Windham County Vacation Rentals from CA $140: Short-Term Rentals for 2026

Top Cities in Windham County

A grassy field with cows grazing, a clear sky, and distant hills.

Our top choices for Windham County vacation rentals

A modern interior with a dining area, kitchen, and seating space.

1. 1 King Bed | Non-Smoking, Micfridge

Putnam

Anonymous traveller

CA $143 total

includes taxes & fees

Nov 12 - Nov 13

A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

2. The Tree House at Underhill Hollow

Thompson

Zachary P.

CA $262 total

includes taxes & fees

Nov 12 - Nov 13

A two-story house with a front porch, stone steps, and a driveway.

3. Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

Putnam

Dan M.

CA $252 total

includes taxes & fees

Nov 12 - Nov 13

A red building with a colorful mural on the front, a covered porch, and a stone foundation.

4. Wizard's Roost at Underhill Hollow

North Grosvenordale

Elizabeth G.

CA $255 total

includes taxes & fees

Nov 12 - Nov 13

A rustic building with a brick exterior and a red roof, situated next to a pond with tall reeds and a tree with autumn-colored leaves.

5. SteamPunk Bunk House and Intergalactic Way Station

Thompson

Pauline S.

CA $254 total

includes taxes & fees

Nov 18 - Nov 19

A house with a white porch, a black door, and a window with a white frame.

6. Cozy 1-bedroom cottage in serene Pomfret.

Pomfret

Aaron H.

CA $376 total

includes taxes & fees

Nov 12 - Nov 13

A window with a view of a grassy field and trees.

7. Spacious, unique barn with beautiful views.

Hampton

Kevan W.

CA $416 total

includes taxes & fees

Nov 16 - Nov 17

A bedroom with a wooden bed, large windows, and a view of greenery outside.

8. Rustic Farmette Studio with Hot Tub & Pool

Thompson

Lynn J.

CA $524 total

includes taxes & fees

Nov 12 - Nov 13

A dining area with a high ceiling, skylights, and a view of the outdoors.

9. Secluded 2-Acre Lakefront Home! Book Your Getaway!

Woodstock

Emma S.

CA $873 total

includes taxes & fees

Nov 12 - Nov 13

A group of people seated around a fire pit in a garden with a gazebo and trees in the background.

10. Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Willington

Stacy

CA $380 total

includes taxes & fees

Nov 22 - Nov 23

A wooden cabin with a balcony and stairs, surrounded by trees.

11. Treehouse - Countryside - Farm Animals - Fire Pit

Willington

Lauren B.

CA $402 total

includes taxes & fees

Nov 17 - Nov 18

A house with a stone chimney, a fire pit, and two Adirondack chairs in the yard.

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

Coventry Lake

Blithen D.

CA $432 total

includes taxes & fees

Dec 1 - Dec 2

A pond with rocks and a dog in the background.

13. The Tiny Cottage & Mini Farm

Oakdale,

Paul

CA $215 total

includes taxes & fees

Nov 15 - Nov 16

A backyard with a swimming pool, patio furniture, and a small shed.

14. PEACEFUL SPA ESCAPE MINUTES TO MOHEGAN SUN CASINO

Norwich

Timothy E.

CA $447 total

includes taxes & fees

Dec 9 - Dec 10

A dock with a chair and a red canoe, overlooking a calm lake at sunset.

15. Lakeside cottage ON the water with beautiful views up the lake!

Ledyard

Caitlyn G.

CA $425 total

includes taxes & fees

Nov 18 - Nov 19

A patio with outdoor furniture, a covered seating area, and a brick pathway leading to a house with large windows and a chimney.

16. Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise

Norwich

Aura

CA $349 total

includes taxes & fees

Nov 16 - Nov 17

A wooden interior with a hot tub, a ceiling fan, and a window.

