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Compare 123 Vacation Homes in Windham with updated reviews, rates, and availability.

NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos

9.0 out of 10, Wonderful, (68)
"It's a gorgeous property and would be amazing in warmer weather. It was mostly clean. One star loss as the downstairs while set up for children is not safe. The sticky corner padding kept coming off and the screws used for the level change stick out for easy cuts. Also in the colder weather it's freezing down then"
NEW Listing: LAKEFRONT Home w/ Dock, Theater Room, Firepit. Near Mystic, Casinos

Judge Brown Near Norwich CT Casinos

9.4 out of 10, Exceptional, (42)
"We had a great stay here, communication and check in was simple and easy and the owner was easy to get in touch with. Would stay again!"
The price is AED 2,204
AED 4,035 total
includes taxes & fees
1 Apr - 2 Apr
Judge Brown Near Norwich CT Casinos

The Bungalow at Eagleville Lake Under 3 miles to UCONN!

10.0 out of 10, Exceptional, (55)
"This is our second time staying in this home. It’s nestled right on the lake and is perfect. It is stocked with everything you need, they did not skip a beat. Easy check in and check out process. Loved the gifts they left for us, always a nice touch."
The Bungalow at Eagleville Lake Under 3 miles to UCONN!

Grammy's Lake House w/ Private Waterfront Access

9.6 out of 10, Exceptional, (11)
"Enjoyable stay, nice property and great views. The home is aged, but the location is amazing! We had a nice weekend excursion to enjoy New England in October. "
Grammy's Lake House w/ Private Waterfront Access

Cozy private home close to casinos and more

9.8 out of 10, Exceptional, (24)
"We really enjoyed our stay. The house was very clean with everything you would need. Would recommend this as an alternative to the 500 per night Mohegan Sun hotel stays."
Cozy private home close to casinos and more

Victorian 4BR/2BA Modern Home

9.4 out of 10, Exceptional, (10)
"We enjoyed staying here. It was close to Mohegan Sun which was what we were looking for since we were in the area for a volleyball tournament. It was very clean and cozy. Communication was easy with the owners. We would stay here again. "
Victorian 4BR/2BA Modern Home

Amazing lake house with everything you need!

9.8 out of 10, Exceptional, (7)
"Needed a pet friendly place to stay and this was the perfect place for us during March Madness 2025. "
Amazing lake house with everything you need!

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

9.2 out of 10, Wonderful, (12)
"Highly recommend for a peaceful location that offers everything you need to feel at home. "
The price is AED 511
AED 1,119 total
includes taxes & fees
10 Apr - 11 Apr
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Brand new home minutes to casino

10.0 out of 10, Exceptional, (18)
"Loved our stay!! House is very clean and up to date! Definitely would stay here again!"
The price is AED 639
AED 1,363 total
includes taxes & fees
1 Apr - 2 Apr
Brand new home minutes to casino

Peaceful Private Home by Two Casinos in the Woods

The price is AED 514
AED 1,758 total
includes taxes & fees
1 Apr - 2 Apr
Peaceful Private Home by Two Casinos in the Woods

Charming Farmhouse w/ Pool & Fishing Pond!

10.0 out of 10, Exceptional, (9)
"Everything about the house and property was exactly as described. We had the best time there with plenty of space to spread out. It was very clean and comfortable. The kids had so much fun exploring and they visited the ice cream shop everyday that it was open.We will definitely stay here again."
Charming Farmhouse w/ Pool & Fishing Pond!

Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!

10.0 out of 10, Exceptional, (11)
"We had an amazing stay in Woodstock! House was immaculate and super clean. We loved the vibe inside as well as the views of the lake and the outdoor space. Quiet, cozy lake house with plenty of room. The master king bed was SO comfortable and felt like home! Would absolutely stay again. Hosts were very easy to communicate with and couldn’t have been easier to work with!"
The price is AED 1,377
AED 2,347 total
includes taxes & fees
1 Apr - 2 Apr
Stunning Lakefront Escape! Exclusive Off-Season Rates – Book Your Dream Getaway!

Foxwoods and Mystic are both close by this private home with a Pool and Hot tub.

2.0 star property
10.0 out of 10, Exceptional, (8)
"We only stayed one night but the home was beautiful and very clean"
Foxwoods and Mystic are both close by this private home with a Pool and Hot tub.

