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 NY US
Check in / Check out
Any week
Guests
Add guests
Filters
0
Become a host
Help Center
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
Show map
Search results; Over 1,000 places in Windham
Over 1,000 places in Windham
Explore more homes
Guest favorite
Guest favorite
Cottage in Windham
Cozy Cottage on Highland Lake
Free cancellation
Free cancellation
Sep 16 – 21
Sep 16 – 21
R21,412 ZAR
Show price breakdown
R21,412 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 106 reviews
4.93 (106)
Top guest favorite
Guest favorite
Home in Windham
Cozy Camp on the lake
Free cancellation
Free cancellation
Sep 29 – Oct 4
Sep 29 – Oct 4
R28,371 ZAR
Show price breakdown
R28,371 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 39 reviews
5.0 (39)
Guest favorite
Guest favorite
Cabin in Windham
Cozy Private Lake Getaway (Seasonal)
Free cancellation
Free cancellation
Aug 24 – 29
Aug 24 – 29
R19,292 ZAR
Show price breakdown
R19,292 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 31 reviews
4.94 (31)
Guest favorite
Guest favorite
Guest suite in Windham
Millers Private Studio on Highland Lake
Free cancellation
Free cancellation
Sep 2 – 7
Sep 2 – 7
R12,847 ZAR
Show price breakdown
R12,847 ZAR for 5 nights
for 5 nights
4.92 out of 5 average rating, 186 reviews
4.92 (186)
Guest favorite
Guest favorite
Cottage in Windham
Cozy camp near highland lake
2 queen beds
2 queen beds
Aug 11 – 16
Aug 11 – 16
R26,786 ZAR
Show price breakdown
R26,786 ZAR for 5 nights
for 5 nights
4.82 out of 5 average rating, 142 reviews
4.82 (142)
Guest favorite
Guest favorite
Home in Windham
Windham Wind Down-Lakefront, Dock, Kayaks, & SUPs
Free cancellation
Free cancellation
Aug 28 – Sep 2
Aug 28 – Sep 2
R61,666 ZAR
Show price breakdown
R61,666 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 6 reviews
5.0 (6)
Guest favorite
Guest favorite
Home in Windham
Lakehouse on Highland Lake
Free cancellation
Free cancellation
Sep 14 – 19
Sep 14 – 19
R47,106 ZAR
Show price breakdown
R47,106 ZAR for 5 nights
for 5 nights
4.96 out of 5 average rating, 45 reviews
4.96 (45)
Top guest favorite
Guest favorite
Cottage in Falmouth
Cobb Cottage: Lake Beachfront Fri-Fri Jul-Aug
Free cancellation
Free cancellation
Sep 20 – 25
Sep 20 – 25
R56,741 ZAR
Show price breakdown
R56,741 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 44 reviews
5.0 (44)
Top guest favorite
Guest favorite
Home in Windham
Stunning, pets ok, private lake-house with dock.
5 beds
5 beds
Jul 19 – 26
Jul 19 – 26
R87,788 ZAR
Show price breakdown
R87,788 ZAR for 7 nights
for 7 nights
5.0 out of 5 average rating, 18 reviews
5.0 (18)
Top guest favorite
Guest favorite
Home in Windham
Modern Chic Home in Windham
Free cancellation
Free cancellation
Sep 1 – 6
Sep 1 – 6
R30,640 ZAR
Show price breakdown
R30,640 ZAR for 5 nights
for 5 nights
4.98 out of 5 average rating, 46 reviews
4.98 (46)
Top guest favorite
Guest favorite
Apartment in Windham
The Roost - lovely one bedroom efficiency unit
Free cancellation
Free cancellation
Sep 2 – 7
Sep 2 – 7
R11,777 ZAR
Show price breakdown
R11,777 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 138 reviews
4.99 (138)
Cottage in Windham
Cozy house w/deeded beach access to Highland Lake
Free cancellation
Free cancellation
Oct 1 – 6
Oct 1 – 6
R26,979 ZAR
Show price breakdown
R26,979 ZAR for 5 nights
for 5 nights
4.77 out of 5 average rating, 30 reviews
4.77 (30)
Top guest favorite
Guest favorite
Home in Windham
Waterfront Gem walkable to Restaurants!
Free cancellation
Free cancellation
Oct 20 – 25
Oct 20 – 25
R20,277 ZAR
Show price breakdown
R20,277 ZAR for 5 nights
for 5 nights
4.94 out of 5 average rating, 141 reviews
4.94 (141)
Superhost
Superhost
Cabin in Raymond
Rustic, cozy cabin on Sebago Lake. A hidden gem.
Free cancellation
Free cancellation
Aug 22 – 27
Aug 22 – 27
R18,200 ZAR
Show price breakdown
R18,200 ZAR for 5 nights
for 5 nights
4.93 out of 5 average rating, 155 reviews
4.93 (155)
Top guest favorite
Guest favorite
Yurt in Windham
Sebago Sunrise Yurt - Trail Access!
Free cancellation
Free cancellation
Aug 29 – Sep 3
Aug 29 – Sep 3
R9,657 ZAR
Show price breakdown
R9,657 ZAR for 5 nights
for 5 nights
4.99 out of 5 average rating, 97 reviews
4.99 (97)
Superhost
Superhost
Home in Windham
Waterfront Lake House w. Dock and Water Amenities
3 beds
3 beds
Aug 25 – 30
Aug 25 – 30
R59,064 ZAR
Show price breakdown
R59,064 ZAR for 5 nights
for 5 nights
New place to stay
New
Apartment in Windham
Maple Brook
Free cancellation
Free cancellation
Aug 11 – 16
Aug 11 – 16
R22,483 ZAR
Show price breakdown
R22,483 ZAR for 5 nights
for 5 nights
Top guest favorite
Guest favorite
Home in Windham
Woodland with Fireplace Home
Free cancellation
Free cancellation
Jul 13 – 18
Jul 13 – 18
R43,894 ZAR
Show price breakdown
R43,894 ZAR for 5 nights
for 5 nights
5.0 out of 5 average rating, 16 reviews
5.0 (16)
1
2
3
4
…
15