17. 1 Mi to Mohegan Sun: Studio w/ Pool Access

Norwich

Sarah

CA $522 total

includes taxes & fees

Nov 12 - Nov 13

A swimming pool with a wooden deck area, a covered seating area, and a building with a clock.

18. Cozy Corner, by the Spa

Norwich

julie

CA $464 total

includes taxes & fees

Nov 12 - Nov 13

A large house with a pond and a fountain, surrounded by lush greenery.

19. ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO

Norwich

Lenny R.

CA $451 total

includes taxes & fees

Dec 9 - Dec 10

A modern living room with a sofa, a dining table, and a TV mounted on the wall.

20. Cozy, comfy,quiet &close to casinos

Montville

Lori G.

CA $327 total

includes taxes & fees

Nov 16 - Nov 17

View all properties

Find vacation rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Windham County Hotel Reviews

Hyatt Place Uncasville - Casino Area

8/10 Good

"nice for a weekend trip"

Grand Pequot Tower at Foxwoods

8/10 Good

"Overall, Foxwoods was great, if you like to gamble, & enjoy good food. Most of the staff was professional, & friendly. They have a large selection of slot machines, & restaurants, but most close the kitchen by 10:00pm. For someone who works nights, like me, it would have been nice to have more food options late or overnight than just Dunkin'. What we found particularly lacking was the knowledge of the staff at the check-in desk. The lady there was unable to explain to us how to let cleaning staff know we didn't need the room cleaned daily, as there was no "Do not disturb" sign we could hang on the door, nor no door switch to activate a message of that type. We were told by another staff member she called out for assistance that "cleaning is only done here (Pequot Tower) upon request." That's not what we've come to expect from upscale hotels in Las Vegas, so we thought it should have been made known to us at check-in. It was disappointing that the basic room TV service had no movie channels. Typically, we can at least access channels that would allow for purchasing movies from our room. This was not an option. Finally, while the property was very clean, my companion & I thought it looked like it's been a long time since there was any repair, or updating, of the rooms. Our bathroom floor had multiple cracked tiles. There was a plastic corner cover placed on a broken bathroom mirror, & the carpeting was loose at the foot of my bed, to be a tripping hazard. Consider a refurbish?"

Find out more about Windham County

Everything you need to know about Windham County vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windham County vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windham County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windham County vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windham County. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windham County vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windham County vacation rentals we have selected for you start as low as CA $140 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windham County rentals

At Expedia, we put the best Windham County vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windham County rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windham County vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windham County. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Room 1

Change your mind

Treat yourself

Be picky

Top Cities in Windham County

Plainfield

Our top choices for Windham County vacation rentals

1. 1 King Bed | Non-Smoking, Micfridge

2. The Tree House at Underhill Hollow

3. Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor

4. Wizard's Roost at Underhill Hollow

5. SteamPunk Bunk House and Intergalactic Way Station

6. Cozy 1-bedroom cottage in serene Pomfret.

7. Spacious, unique barn with beautiful views.

8. Rustic Farmette Studio with Hot Tub & Pool

9. Secluded 2-Acre Lakefront Home! Book Your Getaway!

10. Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

11. Treehouse - Countryside - Farm Animals - Fire Pit

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

13. The Tiny Cottage & Mini Farm

14. PEACEFUL SPA ESCAPE MINUTES TO MOHEGAN SUN CASINO

15. Lakeside cottage ON the water with beautiful views up the lake!

16. Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise

17. 1 Mi to Mohegan Sun: Studio w/ Pool Access

18. Cozy Corner, by the Spa

19. ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO

20. Cozy, comfy,quiet &close to casinos

Find vacation rentals that suit your style

Top Windham County Hotel Reviews

Hyatt Place Uncasville - Casino Area

The Spa at Norwich Inn

The Fox Tower at Foxwoods

Hilltop Inn and Suites, near Foxwoods Casino

Grand Pequot Tower at Foxwoods

Great Wolf Lodge Mashantucket

Econo Lodge Cranston - Providence

Hilton Mystic

Find out more about Windham County