Holiday rentals in Windham

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Popular amenities for Windham holiday rentals

Stay near Windham's top sights

Willimantic Brewing Company39 locals recommend
Mansfield Drive-In Theatre31 locals recommend
Cafemantic22 locals recommend
Mansfield Hollow State Park12 locals recommend
Willimantic Food Co-op11 locals recommend
Big Y World Class Market10 locals recommend

Other great holiday rentals in Windham

Guest favourite
Holiday home in Westerly
4.92 out of 5 average rating, 38 reviews

Comfy Spacious Home Close to Beach

HolRating, 5 stars7 months ago
Great location in Westerly. Close to everything. Nice big yard and back deck. The house was immaculate and well appointed. I would definitely stay there again. Thank you, Kenneth for sharing your place this week. Hol Hustus
Top guest favourite
Home in Granby
5 out of 5 average rating, 7 reviews

Lake house retreat Granby CT

DianeRating, 5 stars1 week ago
We were in the area to meet our son's fiance's extended family. Nathania's home was perfect! We had 7 adults and 5 little boys ages 9, 7, 5, 2, and 2 months. There was plenty of space to spread out and enjoy the time together. The hot tub, kayaks, and foosball table were especially popular! We were able to host a family dinner with guests which was wonderful. Everything we needed for preparation was readily available. Lots of beautiful parks, playgrounds, hiking areas. Plenty to keep everyone entertained! Nathania was extremely kind, gracious, and responsive to questions. We had absolutely zero issues. So grateful for a wonderful vacation. Thank you for sharing your idyllic home with us. We hope to visit again!!!
Top guest favourite
Home in Andover
4.98 out of 5 average rating, 56 reviews

Spacious Classic Lakefront Home with jet tub

JeffreyRating, 5 stars3 months ago
The house felt like coming home. Everything you need was provided. The location is beautiful as is the surrounding area. We needed proximity to family and this was a perfect spot. All the amenities in the home were available and perfect for a weeklong stay. Thank you for a great stay!
Guest favourite
Home in West Haven
4.92 out of 5 average rating, 26 reviews

Westshore Luxury

HopeRating, 5 stars1 week ago
such a wonderful stay and responsive host!very clean, so close to the beach, large living room, stocked kitchen, so so great!! thank you for such an awesome stay! you won’t regret choosing this home :)
Top guest favourite
Cottage in Guilford
4.99 out of 5 average rating, 136 reviews

"Red House on the Knoll" at Indian Cove

MaryRating, 5 stars2 weeks ago
My family and I loved staying at Gail’s place! We grew up in Madison and were back for a visit. It was such a great place and allowed us to re-live many fond memories of growing up in the area!
Top guest favourite
Bungalow in Old Lyme
4.94 out of 5 average rating, 306 reviews

Pet Friendly Bungalow!!!

BrittanyRating, 5 stars1 week ago
June and her bungalow emanated an inviting warmth from the very beginning. My partner and I were looking for a peaceful getaway with our pup, and we were thrilled to see such a beautiful, affordable, pet friendly option by the water. I then saw that it was just 15mins from my grandmother in Waterford, so we would be able to visit with her, too! We exchanged friendly messages right after booking, and I immediately felt confident and comfortable with our decision to stay at her place. June was incredibly thoughtful and seemed to think of everything! She sent a message earlier in the week ahead of the booking to let us know she was preparing for our stay and to share excitement on the beautiful forecast. She was flexible and communicative on check in/check out times, and wished us well throughout her stay. We felt truly at home upon arrival. You can tell this bungalow has been loved and cared for, and that many good times have been shared. Very positive and serene energy. 🌅♥️🐾
Guest favourite
Home in West Haven
4.95 out of 5 average rating, 19 reviews

Beach House steps from sand & Amazing Views

DonnaRating, 5 stars2 weeks ago
Beautiful home with lovely views. Great kitchen for cooking. We had 8 of us and the house was spacious and welcoming for the group.
Top guest favourite
Home in Old Saybrook
5 out of 5 average rating, 49 reviews

Great Hammcock Getaway, Nearby beaches, Hot tub

DavidRating, 5 stars1 month ago
What a beautiful place and conveniently located. The house was wonderful decorated, was very comfortable and definitely was a relaxing place to get away. Irina was a wonderful host and the home had many wonderful amenities to offer.

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