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

1. Wizard's Roost at Underhill Hollow

Wizard's Roost at Underhill Hollow
North Grosvenordale
9.6 out of 10, Exceptional, (26 reviews)
"Great stay!!"
United States
Elizabeth G.
The price is ￥19,766
￥29,476 total
includes taxes & fees
Oct 29 - Oct 30
Wizard's Roost at Underhill Hollow
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

The Tree House at Underhill Hollow
Thompson
9.4 out of 10, Exceptional, (46 reviews)
"Great space, lots of fun."
United States
Douglas C.
The price is ￥19,766
￥30,378 total
includes taxes & fees
Oct 29 - Oct 30
The Tree House at Underhill Hollow
A two-story house with a front porch, stone steps, and a driveway.

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

Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
Putnam
9.0 out of 10, Wonderful, (8 reviews)
"Very convenient 2BD for a two night stay. Note that parking is on the street."
United States
Dan M.
The price is ￥19,201
￥34,239 total
includes taxes & fees
Nov 3 - Nov 4
Charming 2-bedroom apartment in welcoming Putnam - 2nd Floor
A room with two wicker chairs and a small round table, a large window, and a red door.

4. SteamPunk Bunk House and Intergalactic Way Station

SteamPunk Bunk House and Intergalactic Way Station
Thompson
10.0 out of 10, Exceptional, (19 reviews)
"Enjoyed our stay. Loved being out in the countryside "
United States
Pauline S.
The price is ￥19,766
￥29,476 total
includes taxes & fees
Nov 1 - Nov 2
SteamPunk Bunk House and Intergalactic Way Station
A house with a white porch, a black door, and a window with a white frame.

5. Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
9.2 out of 10, Wonderful, (5 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 ￥33,727
￥43,178 total
includes taxes & fees
Nov 1 - Nov 2
Cozy 1-bedroom cottage in serene Pomfret.
A modern interior with a kitchen, dining area, and living space.

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

6 Beds Home w/Game Room Perfect for Groups
Killingly
10.0 out of 10, Exceptional, (2 reviews)
"Edgar was very responsive and easy to work with. The unit was very clean and well kept. I would definitely stay there again."
United States
debra l.
The price is ￥28,584
￥91,130 total
includes taxes & fees
Oct 28 - Oct 29
6 Beds Home w/Game Room Perfect for Groups
A window with a view of a grassy field and trees.

7. Spacious, unique barn with beautiful views.

Spacious, unique barn with beautiful views.
Hampton
9.8 out of 10, Exceptional, (8 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 ￥31,060
￥46,543 total
includes taxes & fees
Oct 30 - Oct 31
Spacious, unique barn with beautiful views.
Dining Room

8. 1 King Bed | Non-Smoking, Micfridge

1 King Bed | Non-Smoking, Micfridge
Putnam
The price is ￥13,770
￥15,835 total
includes taxes & fees
Oct 28 - Oct 29
1 King Bed | Non-Smoking, Micfridge
A bedroom with a wooden bed, large windows, and a view of greenery outside.

9. Rustic Farmette Studio with Hot Tub & Pool

Rustic Farmette Studio with Hot Tub & Pool
Thompson
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful and quiet location"
United States
Lynn J.
The price is ￥29,805
￥48,159 total
includes taxes & fees
Nov 16 - Nov 17
Rustic Farmette Studio with Hot Tub & Pool
A dining area with a high ceiling, skylights, and a view of the outdoors.

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

Secluded 2-Acre Lakefront Home! Book Your Getaway!
Woodstock
9.8 out of 10, Exceptional, (95 reviews)
"The hosts were welcoming and the house was very clean and a great place to stay!"
United States
Emma S.
The price is ￥58,826
￥101,338 total
includes taxes & fees
Nov 1 - Nov 2
Secluded 2-Acre Lakefront Home! Book Your Getaway!
A group of people seated around a fire pit in a garden with a gazebo and trees in the background.

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (23 reviews)
"The place was unique and cozy. The hosts were very friendly and our stay was great"
United States
Stacy
The price is ￥10,457
￥33,287 total
includes taxes & fees
Oct 28 - Oct 29
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
A wooden cabin with a balcony and stairs, surrounded by trees.

12. Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (37 reviews)
"The tree house was amazing! The surroundings are great, flower garden, farm animals, and the hosts were very friendly and gracious. Our kids loved feeding the sheep with Carmen. Highly recommend!"
United States
Esther R.
The price is ￥12,473
￥36,078 total
includes taxes & fees
Oct 28 - Oct 29
Treehouse - Countryside - Farm Animals - Fire Pit
A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

13. Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.

Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.
Stafford
9.6 out of 10, Exceptional, (49 reviews)
"Better than pictured. Beautiful lake and decks! Super comfortable living room furniture. Near great local restaurants."
United States
Julianne
The price is ￥19,609
￥50,120 total
includes taxes & fees
Nov 9 - Nov 10
Serene 2-bedroom, 2-bath lakefront retreat on Staffordville Lake for 5 people.
A pond with rocks and a dog in the background.

14. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (13 reviews)
"I'll stay again if in the area. "
United States
Jeffrey H.
The price is ￥16,300
￥21,896 total
includes taxes & fees
Oct 29 - Oct 30
The Tiny Cottage & Mini Farm
A wooden cabin with a glass upper floor, surrounded by a forest.

15. Dove Cabin up in the Trees

Dove Cabin up in the Trees
Holland
9.8 out of 10, Exceptional, (38 reviews)
"Wonderful cabin wishing it was a waterfront"
United States
Magdalena W.
The price is ￥27,531
￥40,707 total
includes taxes & fees
Oct 29 - Oct 30
Dove Cabin up in the Trees
A large house with a pond and a fountain, surrounded by lush greenery.

16. ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO

ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO
Norwich
9.8 out of 10, Exceptional, (18 reviews)
"Nice comfy stay in the beautiful room , Amanda was spot on with everything and very alert with any messages "
United States
Lenny R.
The price is ￥19,609
￥52,356 total
includes taxes & fees
Oct 28 - Oct 29
ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO
A wooden cabin with a glass door, a small pool, and a ceiling fan.

17. 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, (46 reviews)
"My girlfriend and I had a wonderful time here it was GREAT.!"
United States
Kareem
The price is ￥27,452
￥52,355 total
includes taxes & fees
Nov 15 - Nov 16
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
A house with a stone chimney, a fire pit, and two Adirondack chairs in the yard.

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

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
8.8 out of 10, Excellent, (54 reviews)
"Very cute little place to spend a weekend! My friends, partner, and I slept comfortably. The lake itself is very nice (though weather unfortunately prevented us from going out on it with the kayaks) and it is within a short drive to Hartford, UConn, and plenty of things to do. Connecticut is such a lovely state! The purpose of our trip was so that my partner and I could look at apartments in town. We were already excited to move to CT, but after this trip, we became completely confident in how...
United States
Austin R.
The price is ￥19,749
￥45,390 total
includes taxes & fees
Nov 10 - Nov 11
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
A patio with outdoor furniture, a covered seating area, and a brick pathway leading to a house with large windows and a chimney.

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

Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise
Norwich
9.6 out of 10, Exceptional, (67 reviews)
"Beautfil and convenient place. We stayed just one night and the location is perfect since it's just by the Spa."
United States
Aura
The price is ￥21,805
￥42,998 total
includes taxes & fees
Nov 4 - Nov 5
Cozy Villa Spa Retreat - Near Mohegan, Hot Tub, Pools, Sauna, Spa on Premise
A room with a wooden ceiling, a ceiling fan, a blue door, and a dining area with a table and chairs.

20. Lakefront - King - W&D - PetsOK - Kayaks - SUPs

Lakefront - King - W&D - PetsOK - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (48 reviews)
"Nice location, just a short walk to the water."
United States
Harris G.
The price is ￥21,883
￥48,069 total
includes taxes & fees
Nov 3 - Nov 4
Lakefront - King - W&D - PetsOK - Kayaks - SUPs
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

All Seasons Inn & Suites Smithfield Providence

All Seasons Inn & Suites Smithfield Providence

10/10 Excellent
"This place is amazing. It looks kind of scary but safety overall including breakfast was amazing. Staff was good. Maybe a little upgrade in the furniture but you sleep good"
Diana 2-night trip
Posted 5 hours ago
All Seasons Inn & Suites Smithfield Providence

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Vacation Apartments in Windham County

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