filters

Search results; Over 1,000 homes in Windham

Photo 1 of 29
Guest favourite
Chalet in Windham
Beautiful Windham Ski/Summer House
4 bedrooms, 6 beds, 3 private bathrooms
16–21 Sept
,
4.88 out of 5 average rating, 194 reviews
Photo 1 of 29
Home in Windham
Renovated Mountain House - Barrel Sauna & Fire Pit
4 bedrooms, 5 beds
26–31 Oct
New place to stay
Photo 1 of 29
Top guest favourite
Chalet in Windham
Stargazing Dome|Sauna|Firepit|HotTub|Pet Frndly
5 bedrooms, 9 beds
27 Sept – 2 Oct
4.98 out of 5 average rating, 100 reviews
Photo 1 of 29
Home in Windham
Luxury Windham Retreat | Hot tub + Speakeasy
5 bedrooms, 8 beds
17–22 Sept
5.0 out of 5 average rating, 4 reviews
Photo 1 of 29
Top guest favourite
Cabin in Windham
Aframe Escape | Hot tub | Movie Room | Karaoke
3 bedrooms, 4 beds
26 Sept – 1 Oct
5.0 out of 5 average rating, 59 reviews
Photo 1 of 29
Chalet in Windham
Windham Peak Chalet
3 bedrooms, 5 beds
17–22 Sept
New place to stay
Photo 1 of 29
Top guest favourite
Cabin in Windham
Cozy Creekside Cabin | 5 Mins to Windham Mt!
3 bedrooms, 4 beds
27 Sept – 2 Oct
4.95 out of 5 average rating, 226 reviews
Photo 1 of 29
Top guest favourite
Cabin in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
3 bedrooms, 3 beds
20–25 Sept
4.98 out of 5 average rating, 197 reviews
Photo 1 of 29
Guest favourite
Home in Windham
Villa Windham | 6BDRM, Pool, Hot Tub & Movie Room
6 bedrooms, 8 beds
16–21 Sept
4.95 out of 5 average rating, 109 reviews
Photo 1 of 29
Top guest favourite
Chalet in Windham
Luxe Lodge w/ Mt View | Hot Tub, Fire Pit, Game Rm
5 bedrooms, 9 beds
20–25 Sept
4.98 out of 5 average rating, 174 reviews
Photo 1 of 29
Top guest favourite
Home in Windham
Small house, Windham, NY
2 bedrooms, 3 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 237 reviews
Photo 1 of 29
Top guest favourite
Chalet in Windham
Gorgeous Lodge | Mt View, HotTub, Firepit, Game Rm
4 bedrooms, 8 beds
27 Sept – 2 Oct
4.97 out of 5 average rating, 184 reviews
Photo 1 of 17
Guest favourite
Townhouse in Windham
Mill House 2 | 3BD + 3.5 Bath Catskills Retreat
3 bedrooms, 5 beds
16–21 Sept
4.92 out of 5 average rating, 78 reviews
Photo 1 of 29
Top guest favourite
Chalet in Windham
Velvet Timber Haus | HotTub, Sauna, Firepit, Games
7 bedrooms, 11 beds
4–9 Oct
5.0 out of 5 average rating, 18 reviews
Photo 1 of 29
Guest favourite
Home in Windham
Pool |MTNView| HotTub |Sauna| Games|Movie| Firepit
6 bedrooms, 9 beds
5–10 Oct
4.97 out of 5 average rating, 37 reviews
Photo 1 of 29
Guest favourite
Home in Windham
The Mad Brook House | Walk to Main St, Windham
2 bedrooms, 3 beds
20–25 Sept
5.0 out of 5 average rating, 16 reviews
Photo 1 of 29
Guest favourite
Home in Windham
Comfy-Cozy Quads Hideaway
2 bedrooms, 5 beds
5–10 Oct
4.87 out of 5 average rating, 15 reviews
Photo 1 of 29
Home in Windham
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
6 bedrooms, 6 beds
20–25 Sept
4.91 out of 5 average rating, 32 reviews
Photo 1 of 29
Guest favourite
Home in Hensonville
Mountain-Modern 5BR Home • Windham & Hunter • EV
5 bedrooms, 8 beds
17–22 Sept
4.93 out of 5 average rating, 109 reviews