A river flowing through an urban area with historic buildings and a bridge.

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Windham cottages

A dining area with a round wooden table surrounded by six white chairs with dark cushions. A potted plant with green foliage and pink flowers is placed in the center.

1. Privet Farm cottage with AC and Deck in charming Salem Connecticut

Privet Farm cottage with AC and Deck in charming Salem Connecticut
Salem
9.0 out of 10, Wonderful, (4 reviews)
"The place was perfect! So much bigger and nicer in person!!!!! Well appointed very cozy! Clean!!!!! Very pet friendly! Great shower!"
United States
Kellie
$287 nightly
The price is $324
Oct 26 - Oct 27
Total with taxes and fees
Privet Farm cottage with AC and Deck in charming Salem Connecticut
A small white house with black shutters, a porch, and a red barn in the background.

2. 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.
$124 nightly
The price is $139
Oct 29 - Oct 30
Total with taxes and fees
The Tiny Cottage & Mini Farm
A wooden deck with potted plants and a view of a lush landscape.

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

4. 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.
$243 nightly
The price is $275
Oct 26 - Oct 27
Total with taxes and fees
Cozy 1-bedroom cottage in serene Pomfret.
A wooden deck with potted plants and a view of a lush landscape.

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

Private Guest House w/ Deck + Spectacular Views!
Montville
10.0 out of 10, Exceptional, (43 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!
A covered outdoor seating area with wicker furniture, a wooden table, and a bottle of wine.

6. Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!

Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!
Ledyard
10.0 out of 10, Exceptional, (13 reviews)
"My husband and I stayed in the cottage with our fur baby and it was perfect. The cottage was very comfortable and very private."
United States
Kim S.
$239 nightly
The price is $263
Oct 26 - Oct 27
Total with taxes and fees
Plan Your Escape to the Cottage! Minutes to Mystic, Connecticut. This pet-friendly retreat has a private fenced-in rear garden patio. Your stay includes organic breakfast, firepit, hammock, and onsite hiking trails. Up to 2 well-behaved pets welcome!
A small, single-story building with a red door and windows, a covered picnic table, and a barbecue grill outside.

7. 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, (212 reviews)
"What a beautiful place to unwind! We will be back!"
United States
Cheryl H.
$304 nightly
The price is $344
Nov 4 - Nov 5
Total with taxes and fees
Lakeside cottage ON the water with beautiful views up the lake!
A deck with a grill, a glass table, and kayaks by a lake.

8. 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, (238 reviews)
"The kids had a blast fishing off the dock, very clean and comfortable"
United States
katlyn w.
$286 nightly
The price is $324
Nov 3 - Nov 4
Total with taxes and fees
Lakeside cottage overhanging the water, beautiful window views across the lake
A covered outdoor area with a stone patio, a grill, and Adirondack chairs overlooking a forested landscape.

9. 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!
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 Hotel Reviews

Great Wolf Lodge Mashantucket

Great Wolf Lodge Mashantucket

10/10 Excellent
"Great family option at Foxwoods"
Brian 1-night trip
Posted 3 hours ago
Great Wolf Lodge Mashantucket

Find out more about Windham

Windham Cottages information

Number of reviews
531
Accommodation
45 Cottages
Lowest Price
$139
Highest Price
$344

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