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

Top Cities in Windham County

A fast-flowing river with a dam and rocky terrain.
CottagesCottages

Putnam

Putnam
A road sign for Brooklyn, Connecticut, with autumn trees in the background.
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Brooklyn

Brooklyn

Our top choices for Windham County cottages

A small white house with black shutters, a porch, and a red barn in the background.

1. The Tiny Cottage & Mini Farm

The Tiny Cottage & Mini Farm
Oakdale,
10.0 out of 10, Exceptional, (12 reviews)
"I'll stay again if in the area. "
United States
Jeffrey H.
The price is AED 380
AED 511 total
includes taxes & fees
19 Oct - 20 Oct
The Tiny Cottage & Mini Farm
A deck with a grill, a glass table, and kayaks by a lake.

2. Lakeside cottage overhanging the water, beautiful window views across the lake

Lakeside cottage overhanging the water, beautiful window views across the lake
Ledyard
9.8 out of 10, Exceptional, (237 reviews)
"The kids had a blast fishing off the dock, very clean and comfortable"
United States
katlyn w.
The price is AED 529
AED 1,106 total
includes taxes & fees
20 Oct - 21 Oct
Lakeside cottage overhanging the water, beautiful window views across the lake
A single-story house with a covered porch, a small patio with outdoor furniture, and a garden with a stone pathway.

3. Lake Getaway at Coventry Lake! close to Uconn

Lake Getaway at Coventry Lake! close to Uconn
Coventry Lake
10.0 out of 10, Exceptional, (33 reviews)
"Perfect for what we needed."
United States
Hannah F.
Lake Getaway at Coventry Lake! close to Uconn
A large, two-story house with a dark roof and white trim, surrounded by tall grass and trees.

4. Hurricane Hill-a farm cottage near Providence

Hurricane Hill-a farm cottage near Providence
Cranston
10.0 out of 10, Exceptional, (122 reviews)
"Hurricane Hill is ideally located to virtually every place and thing you would ever want do in Rhode Island."
United States
Gary L.
Hurricane Hill-a farm cottage near Providence
A two-story house with a garage, a front porch, and a small shed.

5. Lakefront Connecticut Retreat Near UConn

Lakefront Connecticut Retreat Near UConn
Coventry
10.0 out of 10, Exceptional, (38 reviews)
"We love this place. Clean, quiet and peaceful."
United States
Sally D.
Lakefront Connecticut Retreat Near UConn
A single-story house with a front porch, a stone foundation, and a grassy yard.

6. Peaceful and private 2-bedroom cottage on 3 acres in tranquil Charlestown w/AC

Peaceful and private 2-bedroom cottage on 3 acres in tranquil Charlestown w/AC
Charlestown
8.0 out of 10, Very good, (2 reviews)
"Nice, clean and peaceful place to stay."
United States
Kathleen W.
Peaceful and private 2-bedroom cottage on 3 acres in tranquil Charlestown w/AC
A blue house with a garage, a covered patio, and a fenced yard.

7. Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways

Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
Lincoln
10.0 out of 10, Exceptional, (33 reviews)
"Everything was clean and welcoming. Kitchen had everything you need to cook, make coffee, etc. charming and comfortable "
United States
Lindsey D.
The price is AED 437
AED 804 total
includes taxes & fees
25 Oct - 26 Oct
Charming single family Cottage, pet friendly, close to Prov, Woon, MA & highways
A small, single-story building with a red door and windows, a covered picnic table, and a barbecue grill outside.

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

Lakeside cottage ON the water with beautiful views up the lake!
Ledyard
9.8 out of 10, Exceptional, (211 reviews)
"Sweet, cozy and clean. We had a nice time fishing, spotted a wide variety of birds, and enjoyed a few rounds of croquet. The lake was peaceful and quiet but is only a few minutes from the Foxwoods complex for shopping, dining, casino and shows. Thanks for a great stay!"
United States
Marcy P.
The price is AED 512
AED 1,132 total
includes taxes & fees
15 Oct - 16 Oct
Lakeside cottage ON the water with beautiful views up the lake!
A two-story house with a wooden exterior, a front porch, and a pathway leading to the entrance.

9. Private Riverfront w Pool/Hot Tub/Cabins. Sanctuary for Family/Friend Gatherings

Private Riverfront w Pool/Hot Tub/Cabins. Sanctuary for Family/Friend Gatherings
Hopkinton
9.2 out of 10, Wonderful, (92 reviews)
Private Riverfront w Pool/Hot Tub/Cabins. Sanctuary for Family/Friend Gatherings
A wooden deck with outdoor furniture, overlooking a lake with boats and houses in the background.

10. 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, (49 reviews)
"Better than pictured. Beautiful lake and decks! Super comfortable living room furniture. Near great local restaurants."
United States
Julianne
The price is AED 455
AED 1,169 total
includes taxes & fees
26 Oct - 27 Oct
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
An aerial view of a lakeside residential area with houses, a dock, and a boat.

