Find your perfect Windham Resorts.
Discover Your Perfect Windham Resorts
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Rentals by Owner
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Luxury Vacation Rentals
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Pet Friendly Vacation Rentals
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Unique Vacation Rentals
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Cabin Rentals
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Cottage Rentals
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Ski Chalet Rentals
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Timeshares
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Villa Rentals
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Hotels with Suites
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Resort Rentals
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Family Vacation Rentals
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Vacation Rentals with Pools
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Oceanfront Vacation Rentals
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Beach House Rentals
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Summer Vacation Rentals
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Winter Vacation Rentals
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Short Term Rentals
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Corporate Accommodation
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Large Group Vacation Rentals
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Sustainable Travel
Windham Resorts
10.0
(165 Reviews)
- Parking
- Pet Friendly
- TV
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House
10.0
(2 Reviews)
- Pet Friendly
- Balcony/Terrace
- Security/Safety
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Apartment
10.0
(2 Reviews)
- TV
- Security/Safety
- Sports/Activities
10.0
(12 Reviews)
- Parking
- TV
- Security/Safety
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Apartment
10.0
(2 Reviews)
- Parking
- Accessibility
- Security/Safety
10.0
(4 Reviews)
- Air Conditioner
- Parking
- TV
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House
10.0
(1 Review)
- Parking
- Accessibility
- Security/Safety
10.0
(2 Reviews)
- Air Conditioner
- Parking
- TV
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Apartment
10.0
(1 Review)
- Parking
- Security/Safety
- Sports/Activities
10.0
(2 Reviews)
- Parking
- TV
- Security/Safety
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Ski Chalet
9.0
(1 Review)
- Air Conditioner
- Parking
- TV
8.4
(15 Reviews)
- Air Conditioner
- Parking
- TV
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:
- Minutes to a Magical Apres Ski! 4 Bedrooms, EV Charger, Mins to 4 Ski Mtns
- Charming Farmhouse 5 minutes from Magic Mountain & close to 5 other Ski Resorts
- – Hot Tub, Firepit, walkable skiing/restaurants and More!
- Peaceful chalet near Bromley, Magic, Okemo, Mount Snow, and Stratton
- 3+ -bdrm chalet with loft sleeps 2 - 10 min from Magic, 20 mins to Stratton.
- Iconic Hilltop Chalet on Magic Mountain- Mountain Views-Family-Friendly Escape
- Magic Mt Getaway - Close to Bromley Stratton Okemo Ski Resorts!
- Blue Gentian Lodge at Magic Mountain
- 500 acre historic property w/private fishing lake, skiing + all-season fun
- South Londonderry Home, Walk to Magic Mtn Ski Area
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
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House
8.8
(11 Reviews)
- Wheelchair Accessible
- Accessibility
- Security/Safety
10.0
(55 Reviews)
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10.0
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(20 Reviews)
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(6 Reviews)
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(5 Reviews)
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(5 Reviews)
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(5 Reviews)
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(3 Reviews)
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