Windham Resorts
Cabin
10.0(168 Reviews)
1 Bedroom
1 Bath
2 Guests
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
US $241/Night
7 Nights - US $1,687
House
10.0(2 Reviews)
4 Bedrooms
3 Baths
8 Guests
3261.46 ft²
Hot Tub
Skiing- Fireplace/Heating
View
US $708/Night
7 Nights - US $4,956
Apartment
10.0(2 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
- Kitchen
Internet
Child Friendly
US $216/Night
7 Nights - US $1,512
House
10.0(2 Reviews)
2 Bedrooms
1 Bath
6 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
Parking
US $269/Night
7 Nights - US $1,881
House
10.0(1 Review)
3 Bedrooms
2 Baths
8 Guests
1614.59 ft²
- Fireplace/Heating
- Parking
- Internet
- Child Friendly
US $386/Night
7 Nights - US $2,704
Condo
10.0(2 Reviews)
1 Bedroom
1 Bath
4 Guests
650 ft²
- Skiing
- Fireplace/Heating
- Kitchen
- Parking
US $199/Night
7 Nights - US $1,393
House
10.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
925.7 ft²
- Skiing
- Fireplace/Heating
- Parking
- Internet
US $342/Night
7 Nights - US $2,392
Condo
10.0(14 Reviews)
2 Bedrooms
2 Baths
6 Guests
922 ft²
- Skiing
- Fireplace/Heating
- Kitchen
- Parking
US $453/Night
7 Nights - US $3,173
House
9.2(13 Reviews)
2 Bedrooms
1 Bath
5 Guests
721.18 ft²
- Skiing
- Fireplace/Heating
Breakfast- Parking
US $165/Night
7 Nights - US $1,156
House
9.2(45 Reviews)
9 Bedrooms
4 Baths
15 Guests
6144 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,521/Night
7 Nights - US $10,645
House
4 Bedrooms
3 Baths
15 Guests
3498.27 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Kitchen
US $867/Night
7 Nights - US $6,067
House
10.0(59 Reviews)
11 Bedrooms
6 Baths
30 Guests
Private Pool- Hot Tub
Spa- Skiing
US $2,996/Night
7 Nights - US $20,972
Why Choose Rent By Owner for your Windham Resorts?
What makes our Resorts special?
Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.
Weekly Weather Forecast for Windham
How to Book Your Windham Resorts
What's our booking process?
Our platform allows you to browse a curated selection of resorts. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.
Booking Steps
01
Search Properties
Use our filters to find the right property that fits your needs.
02
Select a Rental
Click on your preferred listing to view details, amenities, and pricing.
03
Book Online
Follow the link to finalize your reservation directly on the partner’s website.
Explore and book the perfect rental in Windham
Common Resorts Amenities
What amenities can you expect?
Our Resorts are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:
Indoor Features
- Fully-equipped kitchens with modern appliances
- Comfortable living areas with flat-screen TVs
- Free Wi-Fi for staying connected
- Air conditioning and heating for year-round comfort
- In-unit washers and dryers for convenience
- Luxurious bedrooms with premium bedding
- Spa-like bathrooms with soaking tubs or walk-in showers
Frequently Asked Questions About Windham Resorts
1. What are the top Resorts in Windham?
There are a lot of options in Windham. If you plan on staying in the Windham area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Resorts in Windham:
- Beautiful house w/mountain & pond views, hot tub, pool table, bbq, firepit, w/d
- Summer Escape Iconic Hilltop Chalet- Magic Mountain- Mountain Views
- Blue Gentian Lodge at Magic Mountain
- Fabulous 3-bedroom townhome at the base of Magic Mountain in Londonderry, VT
- The Upper Pass Lodge at Magic Mountain
- Magic Mountain Ski Resort Condo in Londonderry, VT
- The Upper Pass Lodge
- Lake, Ski, Hiking, Shopping Vermont Getaway! Just Steps Away From Everything!
- Peaceful 5-BR Escape Near Stratton
- Derry Woods Cabin: Views | Deck | Lowell Lake
2. How many Resorts are available in Windham?
Currently, the total number of properties listed by RBO in 2026 is over 78 in the Windham area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Resorts in Windham.
More Rentals You May Like Near Windham
House
3 Bedrooms
2 Baths
6 Guests
2002.09 ft²
- Spa
- Fireplace/Heating
- Parking
- Internet
US $479/Night
7 Nights - US $3,355
Ski Chalet
10.0(45 Reviews)
3 Bedrooms
2 Baths
8 Guests
1800 ft²
- Skiing
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $255/Night
7 Nights - US $1,784
Cabin
10.0(22 Reviews)
3 Bedrooms
2 Baths
8 Guests
1612 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $493/Night
7 Nights - US $3,454
Ski Chalet
10.0(11 Reviews)
3 Bedrooms
1 Bath
7 Guests
- Skiing
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $408/Night
7 Nights - US $2,856
House
10.0(9 Reviews)
4 Bedrooms
3 Baths
15 Guests
3500 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,004/Night
7 Nights - US $7,025
Ski Chalet
10.0(8 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Spa
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $455/Night
7 Nights - US $3,185
House
10.0(6 Reviews)
3 Bedrooms
2 Baths
8 Guests
2500 ft²
- Private Pool
- Fireplace/Heating
Pool
Ocean View
US $406/Night
7 Nights - US $2,844
House
10.0(5 Reviews)
5 Bedrooms
4 Baths
15 Guests
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $909/Night
7 Nights - US $6,362
House
10.0(5 Reviews)
4 Bedrooms
2 Baths
10 Guests
2400 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $424/Night
7 Nights - US $2,966
House
10.0(3 Reviews)
4 Bedrooms
2 Baths
10 Guests
2800 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $474/Night
7 Nights - US $3,316
Ski Chalet
10.0(3 Reviews)
3 Bedrooms
1 Bath
8 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $310/Night
7 Nights - US $2,167
Ski Chalet
9.6(7 Reviews)
3 Bedrooms
1 Bath
8 Guests
1560 ft²
- Skiing
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
US $289/Night
7 Nights - US $2,021
