Vacation rentals in South Windsor

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Popular amenities for South Windsor vacation rentals

Stay near South Windsor's top sights

The Promenade Shops at Evergreen Walk15 locals recommend
The Shoppes at Buckland Hills7 locals recommend
Buckland Mall and Pavillon Dr station11 locals recommend
Rein's New York Style Deli4 locals recommend
Buckland Hills 18 and IMAX8 locals recommend
The Mill on the River3 locals recommend

Other great vacation rentals in South Windsor

Guest favorite
A screened porch is visible, featuring a spacious, painted gray wooden floor. White railings provide a boundary, while surrounding trees display autumn foliage in shades of yellow, orange, and red. The area is well-lit by natural light, creating a bright and airy environment.
Home in Montville
4.89 out of 5 average rating, 62 reviews

Hidden Gem Quite Dead-end St Near All Casinos

TaTanishaRating, 5 stars1 month ago
Great place to stay clean and close to the event we went to… they were helpful and allowed us to stay 1 hr longer for our convenience… there was only one TV in the house so if you have kids make sure they have their tablets or they will control the one TV other than that it was enough space for us…. Thanks
Guest favorite
A scenic view reveals rolling hills and vibrant foliage under a clear blue sky. Sunlight filters through the trees, creating a serene atmosphere. The lush landscape extends toward the horizon, showcasing a blend of greens and autumn colors.
Home in Otis
4.92 out of 5 average rating, 153 reviews

The 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.
Top guest favorite
The inviting living area is characterized by high beam ceilings and a stone fireplace. A stylish coffee table with a cowhide design sits at the center, surrounded by colorful seating. A flat-screen television is positioned for easy viewing, with natural light streaming from large windows.
Cottage in Guilford
4.99 out of 5 average rating, 136 reviews

"Red House on the Knoll" at Indian Cove

MaryRating, 5 stars3 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 favorite
A wooden dock extends over the calm water, featuring two Adirondack chairs positioned to enjoy the scenic views. A ladder is attached to the dock, providing access to the water. Lush greenery surrounds the area, contributing to a peaceful ambiance.
Bungalow in Old Lyme
4.94 out of 5 average rating, 308 reviews

Pet Friendly Bungalow!!!

AlexanderRating, 5 stars1 week ago
Our stay at June’s bungalow was the perfect weekend escape we needed to reset and recharge. From the start, June was incredibly warm, kind, and attentive—she truly went above and beyond to make sure we felt welcome. Communication was seamless, and her local recommendations were spot-on. The bungalow itself is charming, cozy, and thoughtfully stocked with everything you could possibly need. It’s also wonderfully pet-friendly—our dog had the best time exploring and relaxing right alongside us. We couldn’t have asked for a better experience and would wholeheartedly recommend June’s place to anyone looking for a peaceful and pet-friendly getaway.
Superhost
A serene beach scene captures gentle waves lapping at smooth stones along the shoreline. Soft, sandy areas are visible in the distance, with greenery lining the coast. A cloudy sky provides a soft light over the tranquil waters.
Home in Waterford
4.94 out of 5 average rating, 18 reviews

Summer Beach Cottage Harknes, Ocean Beach N

JenniferRating, 5 stars8 months ago
It was a perfect spot for our little family vacation. We were so close to a few really nice beaches and the area is a short drive to mystic aquarium and village. Patsy and family are very nice and gave some great suggestions for activities in the area.
Superhost
A cozy wooden cabin is surrounded by lush greenery, featuring a welcoming porch with a sturdy railing. Sunlight casts gentle shadows across the textured facade, showcasing the natural wood shingles and spacious windows. A well-kept lawn enhances the inviting atmosphere.
Home in Cornwall
4.83 out of 5 average rating, 98 reviews

State Forest Getaway

MattRating, 5 stars5 days ago
Such a gracious host, easy and everything was flawless. The space is just magical, so relaxing, and the surrounding areas are beautiful. Feels like home from the minute you walk in.
Guest favorite
A shaded porch is visible, featuring a round table with a floral tablecloth and several chairs. The tranquil ocean is seen in the background, while distant land can be discerned on the horizon. Soft light illuminates the space, enhancing the inviting setting.
Home in Woodmont
4.98 out of 5 average rating, 43 reviews

Beachfront paradise- come, stay, relax!

TheoRating, 5 stars4 months ago
we rented La Spiaggia in December, and while it's mostly going to be more beautiful and better in the summer (since it's a beach house) it was still perfectly fine in the winter; well insulated and with good strong heaters. speaking of the beach I can't stress enough of how close this place is to the water; I'm talking literally ten steps to the sand. I would certainly recommend the place as a great summer getaway!
Top guest favorite
Home in Old Saybrook
5 out of 5 average rating, 50 reviews

Great Hammcock Getaway, Nearby beaches, Hot tub

ChrisRating, 5 stars2 days ago
My family and I enjoyed our stay. The accommodation was well appointed with all ameneties and cooking utilities to provide for a wonderful stay. We enjoyed the private back yard area and porch for dinners outside. Harvey's Beach is a walkable and we enjoyed some beach time there. Irina is a very responsive host and provided some great local tips on restaruants and places to visit. We would recommend this spot for folks looking for a location both close to beaches and town area. The accommodation is welcoming and very suitable for families or groups.

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