Windham Vacation Rentals

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Our top choices for Windham vacation rentals

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, (191)
"There were stunning views, it was very relaxing, and we had excellent communication with the host. We couldn’t be happier, it was perfect! Kayaking was the best part. Plenty to see and do in the area as well."
United States
Heather S.
The price is ¥13,587
¥36,815 total
includes taxes & fees
Dec 17 - Dec 18
Lakeside cottage ON the water with beautiful views up the lake!

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, (217)
"Very comfortable, easy to get to and had everything you could need in a house rental! "
United States
Anna K.
The price is ¥21,658
¥45,551 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Lakeside cottage overhanging the water, beautiful window views across the lake

Charming 2-bedroom apartment in welcoming Putnam

Charming 2-bedroom apartment in welcoming Putnam
Putnam
9.4 out of 10, Exceptional, (3)
"Very nice place. Quiet neighborhood and close to town. "
United States
michael C.
The price is ¥12,480
¥26,428 total
includes taxes & fees
Dec 19 - Dec 20
Charming 2-bedroom apartment in welcoming Putnam

79-4 spacious studio Walk to backus hospital and downtown

79-4 spacious studio Walk to backus hospital and downtown
Norwich
10.0 out of 10, Exceptional, (2)
"5 stars: Due to inclement weather and the water pipes breaking we stayed at two different places during our week long visit. Our host, Mr. Nabollaj, was professional and very accommodating when we needed to be moved. We were upgraded to another lovely place of his. Both places were great and had all the amenities needed. They were both in quiet neighborhoods, close to town, shops, and restaurants. The host was friendly and helpful throughout our stay; we recommend both places."
United States
Larry M.
The price is ¥6,544
¥31,559 total
includes taxes & fees
Dec 16 - Dec 17
79-4 spacious studio Walk to backus hospital and downtown

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private
Salem
10.0 out of 10, Exceptional, (5)
"Place is nice would stay again "
United States
nic
The price is ¥14,458
¥54,850 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Gardner Lake 2 Queen/1King/2 Bath/Laundry- Private

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

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
9.4 out of 10, Exceptional, (39)
"Pet and family, friendly"
United States
Mary-Kate G
The price is ¥15,581
¥38,953 total
includes taxes & fees
Dec 16 - Dec 17
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

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, (48)
"Very nice place to get away and enjoy the lake! Host responded very quickly and was very helpful! Would book again. "
United States
Rachel G.
The price is ¥15,581
¥39,887 total
includes taxes & fees
Dec 16 - Dec 17
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Thames River Cottage · Near Casinos - USCGA

Thames River Cottage · Near Casinos - USCGA
Montville
10.0 out of 10, Exceptional, (2)
"A lovely quick overnight."
United States
Bonnie H.
The price is ¥12,851
¥43,650 total
includes taxes & fees
Dec 17 - Dec 18
Thames River Cottage · Near Casinos - USCGA

ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO

ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO
Norwich
9.8 out of 10, Exceptional, (16)
"Great property, beautiful grounds and appointed as described! Owners were great to work with and flexible. "
United States
Bill M.
The price is ¥18,456
¥39,922 total
includes taxes & fees
Dec 16 - Dec 17
ROMANTIC SPA RETREAT MINUTES TO MOHEGAN SUN CASINO

79-1 3br apartment

79-1 3br apartment
Norwich
9.6 out of 10, Exceptional, (7)
"Older house but lovely stay"
United States
Michael
The price is ¥12,153
¥30,687 total
includes taxes & fees
Dec 16 - Dec 17
79-1 3br apartment

Shantok Queen suites walk to Mohegan casino/Wi-Fi

Shantok Queen suites walk to Mohegan casino/Wi-Fi
Montville
10.0 out of 10, Exceptional, (2)
"This was just a quick one night, Stay. As we were at the casino for a concert. The house was a great location clean, access was easy. Everything was as was stated on the website. I would definitely stay there again."
United States
Anonymous traveler
The price is ¥13,721
¥54,623 total
includes taxes & fees
Dec 17 - Dec 18
Shantok Queen suites walk to Mohegan casino/Wi-Fi

