
Vacation rentals in East Windsor
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Top-rated vacation rentals in East Windsor
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Other great vacation rentals in East Windsor
Guest favorite

Guesthouse in Southbury
4.93 out of 5 average rating, 318 reviewsCharming Guest Cottage with Modern Amenities
CarolineRating, 5 stars3 months ago
John’s place was the perfect respite for our multi-day stay! The clean and cozy space is perfectly situated close to trails and parks for our Australian shepherd, but only a short drive to all the shopping you’d need (e. g. ShopRite for groceries and necessities). We thoroughly enjoyed our stay and know you will too!
Top guest favorite

Home in Granby
5 out of 5 average rating, 7 reviewsLake 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 favorite

Home in Andover
4.98 out of 5 average rating, 55 reviewsSpacious Classic Lakefront Home with jet tub
CasimirRating, 5 stars3 months ago
I came here in the dead of winter for a writer's retreat with a fellow writer- AND I WOULD DO IT AGAIN! It was a beautiful and inspiring place to write. Perched on Andover Lake, it was too cold to frolic outside but that was actually liberating. There was a rocking chair-ottoman combo in the master bedroom looking out on the lake and watching it freeze while I worked on some writing was so peaceful and perfect. When I needed to switch it up, there was a writer's desk with the same view and I can not overstate how nice and productive it was to work from it. I am sure in the summer it's a really fun stay (there were kayaks and a dock for swimming) but I actually loved being isolated in such an idyllic place. It's near a few other homes but the road was low traffic enough for a cold weather run around half the lake. Marcie was super helpful with suggestions for places to eat. We didn't actually use the recs - but that only speaks to how nice the house was and how hard it was to leave!
Superhost

Apartment in Chester
4.77 out of 5 average rating, 196 reviewsQuiet getaway in the Berkshires
SebastianRating, 5 stars1 month ago
Very cozy apartment in a great location between Pioneer Valley and the Berkshires.
Guest favorite

Home in Otis
4.92 out of 5 average rating, 153 reviewsThe Pinnacle House at Otis Ridge Ski Area!
AmyRating, 5 stars2 months ago
Welcoming, tidy and clean home. Fully functional and amenable to families with young children. A perfect winter getaway spot given its proximity to Otis Ridge. Extremely easy to ski in and ski out. Mary Kay is a lovely host- extremely responsive, helpful and flexible.
Superhost

Home in Great Barrington
5 out of 5 average rating, 20 reviewsWaterfront, Dock, Sunsets and Kayaks!
MichaelRating, 5 stars9 months ago
We loved our time here. The house was perfect—clean, well appointed, new appliances. We cooked and grilled often. Being right on Lake Buel made for pristine, beautiful mornings and evenings, meals at sunset, long leisurely talks at the lake, it was truly a wonderful time away. The more athletic among us swam and kayaked. The rest of us loved just sitting, reading and talking at the dock. The house is an easy drive to all the Berkshire sites. My only caution is parking. I wouldn’t bring more than two cars preferably sedans or small SUV’s—nothing bigger. Parking is plentiful for that, but no more. The owners were so very responsive, kind, and really helpful. They wanted to make sure we had all we needed. We had some questions at the beginning, and they were easy to reach and solved our problems. Highly, highly recommend this beautiful home.
Top guest favorite

Bungalow in Old Lyme
4.94 out of 5 average rating, 306 reviewsPet Friendly Bungalow!!!
BrittanyRating, 5 stars3 days 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. 🌅♥️🐾
Superhost

Townhouse in Easthampton
4.85 out of 5 average rating, 310 reviewsIn style row house with private hot tub/pool table
MarkRating, 5 stars3 months ago
Great spot - close to the little downtown area with a few restaurants and bars. Lots of room and Ginny was very responsive and clear in her communications. Would definitely stay here again.
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