A town with a prominent church, a river, and autumn foliage.

Vacation Rentals in Windham County

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Our top choices for Windham County vacation rentals

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

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

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (89 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is ￥73,335
￥119,806 total
includes taxes & fees
Sep 12 - Sep 13
Secluded 2-Acre Lakefront Home! Book Your Getaway!
A deck with outdoor furniture overlooking a lake, surrounded by trees.

2. Stunning Lakefront Escape! Book Your Dream Getaway!

Stunning Lakefront Escape! Book Your Dream Getaway!
Woodstock
10.0 out of 10, Exceptional, (28 reviews)
"We loved our stay at this lakeside retreat. We were in town for a wedding and in between family gatherings we were able to relax by the lake. The house was comfortable and well stocked so we didn't have to buy every little thing. I would definitely stay again"
United States
Lisa R.
The price is ￥69,476
￥113,979 total
includes taxes & fees
Sep 13 - Sep 14
Stunning Lakefront Escape! Book Your Dream Getaway!
A room with a sloped ceiling, wooden beams, a purple door, and a star decoration on the wall.

3. The Tree House at Underhill Hollow

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (42 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is ￥19,318
￥29,690 total
includes taxes & fees
Sep 23 - Sep 24
The Tree House at Underhill Hollow
A red building with a colorful mural on the front, a covered porch, and a stone foundation.

4. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (24 reviews)
"I stayed here for the 2026 Natchaug Epic gravel bike ride, and it was an ideal location, close to the start line. A charming property with a friendly host. "
United States
Mateo A.
The price is ￥19,318
￥28,809 total
includes taxes & fees
Sep 24 - Sep 25
Wizard's Roost at Underhill Hollow
A window with a view of a grassy field and trees.

5. Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
9.8 out of 10, Exceptional, (6 reviews)
"I was looking for a place that was central to a couple of Renaissance Faires in the area and ended uo choosing this one due to its location and affordability. What an awesome place to stay. We're considering staying here next year when the Faires return."
United States
Kevan W.
The price is ￥30,357
￥46,563 total
includes taxes & fees
Sep 16 - Sep 17
Spacious, unique barn with beautiful views.
A house with a white porch, a black door, and a window with a white frame.

6. Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
8.8 out of 10, Excellent, (3 reviews)
"I had a lovely stay at the cottage! It was clean, comfortable, and quiet with a great view. The hosts were very helpful."
United States
Aaron H.
The price is ￥37,563
￥47,950 total
includes taxes & fees
Sep 14 - Sep 15
Cozy 1-bedroom cottage in serene Pomfret.
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.

7. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (18 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is ￥19,453
￥29,010 total
includes taxes & fees
Sep 13 - Sep 14
SteamPunk Bunk House and Intergalactic Way Station
A small, single-story cabin with a porch and a small deck, surrounded by trees and a lake.

8. Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.2 out of 10, Wonderful, (39 reviews)
"We had a nice stay in this cabin by the lake. It was close to UCONN so the convenience of the location was wonderful. "
United States
Jennifer P.
The price is ￥19,268
￥44,390 total
includes taxes & fees
Sep 14 - Sep 15
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
A two-story house with a front porch, stone steps, and a driveway.

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

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
8.8 out of 10, Excellent, (6 reviews)
"Clean place, easy check-in and comfortable place. We appreciated the coffee and water, microwave and clean towels. We would stay here again!! Thank you!! "
United States
Lucy L.
The price is ￥21,537
￥36,425 total
includes taxes & fees
Sep 22 - Sep 23
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
A modern kitchen with white cabinetry, a wooden island, and a built-in stove.

10. Mohegan Sun Getaway Large Group Retreat

Mohegan Sun Getaway Large Group Retreat
Killingly
7.4 out of 10, Good, (3 reviews)
"Great setup. Perfect crash pad for a weekend of the Natchaug Epic bike race in Thompson… slept 8 no problem. Host was helpful and beds were clean, kitchens were just what we needed"
United States
shawn c b.
The price is ￥29,643
￥85,217 total
includes taxes & fees
Sep 15 - Sep 16
Mohegan Sun Getaway Large Group Retreat
A modern interior with a kitchen, dining area, and living space.