PEACEFUL SPA ESCAPE MINUTES TO MOHEGAN SUN CASINO

PEACEFUL SPA ESCAPE MINUTES TO MOHEGAN SUN CASINO
Norwich
9.8 out of 10, Exceptional, (47)
"Small but clean and cozy! Not impressed just another apartment. Spa and pool very nice. I would return. "
United States
Johnny B.
The price is ¥19,710
¥39,651 total
includes taxes & fees
Dec 16 - Dec 17
PEACEFUL SPA ESCAPE MINUTES TO MOHEGAN SUN CASINO

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

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.4 out of 10, Exceptional, (19)
"We had a nice getaway after a tour of our alma mater, UCONN. This welcoming and very well decorated home gave us a nice place to rest and connect after our busy day."
United States
Andrea F.
The price is ¥15,581
¥39,887 total
includes taxes & fees
Dec 16 - Dec 17
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (34)
"We were in town for a family event and the cottage was a perfect choice!Very comfortable, well appointed and just steps from the lake!I'll definitely book again next time I'm in town!"
United States
George J.
The price is ¥18,541
¥43,603 total
includes taxes & fees
Dec 16 - Dec 17
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
10.0 out of 10, Exceptional, (5)
"This house was perfect for the 4 of us. We all had our own bedroom and shared the bath. It’s very clean and close to everywhere we were going! The home is modern and the beds were comfy! I would stay there again. Great home! "
United States
Lorie D.
The price is ¥16,983
¥40,565 total
includes taxes & fees
Dec 16 - Dec 17
Modern & Cozy Cape | 4 Bedroom House | Central Location

Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (28)
"My husband and I were exploring a number of birding hotspots in the quiet corner and decided to try the treehouse. We woke to the dawn bird chorus (without any ambient road noise). Just dreamy!"
United States
Jennifer H.
The price is ¥20,255
¥45,886 total
includes taxes & fees
Dec 30 - Dec 31
Treehouse - Countryside - Farm Animals - Fire Pit

The Carriage House at Chaprae Hall

The Carriage House at Chaprae Hall
Killingly
10.0 out of 10, Exceptional, (30)
"Great stay. Very quiet and convenient for a work event."
United States
sandra P.
The price is ¥14,023
¥28,202 total
includes taxes & fees
Jan 15 - Jan 16, 2026
The Carriage House at Chaprae Hall

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, (12)
"The Cottage was absolutely adorable and perfect for me my husband and our dog ❤️ Clean and cozy and the breakfast delivered to our door was amazing "
United States
Stephanie
The price is ¥33,702
¥42,083 total
includes taxes & fees
Dec 16 - Dec 17
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!

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

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (11)
"Very educational and fun time on the farm"
United States
David S.
The price is ¥15,114
¥39,194 total
includes taxes & fees
Dec 28 - Dec 29
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Central Chic Pad - with Free Parking, Heat & AC

Central Chic Pad - with Free Parking, Heat & AC
Manchester
9.6 out of 10, Exceptional, (7)
"Great stay. Gas stove was a highlight!"
United States
Domenic
The price is ¥13,439
¥32,283 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Central Chic Pad - with Free Parking, Heat & AC
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

Find out more about Windham

Search for holiday rentals in Windham on Expedia! You can easily find your home rentals, villas, holiday apartments in Windham using one of the methods below:

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Look no further and take a look at our great range of rental properties in Windham!

Frequently asked questions

Are there vacation rentals in Windham?

Yes, you can find vacation rentals close to the most popular sights in Windham, or you can go with a more secluded option if you're looking for a relaxing stay.

What's the top vacation rental that Windham has to offer?

Secluded 2-Acre Lakefront Home! Book Your Getaway!: This vacation home rental outside of Windham is located on a lake and has a patio, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 4 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family.

What’s there to see and do in Windham?

Explore the area and family-friendly sights such as Kids Quest, or get out into nature at a spot like Amston Lake. Foxwoods Resort Casino and Mohegan Sun Casino are other popular places to visit in the area.

What are vacation rentals like in Windham?

Vacation rentals are privately owned properties you can stay in for a few days or a quick weekend in Windham. Vacation rentals offer extras like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about a clean environment, a vacation rental can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also find more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive choice for a family getaway.