Holiday Rentals in Windham

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Our top choices for Windham holiday 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 €315
includes taxes & fees
9 Jan - 10 Jan 2026
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, (218)
"Very comfortable, easy to get to and had everything you could need in a house rental! "
United States
Anna K.
The price is €254
includes taxes & fees
15 Jan - 16 Jan 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 €148
includes taxes & fees
19 Dec - 20 Dec
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 €180
includes taxes & fees
17 Dec - 18 Dec
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 €312
includes taxes & fees
5 Jan - 6 Jan 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 €225
includes taxes & fees
17 Dec - 18 Dec
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 €225
includes taxes & fees
17 Dec - 18 Dec
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 €245
includes taxes & fees
17 Dec - 18 Dec
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 €225
includes taxes & fees
17 Dec - 18 Dec
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 €179
includes taxes & fees
17 Dec - 18 Dec
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 traveller
The price is €306
includes taxes & fees
17 Dec - 18 Dec
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 €220
includes taxes & fees
17 Dec - 18 Dec
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 €298
includes taxes & fees
21 Dec - 22 Dec
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 €246
includes taxes & fees
17 Dec - 18 Dec
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 €233
includes taxes & fees
17 Dec - 18 Dec
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 €260
includes taxes & fees
5 Jan - 6 Jan 2026
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 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 €234
includes taxes & fees
17 Dec - 18 Dec
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 nice country stay. "
United States
michael C.
The price is €220
includes taxes & fees
28 Dec - 29 Dec
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 €180
includes taxes & fees
13 Jan - 14 Jan 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.
Save an average of 15% on thousands of hotels when you're signed in

Top Windham Hotel Reviews

Find out more about Windham

Everything you need to know about Windham holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windham holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windham holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Windham holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windham. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windham holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windham holiday rentals we have selected for you start as low as €204 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windham rentals

At Expedia, we put the best Windham holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Windham rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windham holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windham. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there holiday rentals in Windham?

Yes, there are holiday rentals close to the most popular sights in Windham, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Windham has to offer?

Secluded 2-Acre Lakefront Home! Book Your Getaway!: This holiday home rental outside of Windham is located on a lake, and has a patio, a selection of games and a BBQ 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 that 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 holiday rentals like in Windham?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windham. Holiday rentals offer extras like WiFi and washers and dryers so you'll feel right at home. If you're concerned about cleanliness, holiday rentals can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular choice for a family getaway.