3.3miles to Mohegan Sun, Barn style house. Newly renovated

8.0 out of 10, Very Good, (12)
"The property was very clean. There was a lot of space to spread out in. The beds were very, very comfortable. Bathrooms were totally updated. Enjoyed the fireplace in the dining room area. Furnished in a fun, quirky way. Location was very convenient for visiting the wineries & casinos. Only negative was the house was cold. It took quite alot of time for it to warm up on our first day & it never really got warm enough. Understand because the house is so large & older. The dining room...
3.3miles to Mohegan Sun, Barn style house. Newly renovated

Cozy 2 Bedroom Family Stay

9.8 out of 10, Exceptional, (7)
"Came up to help my daughter move out of state. House was nice and clean and host was responsive. Good location in central Manchester."
Cozy 2 Bedroom Family Stay

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

8.8 out of 10, Excellent, (18)
"We had such a wonderful time during our winter stay! The place was super cozy, and the heating made it feel like a warm retreat from the cold outside. We really appreciated the hospitality and can't wait to come back again! "
The price is AED 448
AED 1,040 total
includes taxes & fees
7 Apr - 8 Apr
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Famous Estate and Mansion with unmatched amenities for our prized guests!

6.8 out of 10, (11)
"Let's start with the good. Convenient location for our son's wedding at Evergreen Farms, lots of space and parking, modern kitchen, working internet and modern TVs (that even allowed streaming from our phones). Easy interactions with both the manager and the owner. Now the not-so-good. First, the owner was supposed to meet us at check-in, but never showed up. We were given the lockbox code so we were able to get in without a problem, but no tour. The odd decor hits you immediately upon entry....
The price is AED 2,020
AED 3,375 total
includes taxes & fees
1 Apr - 2 Apr
Famous Estate and Mansion with unmatched amenities for our prized guests!

Mansion Near Casinos 9BR

9.0 out of 10, Wonderful, (29)
"I am absolutely in love with this house! The owners were great and easy to work with. The house is a treasure! It’s really big, but it feels so cozy. I would recommend this property to anyone and I hope that someday I can stay there again."
Mansion Near Casinos 9BR

The Retreat - 6 beds/3baths- Indoor Hot Tub, Theatre, Pool Tble, Mins to Casinos

8.8 out of 10, Excellent, (33)
"Everything was so good"
The Retreat - 6 beds/3baths- Indoor Hot Tub, Theatre, Pool Tble, Mins to Casinos

Private Island Lake House Near Casinos

9.0 out of 10, Wonderful, (7)
"We stayed for 2 nights in Aug with husband, our teen kids, and their friends. Plenty of room in the house and the views from the big windows are amazing. The house was clean and we were impressed by how many things were included. Outdoor activities were endless; fishing, paddle boards, kayaks, fire, corn hole, etc. We plan to come back next year for a longer time. Highly recommend "
The price is AED 1,653
AED 2,613 total
includes taxes & fees
1 Apr - 2 Apr
Private Island Lake House Near Casinos
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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Other property types in Windham

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

9.8 out of 10, Exceptional, (198)
"The cottage was welcoming & super comfy. Great balance of beachy cottage & needed amenities. And the outdoor space? PERFECTION!! The lake view is a whole vibe & the comfy chairs & swings & tablespace make it almost impossible to go inside. Communication with hosts was simple & friendly & thorough & timely. Thus cottage experience is a true gem"
The price is AED 511
AED 1,131 total
includes taxes & fees
6 Apr - 7 Apr
Lakeside cottage overhanging the water, beautiful window views across the lake

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

9.8 out of 10, Exceptional, (173)
"Super cute. We enjoyed the views and the hut tub. "
The price is AED 400
AED 989 total
includes taxes & fees
10 Apr - 11 Apr
Lakeside cottage ON the water with beautiful views up the lake!

Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino

10.0 out of 10, Exceptional, (33)
"We stayed for 4 nights for the Big East Women’s Basketball Tournament at Mohegan Sun. It was a 3 minute drive from the villa, perfect location. I chose this property because of the great reviews and it didn’t disappoint!The villa was exactly as advertised and exactly what we needed. It was immaculate, beautifully decorated and had everything to make our stay fantastic Taylor, the host, was wonderful to work with and thought of every detail to add to the charm of the villa.The clubhouse has a...
The price is AED 643
AED 1,259 total
includes taxes & fees
2 Apr - 3 Apr
Peaceful Spa Villa Getaway - Hot Tub - 3 minutes to Mohegan Sun Casino
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.