Windham County Vacation Rentals with Pools
1000 ft²
4 Guests
1 Bedroom
1 Bathroom
Family Friendly
House
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $249/Night
For 7 Nights AU $1,744
828.82 ft²
4 Guests
1 Bedroom
1 Bathroom
Free Cancellation
House
- Fireplace/Heating
- Pool
- Parking
AU $709/Night
For 7 Nights AU $4,964
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Fireplace/Heating
- Pool
- Breakfast
AU $129/Night
For 7 Nights AU $904
3600 ft²
10 Guests
5 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Fireplace/Heating
- Pool
AU $1,443/Night
For 7 Nights AU $10,103
290.63 ft²
31 Guests
93 Bedrooms
8 Bathrooms
Free Cancellation
Hotel
- Private Pool
- Fireplace/Heating
- Pool
AU $165/Night
For 7 Nights AU $1,154
1 Bedroom
1 Bathroom
Family Friendly
Hotel
- Pool
- Balcony/Terrace
- Breakfast
AU $131/Night
For 7 Nights AU $917
2800 ft²
8 Guests
4 Bedrooms
2 Bathrooms
Ocean View
Other
- Fireplace/Heating
- Pool
- Ocean View
AU $654/Night
For 7 Nights AU $4,576
355.21 ft²
8 Guests
31 Bedrooms
1 Bathroom
Hotel
- Hot Tub
- Fireplace/Heating
- Pool
AU $212/Night
For 7 Nights AU $1,482
AU $605/Night
For 7 Nights AU $4,232
2 Guests
2 Bedrooms
1 Bathroom
Ocean View
Cabin
- Fireplace/Heating
- Pool
- Ocean View
AU $297/Night
For 7 Nights AU $2,079
2 Guests
1 Bedroom
1 Bathroom
Family Friendly
Cottage
- Fireplace/Heating
- Pool
- Kitchen
AU $408/Night
For 7 Nights AU $2,854
1250 ft²
5 Guests
3 Bedrooms
2 Bathrooms
Family Friendly
Other
- Fireplace/Heating
- Pool
- Balcony/Terrace
AU $288/Night
For 7 Nights AU $2,014
Why Choose Rent By Owner for your Windham County Vacation Rentals with Pools?
What makes our Vacation Rentals with Pools 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 Vacation Rentals with Pools
What's our booking process?
Our platform allows you to browse a curated selection of vacation rentals with pools. 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 Vacation Rentals with Pools Amenities
What amenities can you expect?
Our Vacation Rentals with Pools 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
Dayville
Thompson
Pomfret
Killingly
Danielson
Frequently Asked Questions About Windham County Rentals with Pools
1. How many Rentals With Pools are available in Windham County?
Currently, the total number of properties listed by RBO in 2026 is over 15 in the Windham County area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Rentals With Pools in Windham County.
More Rentals You May Like Near Windham County
8 Guests
3 Bedrooms
1 Bathroom
Ocean View
Cabin
- Oceanfront
- Fireplace/Heating
- Pool
AU $500/Night
For 7 Nights AU $3,497
8 Guests
3 Bedrooms
3 Bathrooms
Ocean View
House
- Private Pool
- Hot Tub
- Fireplace/Heating
AU $790/Night
For 7 Nights AU $5,527
6 Guests
3 Bedrooms
1 Bathroom
Ocean View
Cottage
- Fireplace/Heating
- Pool
- Ocean View
AU $145/Night
For 7 Nights AU $1,012
