Photo by Donny Campos
Holiday Rentals in Windham County
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Top Cities in Windham County
Stratton
Our top choices for Windham County holiday rentals
9.4 out of 10, Exceptional, (16)
"So cute and in such a great area! It was a perfect stay"
Jaden F.
The price is €264
includes taxes & fees
5 Jan - 6 Jan 2026
Cabin in Newfane
Wellness Getaway with a Personal Sauna, and Private River Beach!10.0 out of 10, Exceptional, (2)
"The folks are SUPER and made me feel very welome"
Mark
The price is €222
includes taxes & fees
12 Jan - 13 Jan 2026
Aparthotel in Stratton
Long Trail House at Stratton Mountain Resort8.6 out of 10, Excellent, (77)
"Nice, clean room in prime location"
Kristin
The price is €430
includes taxes & fees
5 Jan - 6 Jan 2026
10.0 out of 10, Exceptional, (5)
"Great stay"
Chelsea D.
The price is €197
includes taxes & fees
4 Jan - 5 Jan 2026
Cabin in Londonderry
Beautiful country cabin with hot tub and outdoor shower in Londonderry10.0 out of 10, Exceptional, (2)
"On a farm in the country…..stars blazing at night for hot tub. Cozy loft had amazing mattress and pillows! Our dog enjoyed the surrounding field. Beautiful! "
Laurel
The price is €315
includes taxes & fees
24 Dec - 25 Dec
Cabin in Grafton
Charming Fully Renovated One-Room Schoolhouse on 22+ acres9.6 out of 10, Exceptional, (166)
"Very nice and clean cabin, not too far from small towns, decently supplied for expected conveniences, charming area - a small stream nearby provides a pleasant background noise. "
Philip
The price is €324
includes taxes & fees
23 Dec - 24 Dec
Apartment in Whitingham
Lake Whitingham & Mount Snow Area Village Apartment10.0 out of 10, Exceptional, (1)
"This place was cozy and romantic, making it the perfect escape from the hustle and bustle of city life. The location is ideal, with charming New England towns to explore in every direction. Amy and Connor were exceptional hosts, checking in with us throughout our stay to ensure we felt right at home."
Anicia K.
The price is €266
includes taxes & fees
23 Dec - 24 Dec
8.8 out of 10, Excellent, (32)
"Very nice accommodations and location!"
Michael M.
The price is €401
includes taxes & fees
21 Jan - 22 Jan 2026
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Find holiday rentals that suit your style
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Windham County Hotel Reviews
The Covered Bridge Inn
10/10 Excellent
Find out more about Windham County
Holiday Homes in Windham County
Search for holiday homes in Windham County on Expedia.ie! You can easily find your home rentals, villas, holiday apartments in Windham County using one of the methods below:
- View our selection of featured holiday homes in Windham County
- Use the map to find apartments and other holiday rentals in the Windham County neighbourhood you prefer
- Enter your travel dates to view the best deals on holiday homes in Windham County while they last
Look no further and take a look at our great range of rental properties in Windham County!