11. 6 Beds Home w/Game Room Perfect for Groups

6 Beds Home w/Game Room Perfect for Groups
Killingly
The price is ￥33,117
￥90,989 total
includes taxes & fees
Sep 15 - Sep 16
6 Beds Home w/Game Room Perfect for Groups
A deck with red Adirondack chairs, a grill, and a view of trees and sunset.

12. Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (24 reviews)
"Place was really nice and in a location that made it easy to get back and forth to UCONN. "
United States
Jason C.
The price is ￥27,790
￥55,271 total
includes taxes & fees
Sep 20 - Sep 21
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
A wooden cabin with a glass upper floor, surrounded by a forest.

13. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (36 reviews)
"The owner was pleasant and accommodating "
United States
Maryann
The price is ￥26,908
￥38,165 total
includes taxes & fees
Sep 23 - Sep 24
Dove Cabin up in the Trees
A parking lot with several cars and a modern building with glass windows in the background.

14. Peaceful Oasis Steps from Mohegan Sun

Peaceful Oasis Steps from Mohegan Sun
Norwich
10.0 out of 10, Exceptional, (42 reviews)
"Nice stay"
United States
WINFOR
The price is ￥30,878
￥55,001 total
includes taxes & fees
Sep 27 - Sep 28
Peaceful Oasis Steps from Mohegan Sun
A wooden cabin with a glass door, a small pool, and a ceiling fan.

15. Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino

Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
Norwich
10.0 out of 10, Exceptional, (45 reviews)
"My girlfriend and I had a wonderful time here it was GREAT.!"
United States
Kareem
The price is ￥24,148
￥48,546 total
includes taxes & fees
Sep 17 - Sep 18
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
A modern kitchen with a central island, white cabinetry, and a herringbone-patterned wall.

16. Luxe Villa- mins from Mohegan Sun with fireplace, jacuzzi, sauna/pools, and spa

Luxe Villa- mins from Mohegan Sun with fireplace, jacuzzi, sauna/pools, and spa
Norwich
10.0 out of 10, Exceptional, (17 reviews)
"Very nice place to stay and convenient location."
United States
Alicia W.
The price is ￥24,455
￥48,155 total
includes taxes & fees
Sep 13 - Sep 14
Luxe Villa- mins from Mohegan Sun with fireplace, jacuzzi, sauna/pools, and spa
A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

17. Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
9.6 out of 10, Exceptional, (48 reviews)
"Great place, amazing lake!"
United States
megan g.
The price is ￥19,932
￥50,021 total
includes taxes & fees
Sep 23 - Sep 24
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
A covered porch with a wooden deck, white railings, and a view of a grassy yard and trees.

18. Tranquil Farmhouse Retreat

Tranquil Farmhouse Retreat
Montville
9.8 out of 10, Exceptional, (26 reviews)
"Had a great experience will definitely rent again "
United States
Unspecified U.
The price is ￥53,662
￥118,976 total
includes taxes & fees
Sep 17 - Sep 18
Tranquil Farmhouse Retreat
A spacious living room with a large sectional sofa, a wooden coffee table, and a patterned rug.

19. Charming 3-bedroom ranch 1 minute from Mohegan Sun.

Charming 3-bedroom ranch 1 minute from Mohegan Sun.
Montville
10.0 out of 10, Exceptional, (20 reviews)
"Perfect location and great host. "
United States
Ellen M.
The price is ￥45,996
￥89,156 total
includes taxes & fees
Sep 17 - Sep 18
Charming 3-bedroom ranch 1 minute from Mohegan Sun.
A modern bedroom with a bed, a sofa, a small table, and a TV on the wall.

20. The Happy Hideaway, steps from Spa and 1 mile to Mohegan Sun

The Happy Hideaway, steps from Spa and 1 mile to Mohegan Sun
Norwich
10.0 out of 10, Exceptional, (9 reviews)
"Nice alternative to hotel … after casino show ….would definitely come back !"
United States
Andrew
The price is ￥34,497
￥62,440 total
includes taxes & fees
Sep 17 - Sep 18
The Happy Hideaway, steps from Spa and 1 mile to Mohegan Sun
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Windham County Hotel Reviews

Two Trees Inn

Two Trees Inn

8/10 Good
"Super convenient to Foxwoods and Great Wolf Lodge, basically across the street. Beds could be more comfortable and the climate control was wonky. We would stay again for its accessibility to the whole area."
Lisa 1-night trip
Posted 2 hours ago
Two Trees Inn

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Vacation Apartments in Windham County

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