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Over 1,200 guest reviews for places to stay in Windham, with an average of 4.9 out of 5 stars.

300+ places to stay

SUPERHOST
Entire guest suite
Rating 4.93 out of 5;56 reviews
Ideal mountainview suite, 5 minutes to ski area!
4 guests1 bedroom1 bed1 bath
Indoor fireplaceWifiHeating
Price:$ 80 / night
SUPERHOST
Entire apartment
Rating 4.99 out of 5;84 reviews
Main Street, The Heart of Windham
3 guests1 bedroom2 beds1 bath
WifiKitchenHeating
Price:$ 76 / night
SUPERHOST
Entire apartment
Rating 4.92 out of 5;38 reviews
Mountain view apartment 5mins Windham Mountain!
5 guests2 bedrooms2 beds2 baths
Indoor fireplaceWifiKitchenHeating
Price:$ 125 / night
SUPERHOST
Entire cabin
Rating 4.97 out of 5;66 reviews
Cozy ski house minutes from Town!
6 guests3 bedrooms3 beds1 bath
Indoor fireplaceWifiKitchenHeating
Price:$ 240 / night
SUPERHOST
Entire house
Rating 4.97 out of 5;38 reviews
Windham Luxury Pet Friendly Retreat
11 guests3 bedrooms10 beds4 baths
Indoor fireplaceWifiKitchenHeating
Price:$ 249 / night
SUPERHOST
Entire apartment
Rating 4.90 out of 5;20 reviews
Windham Mountain Hideaway
3 guests1 bedroom1 bed1 bath
WifiKitchenHeating
Price:$ 90 / night
SUPERHOST
Entire chalet
Rating 4.90 out of 5;93 reviews
Brand New Windham Ski/Summer House
10 guests4 bedrooms7 beds3.5 baths
Indoor fireplaceWifiKitchenHeating
Price:$ 480 / night
SUPERHOST
Entire cabin
Rating 4.78 out of 5;23 reviews
Waterfront secluded log-house w/sauna, games, more
15 guests4 bedrooms6 beds2 baths
Indoor fireplaceWifiKitchenHeating
Price:$ 299 / night
SUPERHOST
Tiny house
Rating 4.91 out of 5;34 reviews
Cutest Cabin w/fire pit, Minutes away to ski slope
2 guests1 bedroom1 bed1 bath
WifiHeating
Price:$ 150 / night
SUPERHOST
Entire townhouse
Rating 4.71 out of 5;23 reviews
2-Story-TOWN-HOUSE-LOFT-Mt View/6 BEDS/ Sleeps 9
9 guests2 bedrooms6 beds2 baths
WifiKitchenHeating
Price:$ 130 / night
SUPERHOST
Entire townhouse
Rating 5.0 out of 5;26 reviews
Inviting Updated Townhouse w/ Windham Mt Views
6 guests2 bedrooms2 beds1 bath
Indoor fireplaceWifiKitchenHeating
Price:$ 189 / night
SUPERHOST
Entire apartment
Rating 4.90 out of 5;30 reviews
Mountainside Ski Deluxe Windham Apt - 1Br 1Bath
5 guests1 bedroom5 beds1 bath
WifiKitchenHeating
Price:$ 189 / night
SUPERHOST
Entire condominium
Rating 4.93 out of 5;27 reviews
4 Bedroom Condo, Close to Golf Courses and Biking
10 guests4 bedrooms7 beds3 baths
Indoor fireplaceWifiKitchenHeating
Price:$ 250 / night
SUPERHOST
Entire condominium
Rating 5.0 out of 5;14 reviews
PENTHOUSE-SunRoom-2B/2B-SPACIOUS-5 BEDS-SLEEP 7
7 guests2 bedrooms5 beds2 baths
Indoor fireplaceWifiKitchenHeating
Price:$ 150 / night
SUPERHOST
Entire townhouse
Rating 4.89 out of 5;55 reviews
Windham Mountain cozy condo
12 guests3 bedrooms6 beds2 baths
Indoor fireplaceWifiKitchenHeating
Price:$ 256 / night

Introducing Airbnb Adventures

Multi-day trips led by local experts—activities, meals, and stays included.
SUPERHOST
Entire townhouse
Rating 4.74 out of 5;50 reviews
Windham Mountain Escape - best location! Wi-Fi!
6 guests2 bedrooms4 beds2 baths
Indoor fireplaceWifiKitchenHeating
Price:$ 108 / night
SUPERHOST
Entire house
Rating 4.96 out of 5;94 reviews
Cozy Windham/Hunter Getaway
7 guests2 bedrooms4 beds1 bath
WifiKitchenHeating
Price:$ 85 / night
Entire apartment
Rating 3.0 out of 5;3 reviews
Hudson Hollow
6 guests3 bedrooms4 beds1 bath
Indoor fireplaceWifiKitchenHeating
Price:$ 166 / night
1 18 of 300+ places to stay
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