Windham County Summer Rental
Cottage
10.0(46 Reviews)
3 Bedrooms
1 Bath
8 Guests
1200 ft²
Oceanfront
Fireplace/Heating
Ocean View
Balcony/Terrace
US $326/Night
7 Nights - US $2,281
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
Apartment
10.0(32 Reviews)
1 Bedroom
1 Bath
2 Guests
800 ft²
- Fireplace/Heating
- Balcony/Terrace
Kitchen
Parking
US $203/Night
7 Nights - US $1,422
Apartment
10.0(1 Review)
4 Bedrooms
2 Baths
10 Guests
2098.96 ft²
- Fireplace/Heating
- View
- Parking
Internet
US $333/Night
7 Nights - US $2,329
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
Bed & Breakfast
9.0(54 Reviews)
1 Bedroom
1 Bath
4 Guests
645.83 ft²
- Fireplace/Heating
- Balcony/Terrace
- View
Breakfast
US $225/Night
7 Nights - US $1,575
Apartment
10.0(14 Reviews)
1 Bedroom
1 Bath
3 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $166/Night
7 Nights - US $1,159
House
5.0(1 Review)
1 Bedroom
1 Bath
4 Guests
828.82 ft²
- Fireplace/Heating
Pool- Parking
- Internet
US $499/Night
7 Nights - US $3,493
Cottage
10.0(6 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $168/Night
7 Nights - US $1,179
Hotel
7.0(382 Reviews)
8 Baths
290.63 ft²
Private Pool- Fireplace/Heating
- Pool
- Pet Friendly
US $116/Night
7 Nights - US $812
House
10.0(5 Reviews)
2 Bedrooms
1 Bath
4 Guests
825 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $383/Night
7 Nights - US $2,681
Why Choose Rent By Owner for your Windham County Summer Rental?
What makes our Summer 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 County
How to Book Your Windham County Summer Rental
What's our booking process?
Our platform allows you to browse a curated selection of summer 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 County
Common Summer Rental Amenities
What amenities can you expect?
Our Summer 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
Other Places to Stay in Windham County, CT
Woodstock
Canterbury
Ashford
Plainfield
Chaplin Historic District
Hampton
Hampton Hill Historic District
Putnam
Thompson
Killingly
Pomfret
Danielson
Windham County Summer Rental Frequently Asked Questions
1. What are the top Summer Rentals in Windham County?
There are a lot of options in Windham County. If you plan on staying in the Windham County area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Summer Rentals in Windham County:
- A fun filled,family friendly, farmhouse home, rural,but close to all amenities
- Serene 4-acre estate on private lake with hot tub
- Secluded 2-Acre Lakefront Home! Book Your Getaway!
- Hampton 'Quiet Corner Cottage' w/Fireplace & Yard
- Little House in the Big Woods- Tennis Court
- Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
- Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
- La Quinta Inn & Suites by Wyndham Norwich-Plainfield-Casino
- Quality Inn Plainfield I-395
- Quality Inn Plainfield I-395
2. How many Summer Rentals are available in Windham County?
Currently, the total number of properties listed by RBO in 2026 is over 57 in the Windham County area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Summer Rentals in Windham County.
More Rentals You May Like Near Windham County
Hotel
6.8(394 Reviews)
5 Baths
204.51 ft²
- Fireplace/Heating
- View
- Parking
- Air Conditioner
US $62/Night
7 Nights - US $437
House
9.8(9 Reviews)
1 Bedroom
1 Bath
4 Guests
1000 ft²
Child Friendly
US $176/Night
7 Nights - US $1,235
House
9.6(31 Reviews)
2 Bedrooms
1 Bath
5 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
US $337/Night
7 Nights - US $2,359
Apartment
8.6(4 Reviews)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $178/Night
7 Nights - US $1,243
Cottage
1 Bedroom
1 Bath
4 Guests
698 ft²
- Fireplace/Heating
- Air Conditioner
- Internet
- Child Friendly
US $254/Night
7 Nights - US $1,779
Other
2 Bedrooms
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $321/Night
7 Nights - US $2,247
House
10.0(23 Reviews)
3 Bedrooms
3 Baths
6 Guests
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $743/Night
7 Nights - US $5,203
House
10.0(22 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
US $398/Night
7 Nights - US $2,789
House
10.0(10 Reviews)
5 Bedrooms
3 Baths
10 Guests
3600 ft²
- Private Pool
- Fireplace/Heating
- Pool
- Ocean View
US $1,130/Night
7 Nights - US $7,909
House
10.0(10 Reviews)
3 Bedrooms
1 Bath
4 Guests
1410 ft²
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
- Parking
US $489/Night
7 Nights - US $3,421
House
10.0(2 Reviews)
3 Bedrooms
2 Baths
8 Guests
1300 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
- View
US $857/Night
7 Nights - US $5,997
House
10.0(2 Reviews)
6 Bedrooms
6 Baths
12 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
US $480/Night
7 Nights - US $3,362
