in Windham
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven
4 bedrooms
4 bedrooms
,
·
10 beds
10 beds
16–21 Aug
16–21 Aug
$6,579 SGD
Show price breakdown
for 5 nights
$6,579 SGD for 5 nights
4.96 out of 5 average rating, 25 reviews
4.96 (25)
Top guest favourite
Guest favourite
Chalet in Windham
Blue Spruce Chalet — Hot Tub, Pet Friendly
3 bedrooms
3 bedrooms
,
·
6 beds
6 beds
16–21 Aug
16–21 Aug
$3,690 SGD
$3,358 SGD
Show price breakdown
for 5 nights
Extended stay discount
5.0 out of 5 average rating, 66 reviews
5.0 (66)
Guest favourite
Guest favourite
Home in Hensonville
Spacious Townhome for an Upstate getaway!
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
23–28 Aug
23–28 Aug
$1,890 SGD
$1,596 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
5.0 out of 5 average rating, 13 reviews
5.0 (13)
Top guest favourite
Guest favourite
Townhouse in Windham
Windham Mountain Village 2 bedroom townhouse
3 bedrooms
3 bedrooms
,
·
7 beds
7 beds
8–13 Sept
8–13 Sept
$1,491 SGD
$1,322 SGD
Show price breakdown
for 5 nights
Pay $0 today
Free cancellation
4.9 out of 5 average rating, 136 reviews
4.9 (136)
Superhost
Superhost
Apartment in Windham
WindhamWay MainSTREET Retreat*5 min to the Slopes
2 bedrooms
2 bedrooms
,
·
4 beds
4 beds
31 Aug – 5 Sept
31 Aug – 5 Sept
$1,550 SGD
Show price breakdown
for 5 nights
$1,550 SGD for 5 nights
Superhost
Superhost
Home in Windham
“Ski/Hike/Mtn Bike out the door Trailside Chalet”
4 bedrooms
4 bedrooms
,
·
8 beds
8 beds
15–20 Aug
15–20 Aug
$4,050 SGD
$3,589 SGD
Show price breakdown
for 5 nights
5.0 out of 5 average rating, 4 reviews
5.0 (4)
1
2
3
4
…
15