11. Lakeview Carriage House with Spectacular Sunset Views

Lakeview Carriage House with Spectacular Sunset Views
Lake Pocotopaug
10.0 out of 10, Exceptional, (21 reviews)
"Clean, quiet, beautiful surroundings and a great host"
United States
Jennifer J.
Lakeview Carriage House with Spectacular Sunset Views
A small, single-story house with a sloped roof, a front door, and two windows. It is surrounded by a grassy yard and trees.

12. Brimfield Waterfront cottage

Brimfield Waterfront cottage
Brimfield
10.0 out of 10, Exceptional, (26 reviews)
"The host was wonderful, location was perfectly distanced from Brimfield Flea Market, and the view from the porch was gorgeous! Lovely place to stay. "
United States
Jessica P.
Brimfield Waterfront cottage
A covered outdoor deck with a red wooden floor, wicker chairs, and a table.

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

Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'
Killingly
10.0 out of 10, Exceptional, (56 reviews)
"We had a wonderful stay."
United States
Renee M.
Spectacular waterfront cottage on the most beautiful lake in CT's 'Quiet Corner'
Exterior

14. Brimfield Bungalow 31 in lake community close to Sturbridge

Brimfield Bungalow 31 in lake community close to Sturbridge
Brimfield
10.0 out of 10, Exceptional, (19 reviews)
"We had a great time staying in this home. It was very cozy and comfortable. The owner was very accommodating. I would stay here again!"
United States
Kara K.
Brimfield Bungalow 31 in lake community close to Sturbridge
A lakeside patio with outdoor seating and a fire pit.

15. Breathtaking Private, Lakefront Retreat.

Breathtaking Private, Lakefront Retreat.
Lebanon
9.2 out of 10, Wonderful, (5 reviews)
"Laurie and Wayne were wonderful hosts. My husband and I had an amazing time celebrating our 28th anniversary. The lake was beautiful, the view was exceptional, and we truly loved being able to use the paddle boards.The house was exactly like the photos—comfortable, cozy, and well cared for. Everything we needed was available, and the space felt like the perfect retreat. If you’re looking to relax, unwind, and enjoy some real tranquility, I highly recommend this place. The peaceful setting is...
United States
Melissa C.
Breathtaking Private, Lakefront Retreat.
A house with a white porch, a black door, and a window with a white frame.

16. Cozy 1-bedroom cottage in serene Pomfret.

Cozy 1-bedroom cottage in serene Pomfret.
Pomfret
9.0 out of 10, Wonderful, (4 reviews)
"Great spot, clean and cozy."
United States
Bud n' Mary's Marina B.
The price is AED 900
AED 1,152 total
includes taxes & fees
15 Oct - 16 Oct
Cozy 1-bedroom cottage in serene Pomfret.
A wooden deck with potted plants and a view of a lush landscape.

17. 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 single-story house with a deck, a small front yard, and a stone pathway leading to the house.

18. Relax with a beautiful lake view

Relax with a beautiful lake view
Colchester
10.0 out of 10, Exceptional, (22 reviews)
"Great location for a getaway or event nearby. Scenic spot and convenient to local spots "
United States
Scott B.
Relax with a beautiful lake view
A view from a covered deck overlooking a lake with trees and a small island.

19. Peaceful WATERFRONT Cottage Near Mystic and Casinos

Peaceful WATERFRONT Cottage Near Mystic and Casinos
Griswold
9.0 out of 10, Wonderful, (68 reviews)
"First floor bedroom setup is not accommodating. Only able to access bed from one side which is difficult for two older adults. Several steps to get to house entry. Living-room and dining seating is insufficient for a house advertised for six ppl. Couch in living-room only seats 3 and dining table seats 4. Bedding was subpar with cheap sheets and pillows."
United States
Michelle
Peaceful WATERFRONT Cottage Near Mystic and Casinos
A wooden deck with potted plants and a view of a lush landscape.

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

Private Guest House w/ Deck + Spectacular Views!
Montville
10.0 out of 10, Exceptional, (42 reviews)
"Home away from home with one major key asset: Allan, the host is a gem ; extremely welcoming, discreet, hands-on, friendly - very smart so will adapt to the guests. keeps the place a perfect spot to spend few days with family or friends away from the action of the city but very close by car. You are right in the middle of nature (great if you love it), with a wonderful view, an amazingly private large pool (never seen on any rentals before) and a comfortable guesthouse with all the basics you...
United States
pierre g.
Private Guest House w/ Deck + Spectacular Views!
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

Holiday Inn Express Hotel & Suites Warwick-Providence (Arpt) by IHG

Holiday Inn Express Hotel & Suites Warwick-Providence (Arpt) by IHG

10/10 Excellent
"My rating would be 4.5 but not given that option. Best hotel breakfast we have recently had. The eggs actually tasted like eggs. I think Bob is name of man who takes care of breakfast, and is shuttle driver. He was great. He indicated hotel is about to be totally renovated. Staff was all friendly and helpful. Room was clean and quiet. The only disappointment is pool is only open 9 a.m. to 9 p.m. When I checked out the pool the following day the water was cloudy. There was definitely a chemical problem so I was unable to swim."
Kathy 1-night trip
Posted less than an hour ago
Holiday Inn Express Hotel & Suites Warwick-Providence (Arpt) by IHG

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