
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

1. Long Trail House at Stratton Mountain Resort
Long Trail House at Stratton Mountain Resort
2. Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
3. Chalet Mount Snow/Stratton Skiing/hiking
Chalet Mount Snow/Stratton Skiing/hiking
4. Cozy 3 bedroom condo 2.5 miles to Mount Snow
Cozy 3 bedroom condo 2.5 miles to Mount Snow
5. Charming Wilmington Cabin, 8 Mi. to Mt Snow!
Charming Wilmington Cabin, 8 Mi. to Mt Snow!
6. Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
Sunrise at Stratton by Sunapee Stays - walk to lifts | pool | hot tub
7. 2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
2BR 1BA - MT SNOW, SKI BACK TRAIL, FREE SHUTTLE, POOL, BBQ - Green Mountain Den
8. Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
Brook Haven Retreat - Minutes to Mt. Snow / Stratton. Pet Friendly!
9. Cozy Vermont Tiny Home Get Away
Cozy Vermont Tiny Home Get Away
10. The Eagles Wing at The CHM - Private Apartment
The Eagles Wing at The CHM - Private Apartment
11. Wellness Getaway with a Personal Sauna, and Private River Beach!
Wellness Getaway with a Personal Sauna, and Private River Beach!
12. Family Friendly Hilltop House In Putney Vermont
Family Friendly Hilltop House In Putney Vermont
13. Walk to Mt Snow Lifts • Ski & Ride • Sleeps 8 • Fireplace, Hot Tub & Sauna
Walk to Mt Snow Lifts • Ski & Ride • Sleeps 8 • Fireplace, Hot Tub & Sauna
14. Seasons ski-in/ski-out condo with balcony and wood-burning fireplace
Seasons ski-in/ski-out condo with balcony and wood-burning fireplace
15. 10 Mins to Mt Snow Golf Club-Game Room, Barrel Sauna, Hot Tub, Fire Pit, Dogs OK
10 Mins to Mt Snow Golf Club-Game Room, Barrel Sauna, Hot Tub, Fire Pit, Dogs OK
16. Charming Fully Renovated One-Room Schoolhouse on 22+ acres
Charming Fully Renovated One-Room Schoolhouse on 22+ acres
17. Fourth-floor Stratton Village studio with valley-view balcony
Fourth-floor Stratton Village studio with valley-view balcony
18. Long Trail House 368 condo in Stratton Village, walk to the lifts
Long Trail House 368 condo in Stratton Village, walk to the lifts
19. VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
VT escape for all occasions w/ New Kitchen, Game Rooms, Media Lounge, Chimney Hill Clubhouse Access!
20. Mountainside Condo - Front-Door Shuttle & Indoor Pool Complex
Mountainside Condo - Front-Door Shuttle & Indoor Pool ComplexFind holiday rentals that suit your style
Top Windham County Hotel Reviews

The Putney Inn
Find out more about Windham County
Everything you need to know about Windham County holiday rentals
Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windham County holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!
There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windham County holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.
Windham County holiday rentals: An excellent choice for every season
Whenever you want to travel, a warm welcome awaits you in Windham County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .
Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windham County holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Windham County holiday rentals we have selected for you start as low as €87 per night. Entering your travel dates in the search wizard you might find even better deals!
How to find incredible deals on Windham County rentals
At Expedia, we put the best Windham County holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.
To find some top Windham County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windham County holiday.
If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windham County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.
































































