Windham County Vacation Rentals, Connecticut: house rentals & more

Discover a selection of 25 homes, 15 apartments, and other vacation rentals in Windham County that are perfect for your trip. Vacation homes provide the best amenities for your family, friends, or furry companion, like air conditioning and cable TV. At the end of the day, you'll find a rental that has what everyone needs, including a place that is accessible or non-smoking.

Vacation rentals with weekly discounts - Windham County

Showing deals for:Aug 15 - Aug 22

Exceptional

(15 reviews)

Lakefront Cottage on Beach Pond with unbelievable views!

Voluntown, CT

8% off

per night

All fees included

Exceptional

(12 reviews)

A 125 year old lake property & you won’t believe it! Great fishing spot!

Sutton, MA

9% off

per night

All fees included

[Lake House] A Vibrant Retreat: Classic New England Lake Cottage with a Dog Run in the Rear.

Wonderful

(40 reviews)

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Coventry, Connecticut

18% off

per night

All fees included

[Patio, Backyard] Lakeside bliss: Where cruiser bikes, firepit, and grill meet for the perfect retreat.

Exceptional

(34 reviews)

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Coventry, Connecticut

18% off

per night

All fees included

Exceptional

(17 reviews)

Luxury 3 bed room on the water 10 min away from Mohegan sun and Foxwoods Casino

Norwich, CT

9% off

per night

All fees included

Exceptional

(52 reviews)

Beautiful Colonial Home in a Peaceful Setting Bordering Natchaug State Forest

Pomfret, CT

8% off

per night

All fees included

Beautiful picture from the dock shows all the new stone work, patio & Firepit

Exceptional

(84 reviews)

Direct waterfront Lake House, stunning views Sleeps 8 on a private PENINSULA!

Sturbridge, MA

9% off

per night

All fees included

[Living Room, Downstairs] Sit back and watch the flames dance in the firepit while enjoying the water views.

Exceptional

(22 reviews)

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

Coventry, Connecticut

18% off

per night

All fees included

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Windham County

The Quiet Corner House

Sleeps 4 · 2 bedrooms · 1 bathroom

Beautiful Colonial Home in a Peaceful Setting Bordering Natchaug State Forest

Sleeps 6 · 3 bedrooms · 2+ bathrooms

Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'

Sleeps 8 · 3 bedrooms · 1+ bathroom

Top rated rentals - Windham County

Premier Host

Sparkling clean, safe 3 bedroom lake house

Peace of mind
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All the privacy of home
Enjoy full kitchens, laundry, pools, yards and more
More for less
More space, more privacy, more amenities — more value
A place for everyone
We stand for diversity, inclusion and families everywhere.
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Choose a vacation rental for your Windham County getaway

Learn about the unique charm of Windham County with a stay in a private vacation home. There's no shortage of things to see and do in the area.Are you looking for specific amenities for your getaway? Many of our vacation rentals feature full kitchens and laundry facilities.

Activities and attractions in and around Windham County

Do you want to find attractions to visit while you're in town? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that Windham County has to offer. These are some of the major attractions to see, all within 30 miles (48.2 km) of the city center:

Brooklyn Country Club (5.2 mi / 8.3 km)
Old Furnace State Park (7.3 mi / 11.7 km)
Taylor Brooke Winery (8.3 mi / 13.3 km)
Roseland Park Golf Course (9.6 mi / 15.4 km)
Mohegan Sun Golf Club (14.7 mi / 23.6 km)
J. M. Sarnik & Sons' The Old General Store (16.6 mi / 26.7 km)

Exploring the natural landscape of Windham County

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Windham County is a great spot to appreciate mother nature. These are some of the area's most eye-catching natural features, all within 30 miles (48.2 km) of the city center:

Moosup Pond Beach (9.2 mi / 14.8 km)
Quaddick Reservoir (12.1 mi / 19.5 km)
Tinkerville Brook Reserve (13.1 mi / 21.1 km)
Buck Hill Management Area (14.6 mi / 23.5 km)
Hopeville Pond State Park (15.8 mi / 25.5 km)
Lake Webster (16.2 mi / 26.1 km)

Frequently asked questions

What is the best area to stay in Windham County when booking a vacation rental?

Ashford is one of the most popular neighborhoods for a Vrbo vacation home in Windham County. Take a look at our collection of relaxing properties and then go out and experience this destination like a local.

What is the most popular type of vacation rental accommodation in Windham County?

The most sought-after types of vacation rentals in Windham County are cottages. Prefer something different? Vrbo offers a variety of options to match the unique needs of our guests, so you’ll see vacation homes in all sizes, and for all budgets. The ideal fit is waiting for you — lock in yours today.

How much does it cost to rent a vacation rental in Windham County?

Several factors can affect how much you pay for a vacation rental in Windham County, like the length of stay, type of property and season. Still, all of our vacation homes have something in common — unbeatable value. Simply add your travel dates to find your perfect fit.

How much does it cost to rent a beach house in Windham County?

The average price for a vacation home close to the beach in Windham County depends on when you’re visiting the area and the type and size of property you’re searching for. You can easily find prices on Vrbo by entering your travel dates and destination. Then use the filter tool to choose the number of bedrooms and amenities that you need, like air conditioning, WiFi and a pool.

Are there pet-friendly vacation rentals in Windham County?

With three vacation rentals that host pets, your furry little friend can join you on your Windham County break. Use our filter tool to browse our pet-friendly vacation rentals and find your pawfect vacation home on Vrbo.

Are there large group vacation rentals in Windham County?

You’ll find four properties in Windham County that can sleep 10 or more people. Whether you’re planning a family vacation or some kind of special event, there’s plenty of room to get your group together under the same roof.

Are there one-bedroom vacation rentals in Windham County?

Yes, there are 9 one-bedroom properties in Windham County to select from. A one-bedroom vacation rental is a superb choice if it’s only the two of you or if you’re vacationing alone. Add in more convenience, privacy and space than a regular hotel, and you’ve got yourself a break to remember.

Can I find two-bedroom vacation rentals in Windham County?

Windham County has six two-bedroom vacation properties to choose from. Go for a vacation home with all the comfort and space you need at an attractive price on Vrbo.

Are there vacation rentals with WiFi in Windham County?

You’ll have a choice of 20 vacation rentals with WiFi in Windham County. If you’d like to disconnect from daily life during your break, but still want to be connected to the internet, these getaways have just what you need. Narrow your search by applying the WiFi filter on Vrbo.

How can I find vacation rentals with air conditioning in Windham County?

Decide on your travel dates and then use the filter tool to find vacation rentals with air conditioning in Windham County on Vrbo. With 26 air-conditioned properties to choose from here, you can enjoy a cool and comfortable trip.

How old do you have to be to rent a vacation rental in Windham County?

The minimum required age is usually 16, 18 or 21. It can vary across properties on Vrbo, so check the rules of your chosen Windham County stay before booking your trip.

How long can I rent a vacation rental in Windham County for?

The amount of time you can book a Windham County vacation rental for differs depending on the property. Just enter your travel dates to browse available options offering longer term stays. They include all you need to make your extended break more enjoyable and comfortable, like air conditioning and laundries. Some properties may also offer discounted weekly or monthly prices, so you can stay even longer for less.

Does Vrbo offer discounts for vacation homes in Windham County?

Whether you’re interested in one of our newly listed homes, or one of our weekly or monthly discounts on vacation rentals, you’re sure to score some fabulous bargains and discounts on Vrbo. From weekend trips to extended vacations, we’ve got you covered for your next Windham County escape.