Windham Winter Rental
Cottage
10.0(32 Reviews)
2 Bedrooms
2 Baths
4 Guests
1400 ft²
Fireplace/Heating
Balcony/Terrace
Pet Friendly
Kitchen
US $296/Night
7 Nights - US $2,071
House
10.0(3 Reviews)
3 Bedrooms
2 Baths
8 Guests
1506.95 ft²
Spa
Skiing- Fireplace/Heating
View
US $257/Night
7 Nights - US $1,801
Cottage
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $426/Night
7 Nights - US $2,981
House
10.0(28 Reviews)
2 Bedrooms
1 Bath
6 Guests
1800 ft²
Hot Tub- Fireplace/Heating
Ocean View- Balcony/Terrace
US $237/Night
7 Nights - US $1,661
House
10.0(2 Reviews)
2 Bedrooms
2 Baths
4 Guests
1399.31 ft²
- Fireplace/Heating
Pool- Pet Friendly
Parking
US $371/Night
7 Nights - US $2,597
Cottage
10.0(24 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $467/Night
7 Nights - US $3,270
House
10.0(1 Review)
3 Bedrooms
1 Bath
6 Guests
1205.56 ft²
- Parking
Internet
Child Friendly
Sports/Activities
US $435/Night
7 Nights - US $3,045
House
9.8(9 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Kitchen
US $184/Night
7 Nights - US $1,289
House
7.5(9 Reviews)
2 Bedrooms
2 Baths
4 Guests
188.37 ft²
- Fireplace/Heating
- Pool
- Balcony/Terrace
- View
US $95/Night
7 Nights - US $665
Cabin
8.8(48 Reviews)
2 Bedrooms
1 Bath
6 Guests
764 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $243/Night
7 Nights - US $1,699
Villa
3 Bedrooms
2 Baths
6 Guests
1603.82 ft²
- Parking
Air Conditioner- Internet
- Child Friendly
US $552/Night
7 Nights - US $3,863
New
House
8.0(1 Review)
2 Bedrooms
2 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $232/Night
7 Nights - US $1,626
Why Choose Rent By Owner for your Windham Winter Rental?
What makes our Winter Rental 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 Winter Rental
What's our booking process?
Our platform allows you to browse a curated selection of winter rental. 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 Winter Rental Amenities
What amenities can you expect?
Our Winter Rental 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 Winter Rentals
1. What are the top Winter Rentals 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 Winter Rentals in Windham:
- Hanover Vineyards
- A Lot Like Paradise. Quiet. Peaceful. Cozy. Spacious.
- Waterfront Hot Tub Retreat Near Foxwoods, Mohegan Sun and Casinos
- Peek-A-Boo View, Amston Lake
- Beautiful Norwich Villa located at The Norwich Inn & Spa. Top floor corner unit.
- 4BR Large Historic Hidden Gem in Norwich with Pool
- Elegant Norwich House w/Billiards Room & Ballroom
- Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
- Mansion Near Casinos 9BR
- Cozy Time Cottage Lake Williams, CT
2. How many Winter Rentals are available in Windham?
Currently, the total number of properties listed by RBO in 2026 is over 77 in the Windham area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Windham.
More Rentals You May Like Near Windham
House
3 Bedrooms
1 Bath
5 Guests
2238.89 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $331/Night
7 Nights - US $2,315
House
10.0(40 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $1,991/Night
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Cottage
10.0(19 Reviews)
3 Bedrooms
1 Bath
6 Guests
1200 ft²
- Fireplace/Heating
- View
- Kitchen
- Parking
US $504/Night
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House
10.0(11 Reviews)
3 Bedrooms
1 Bath
6 Guests
2000 ft²
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $308/Night
7 Nights - US $2,153
House
10.0(5 Reviews)
3 Bedrooms
1 Bath
8 Guests
941 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $359/Night
7 Nights - US $2,513
House
10.0(5 Reviews)
3 Bedrooms
1 Bath
7 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $345/Night
7 Nights - US $2,415
House
10.0(3 Reviews)
3 Bedrooms
1 Bath
6 Guests
972 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $318/Night
7 Nights - US $2,228
Cabin
9.8(40 Reviews)
3 Bedrooms
1 Bath
6 Guests
972 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $372/Night
7 Nights - US $2,601
Cottage
9.6(40 Reviews)
3 Bedrooms
1 Bath
8 Guests
1502 ft²
- Skiing
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
US $337/Night
7 Nights - US $2,358
House
9.6(39 Reviews)
3 Bedrooms
1 Bath
4 Guests
1200 ft²
- Fireplace/Heating
- Balcony/Terrace
Breakfast- Kitchen
US $308/Night
7 Nights - US $2,155
House
9.6(35 Reviews)
3 Bedrooms
2 Baths
12 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $483/Night
7 Nights - US $3,378
House
9.4(15 Reviews)
3 Bedrooms
2 Baths
6 Guests
2200 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $615/Night
7 Nights - US $4,302
