Vacation rentals in Windham County
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Top-rated vacation rentals in Windham County
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Windham County vacation rentals
Other great vacation rentals in Windham County
Guest favorite
Cottage in Killingly
4.94 out of 5 average rating, 431 reviewsLake front cottage
DanaRating, 5 stars1 week ago
This is our 2nd time staying here. We just love the quaint quietness and the beautiful surroundings. We lucked out again and had nice weather too. Would definitely stay again.
Guest favorite
Home in Woodstock
4.94 out of 5 average rating, 33 reviewsCountry Lake Oasis
KateRating, 5 stars3 weeks ago
When we first arrived in the early evening, not knowing the area, we thought the place was too far from civilization. It didn’t take long before we realized the beauty of the location. It was quiet, relaxing, well appointed and not far from a few small restaurants and great farm stands. The closest big grocery store was only 13 minutes away and it is a beautiful drive. We loved everything about the cottage and our host was fantastic. Once you are there, you won’t want to leave.
Guest favorite
Home in Thompson
4.9 out of 5 average rating, 99 reviewsWaterfront Cottage on Quaddick Lake, Thompson CT
NathanielRating, 5 stars3 weeks ago
We enjoyed every minute of the stay! We loved the surrounding area and the peaceful mornings! The local state park was just a little drive away and we found a great hiking spot! Definitely would stay again!
Rental unit in Putnam
4.67 out of 5 average rating, 6 reviewsAdult Hideaway w/ Firepit&games
TerryRating, 5 stars1 week ago
Couple and small Family friendly. Full of homey treats. Very clean and new. Romantic and differently interesting....something special!
Guest favorite
Farm stay in Sprague
5 out of 5 average rating, 31 reviewsHanover Vineyards
PaulaRating, 5 stars3 weeks ago
What an incredible home! Our family stayed for 3 nights because we had a wedding in the area. It was perfect. The home is gorgeous and historic while having modern updates. The property is expansive and beautiful and the hosts are super friendly and flexible. We are hoping to get a chance to get back there at some point. Everyone in the family loved it!
Guest favorite
Rental unit in Plainfield
4.82 out of 5 average rating, 11 reviewsMini condo Apt D
AddisonRating, 5 stars1 week ago
We stayed a night in Michael's apartment the night before hiking the Mossup Valley Trail. Michael was very accommodating and responsive, and the stay was comfortable and clean!
Guest favorite
Guest suite in Mansfield
4.86 out of 5 average rating, 28 reviewsEco-Friendly Garden Studio
KristieRating, 5 stars2 weeks ago
Kathy and Russ were nothing but wonderful!!! They were there to greet us when we arrived late and showed us to our space. They were very kind and friendly! One afternoon as I was sitting outside on our patio, Kathy was walking by from her garden and we had a lovely chat. She had picked green tomatoes that she was going to fry. I told her I’ve never tried those before. She then brought me and my husband a few fried slices to try..and they were delicious!!!! They are such sweet people. When leaving they came out to say goodbye, wish us well and thank us for our stay. They were the most attentive and sweet hosts we have had!! We also really enjoyed the large hot tub, as well as the super delicious chocolates they had by our bed!! Everything was wonderful, comfortable, and peaceful! Thank you so much Kathy & Russ!
Guest favorite
Barn in Hampton
5 out of 5 average rating, 8 reviewsLittle Rest Studio
CrystalRating, 5 stars5 days ago
Lovely spot, bathroom alone makes this spot worth the book, barn was a little closer than i expected to the main house but the host is absolutely Lovely even got us some snacks and had a little toiletries basket set up when we got there
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