New
Ski Chalet
10.0(3 Reviews)
3 Bedrooms
8 Guests
Hot Tub
Parking
Skiing
Balcony/Terrace
US $405/Night
Windham stays
10.0
10.0
10.0
10.0
10.0
9.5
9.4
9.3
9.3
9.6
9.0
9.0
9.0
9.2
8.8
8.7
10.0
8.6
8.0
8.0
7.0
Pick the part of the city to wake up in.
Stays grouped by the way people travel, so you can start from the trip you want rather than a list of rooms in Windham.
10.0
US $1,426/Night
House
10.0(1 Review)
2 Bedrooms
7 Guests
- Hot Tub
- Balcony/Terrace
View
Air Conditioner
US $276/Night
US $1,861/Night
Apartment
10.0(1 Review)
2 Bedrooms
6 Guests
- Parking
Internet
Pet Friendly
Child Friendly
US $297/Night
US $343/Night
House
10.0(1 Review)
3 Bedrooms
6 Guests
- Parking
- View
- Internet
Sports/Activities
US $290/Night
Cottage
1 Bedroom
- Parking
- Balcony/Terrace
Kitchen- Air Conditioner
US $790/Night
House
10.0(1 Review)
1 Bedroom
8 Guests
EV Charge Station- Parking
- Balcony/Terrace
- Air Conditioner
US $498/Night
US $341/Night
Apartment
9.5(2 Reviews)
3 Bedrooms
5 Guests
- Hot Tub
- EV Charge Station
- Parking
Spa
US $257/Night
US $156/Night
Business Hotels & Aparthotels in Windham
Over 56+ Work-Friendly Stays for Business Trips in Windham
Bed & Breakfast
9.4(88 Reviews)
21 Bedrooms
51 Guests
- EV Charge Station
- Parking
- Skiing
- Balcony/Terrace
US $156/Night
US $390/Night
Hotel
9.3(25 Reviews)
- EV Charge Station
- Parking
Pool- Skiing
US $199/Night
US $183/Night
House
9.3(22 Reviews)
2 Bedrooms
6 Guests
- Parking
- Pool
- Skiing
- Balcony/Terrace
US $427/Night
Bed & Breakfast
9.6(289 Reviews)
1 Bedroom
- Parking
- Pool
- Skiing
- Balcony/Terrace
US $188/Night
Ski Chalet
9.0(10 Reviews)
4 Bedrooms
10 Guests
- Parking
- Skiing
- Balcony/Terrace
- Kitchen
US $410/Night
US $247/Night
House
9.0(1 Review)
5 Bedrooms
16 Guests
Private Pool- EV Charge Station
- Parking
- Pool
US $1,336/Night
US $204/Night
House
9.0(1 Review)
2 Bedrooms
4 Guests
- Parking
- Internet
Security/Safety
Guest Services
US $198/Night
US $150/Night
Long-Stay Hotels & Apartments in Windham
Over 29+ Comfortable Extended Stays with Space to Settle In
House
9.2(8 Reviews)
2 Bedrooms
6 Guests
- Parking
- Internet
- Child Friendly
- Security/Safety
US $293/Night
US $486/Night
House
8.8(4 Reviews)
2 Bedrooms
6 Guests
- Parking
- Spa
- Balcony/Terrace
- Internet
US $210/Night
US $2,159/Night
House
8.7(3 Reviews)
3 Bedrooms
8 Guests
- Parking
- Internet
- Pet Friendly
Accessibility
US $189/Night
House
10.0(4 Reviews)
4 Bedrooms
8 Guests
- Parking
- Balcony/Terrace
- Kitchen
- Internet
US $832/Night
House
8.6(7 Reviews)
2 Bedrooms
6 Guests
- Parking
- Spa
- Internet
- Sports/Activities
US $220/Night
US $440/Night
Ski Chalet
8.0(2 Reviews)
2 Bedrooms
19 Guests
- Hot Tub
- View
- Internet
- Pet Friendly
US $593/Night
House
8.0(1 Review)
2 Bedrooms
6 Guests
- Hot Tub
- Parking
- Internet
- Pet Friendly
US $412/Night
House
7.0(1 Review)
2 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- View
- Internet
US $556/Night
House
6 Bedrooms
16 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $1,074/Night
Good to know
Windham travel questions, answered.
Quick answers to the questions travelers ask most.
01 / 01
How many Boutique Hotels, Aparthotels, and Urban Apartments are available in Windham?
Sonder™ regularly updates its listings to offer a diverse selection of accommodations, each with clear details on family amenities. Currently, there are over 69 active properties listed by Sonder in 2026 in the Windham area, with new additions daily. By aggregating listings from various websites and travel providers, Sonder delivers a vast array of top places to stay that are perfect for families visiting Windham.
Sonder™ regularly updates its listings to offer a diverse selection of accommodations, each with clear details on family amenities. Currently, there are over 69 active properties listed by Sonder in 2026 in the Windham area, with new additions daily. By aggregating listings from various websites and travel providers, Sonder delivers a vast array of top places to stay that are perfect for families visiting Windham.
Go with curiosity. Come back with stories.
The best trips rarely go exactly as planned. Sonder keeps you closer to the neighborhoods, kitchens, and small moments that make a city worth remembering.
