Windham County Cottage Rentals
Cottage
10.0(95 Reviews)
2 Bedrooms
1 Bath
4 Guests
812 ft²
Fireplace/Heating
Ocean View
Balcony/Terrace
View
US $218/Night
7 Nights - US $1,527
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
- Ocean View
- Balcony/Terrace
- View
US $904/Night
7 Nights - US $6,329
Cottage
10.0(51 Reviews)
2 Bedrooms
1 Bath
8 Guests
1200 ft²
Oceanfront- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $325/Night
7 Nights - US $2,274
US $169/Night
7 Nights - US $1,183
Cottage
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
Kitchen
Parking
US $461/Night
7 Nights - US $3,224
Cottage
10.0(7 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
Air Conditioner
US $168/Night
7 Nights - US $1,179
Cottage
1 Bedroom
1 Bath
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
US $426/Night
7 Nights - US $2,981
Cottage
10.0(1 Review)
1 Bedroom
1 Bath
4 Guests
698 ft²
- Fireplace/Heating
- Air Conditioner
Internet
Child Friendly
US $313/Night
7 Nights - US $2,189
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
Cottage
10.0(16 Reviews)
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
- Pet Friendly
- Parking
- Air Conditioner
US $230/Night
7 Nights - US $1,610
Cottage
1 Bedroom
1 Bath
2 Guests
- Fireplace/Heating
Pool- Kitchen
- Parking
US $287/Night
7 Nights - US $2,008
Why Choose Rent By Owner for your Windham County Cottage Rentals?
What makes our Cottage Rentals 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 County
How to Book Your Windham County Cottage Rentals
What's our booking process?
Our platform allows you to browse a curated selection of cottage rentals. 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 County
Common Cottage Rentals Amenities
What amenities can you expect?
Our Cottage Rentals 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
Other Places to Stay in Windham County, CT
Woodstock
Ashford
Canterbury
Plainfield
Hampton
Hampton Hill Historic District
Putnam
Thompson
Dayville
Pomfret
Killingly
Danielson
Frequently Asked Questions About Windham County Rental Cottages
1. How many Cottages are available in Windham County?
Currently, the total number of properties listed by RBO in 2026 is over 14 in the Windham County area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Cottages in Windham County.
More Rentals You May Like Near Windham County
Cottage
2 Bedrooms
1 Bath
8 Guests
600 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
- Pet Friendly
US $276/Night
7 Nights - US $1,929
Cottage
3 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pool
- Ocean View
- Balcony/Terrace
US $102/Night
7 Nights - US $712
