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

Cottages in Windham County

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Check prices for these dates

In two weeks
30 Oct - 1 Nov
In two months
11 Dec - 13 Dec
In three months
8 Jan - 10 Jan
In four months
5 Feb - 7 Feb

Our top choices for Windham County cottages

A wooden deck with potted plants and a view of a lush landscape.

1. Private Guest House w/ Deck + Spectacular Views!

Private Guest House w/ Deck + Spectacular Views!
3.0 star property
Montville
10.0 out of 10, Exceptional, (3 reviews)
"The pool was amazing, the host was great, very accessible and the property was prisine. The views alone made us immediately want to come back. Very clean and well stocked. "
United States
agata
Private Guest House w/ Deck + Spectacular Views!
A small, single-story building with a red door and a small window, surrounded by trees.

2. Cozy Rural Guest House: Close to Wedding Venues

Cozy Rural Guest House: Close to Wedding Venues
3.0 star property
Canterbury
Cozy Rural Guest House: Close to Wedding Venues
A two-story house with a front porch, a garage, and a well-maintained lawn.

3. Sun-dappled Retreat - Walk to Wickaboag Lake!

Sun-dappled Retreat - Walk to Wickaboag Lake!
3.0 star property
West Brookfield
Sun-dappled Retreat - Walk to Wickaboag Lake!
A large white house with a red barn in a lush green landscape.

4. Hampton 'quiet Corner Cottage' w/ Fireplace & Yard

Hampton 'quiet Corner Cottage' w/ Fireplace & Yard
3.0 star property
Hampton
Hampton 'quiet Corner Cottage' w/ Fireplace & Yard
A single-story house with a garage, surrounded by a well-maintained lawn and trees.

5. Family Getaway w/ Lake Access in Lebanon!

Family Getaway w/ Lake Access in Lebanon!
3.0 star property
Lebanon
Family Getaway w/ Lake Access in Lebanon!
A two-story house with a dock, a small shed, and a picnic table.

6. Lakefront Cottage w/ Covered Porch & Dock!

Lakefront Cottage w/ Covered Porch & Dock!
3.0 star property
Coventry Lake
10.0 out of 10, Exceptional, (1 review)
"We had a great family vacation. Accommodations were great. Something for everyone. the view of the lake was spectacular. Great to wake up to the fresh air. Neighbor's were very friendly."
United States
Sandra
Lakefront Cottage w/ Covered Porch & Dock!
A two-story white building with a central entrance, surrounded by a black wrought iron fence, and trees in the background.

7. Elegant Norwich House w/ Billiards Room & Ballroom

Elegant Norwich House w/ Billiards Room & Ballroom
3.0 star property
Norwich
10.0 out of 10, Exceptional, (1 review)
Elegant Norwich House w/ Billiards Room & Ballroom
A two-story house with a stone facade, a front porch, and a large tree with pink flowers.

8. Shared Hot Tub: Historic Cottage, Walk to Elm Park

Shared Hot Tub: Historic Cottage, Walk to Elm Park
3.0 star property
Elm Park
8.0 out of 10, Very good, (1 review)
"Everything is good except there is no range hood vent"
Canada
Julia
Shared Hot Tub: Historic Cottage, Walk to Elm Park
A covered patio with a view of a lake, wooden beams, and a grassy area with rocks and plants.

9. Direct Lakefront Retreat Indian Ranch Casinos

Direct Lakefront Retreat Indian Ranch Casinos
3.0 star property
Thompson
Direct Lakefront Retreat Indian Ranch Casinos
A two-story house with a garage, a front porch, and a small shed.

10. Lakefront Connecticut Retreat Near Uconn

Lakefront Connecticut Retreat Near Uconn
3.0 star property
Coventry
Lakefront Connecticut Retreat Near Uconn
A two-story house with a porch, a wooden deck, and a well-maintained garden.

11. Quintessential New England Home w/ Patio & Grill!

Quintessential New England Home w/ Patio & Grill!
3.0 star property
Putnam
Quintessential New England Home w/ Patio & Grill!
A two-story house with a front porch, a small attached garage, and a lawn.

12. Lovely Westerley Home w/ Yard & Grill!

Lovely Westerley Home w/ Yard & Grill!
3.0 star property
Westerly
Lovely Westerley Home w/ Yard & Grill!
A white two-story house with a front porch, a chimney, and a well-maintained lawn.

13. Pet-friendly Cranston Home w/ Fire Pit & Bbq!

Pet-friendly Cranston Home w/ Fire Pit & Bbq!
3.0 star property
Cranston
Pet-friendly Cranston Home w/ Fire Pit & Bbq!
A wooden deck with a glass table and chairs, overlooking a body of water and trees.

14. Cozy Lakefront Cottage w/ Fire Pit, Grill & Views!

Cozy Lakefront Cottage w/ Fire Pit, Grill & Views!
3.0 star property
Coventry Lake
Cozy Lakefront Cottage w/ Fire Pit, Grill & Views!
A two-story house with a front porch, a small staircase, and a stone retaining wall.

15. Home Near Skiing & Downtown Worcester

Home Near Skiing & Downtown Worcester
3.0 star property
Worcester
Home Near Skiing & Downtown Worcester
A wooden deck with a covered grill, chairs, and a table overlooking a lake.

16. Waterfront New England House on Wickaboag Lake!

Waterfront New England House on Wickaboag Lake!
3.0 star property
West Brookfield
Waterfront New England House on Wickaboag Lake!
Two Adirondack chairs on a wooden deck with a view of a lake and trees.

17. Lakefront Cottage 2 Mi to Palladium in Worcester!

Lakefront Cottage 2 Mi to Palladium in Worcester!
3.0 star property
Worcester
Lakefront Cottage 2 Mi to Palladium in Worcester!
A covered outdoor area with a stone patio, a grill, and Adirondack chairs overlooking a forested landscape.

18. Montville Retreat Near Mohegan Sun: 2-home Bundle!

Montville Retreat Near Mohegan Sun: 2-home Bundle!
3.0 star property
Montville
Montville Retreat Near Mohegan Sun: 2-home Bundle!
A waterfront property with multiple houses, a dock, and a small bridge.

19. Tranquil Waters: Modern Bolton Escape on the Lake

Tranquil Waters: Modern Bolton Escape on the Lake
3.0 star property
Bolton
Tranquil Waters: Modern Bolton Escape on the Lake
A red house with blue shutters, a gray door, and a small porch with steps.

20. Close to Connecticut College & Coast Guard Academy

Close to Connecticut College & Coast Guard Academy
3.0 star property
Quaker Hill
Close to Connecticut College & Coast Guard Academy
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

Spark by Hilton Mystic Groton

Spark by Hilton Mystic Groton

8/10 Good
"The room was clean and neat. The staff were very helpful and friendly for sure."
James 1-night trip
Posted less than an hour ago
Spark by Hilton Mystic Groton

Find out more about Windham County

Windham County Cottages information

Number of reviews
5
Accommodation
40 Cottages
Lowest Price
Highest Price