Places to stay in South Windsor

Book unique places to stay, houses, and more on Airbnb

Top-rated places to stay in South Windsor

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Top guest favorite

A serene lakeside scene featuring two blue Adirondack chairs positioned on a wooden deck. The calm water reflects the clear sky, with trees lining the shore and a stone jetty extending into the lake, creating a peaceful space for relaxation.

Home in Vernon

4.99 out of 5 average rating, 152 reviews

Luxe Bolton Lake

Past guests rave about the Luxe! Enjoy beautiful Middle Bolton Lake, and relax in the stylish comfort of our 3 bedroom/3 bathroom architecturally-designed home. The Luxe features an expansive direct waterfront, outdoor jacuzzi, gorgeous primary bedroom suite w/ private shower/tub, artistic furniture, cozy fireplace, coffee bar, complimentary snacks, WiFi, large deck, fire pit, kayaks, vintage aluminum canoe, board games, and much more. Come stay at the Luxe lake house and make lasting memories.

Top guest favorite

A private deck area is shown, featuring a sturdy railing and a smooth wooden floor. A comfortable chair is set beside a planter with vibrant flowers. Lush greenery is visible in the background, enhancing the serene atmosphere.

Guest suite in Vernon

4.98 out of 5 average rating, 188 reviews

Laura's Loft and Gallery, private suite

Unique and roomy space with private entrance, two bedrooms, full bath with tub shower, and plenty of room to relax. Kitchen space has mini fridge, microwave, toaster oven, hot plate, and crock pot. Pleasant living area opening to 2nd floor deck. WiFi with Ethernet also, great remote work space. Quiet and private, only common area shared with us is first floor entry into breezeway. Free parking on premises. Full coffee setup for your breakfast included, and homemade scones in seasonal flavors.

Top guest favorite

The kitchen space features organized storage including wooden shelves displaying a variety of spice jars, each labeled with different colors. A wooden box is placed on a counter next to measuring tools, indicating a prepared cooking area.

Place to stay in Coventry

4.99 out of 5 average rating, 109 reviews

Get Away Rock Farm Suite UConn Best Rated Clean

The Get Away Studio Suite on Rock Farm” is a quiet, safe, airy 600 sf open floor plan with 9ft ceilings. Peaceful secluded country setting 600ft in woods. Enjoy the comfy king bed, sofa bed, kitchen, dining, living area & full bath. All Sundries & amenities. DIY breakfast on us! Near malls, shopping, lakes, 13 min UCONN, 20 min Hartford, trails & parks only mins away. WE ARE 5 ⭐️ RATED CLEAN with excellent hospitality. Need more space? See The Hide Away https://www.airbnb.com/h/atrockfarm

Guest favorite

Guesthouse in Vernon

4.92 out of 5 average rating, 120 reviews

Cozy private one bedroom guest apt suite

Centrally located, just minutes from I84, 20 min to Uconn, 15 min to capital of Hartford, 1 hour drive to Cts famous casinos, 30 min to MGM Springfield, enjoy local dining close by. Private entrance guest suite with parking for one vehicle at your door. Private bedroom with double bed and pull out sofa in living room area, workspace, smart tv, internet ready, kitchenette with fridge, microwave, 2 burner cooktop, and coffee maker, snacks and refreshments, linens, some toiletries available

Guest favorite

A compact bathroom corner is showcased, featuring a white toilet alongside a small waste bin. A wall-mounted toilet paper holder is positioned nearby, while a decorative framed artwork adds a subtle touch to the light-colored walls.

Loft in Tolland

4.97 out of 5 average rating, 246 reviews

Cozy studio loft

Home away from home! In a serene, wooded area tucked away from the road, you'll find our studio loft mother-in-law apartment. Beautiful views with wildlife often spotted. Well-lit with many windows to let in the morning light. Suitable for a change of scenery while working remotely, a brief stay between locations, or your actual destination. UConn is minutes down the road. Looking for antiques? Stafford Speedway? Mohegan Sun or Foxwoods visits? Outdoor enthusiast? This place works for all!

Guest favorite

A modern bathroom features a large, white jetted tub surrounded by elegant marble walls. The tub includes built-in controls and a handheld showerhead mounted on the wall. Shelving inset into the wall displays toiletries, creating an organized appearance.

Home in Manchester

4.93 out of 5 average rating, 214 reviews

Paradise On The Hill Luxury Apartment.

Enjoy your own special and separated section of this beautiful, modern colonial home. This beautiful home includes an oversize living room with a comfortable Queen Size sectional sleeper sofa, oversize Master Bedroom and very large bathroom with spa like jets. His and hers closets. Beautiful kitchenette. 50 inch T.V., Free WiFi. , comfortable dining and more, all for the comfort and convenience of our guests.

Top guest favorite

Loft in Hartford

4.99 out of 5 average rating, 684 reviews

Loft - Queen Anne Row House in a historic district

Hosted by Judy and Greg, our home is close to art, culture, live theater, and restaurants. Our home is also close to major insurance companies, the state capitol and state of Connecticut offices. You’ll love the cozy 3rd floor loft. We also offer off street parking. Garage space is also available as an option. Our home is a perfect destination for couples, solo adventurers, and business travelers.

Guest favorite

An iron archway frames a charming garden space filled with various decorative items and plants. A red barn serves as a backdrop, while clouds drift above in a blue sky. Pathways made of stone create a welcoming atmosphere leading into the garden area.

Guest suite in East Granby

4.85 out of 5 average rating, 360 reviews

Staying at Ten Hillcrest

What I’ve always thought of as the perfect location! Private enough to see trees and birds and yet close enough to jump on the highway to anywhere. Conveniently located on a dead end street with no through traffic. On your way out take a left and head towards farm and eateries or take a right and head to the city of Hartford or Springfield. Just minutes from Bradley International Airport

Top guest favorite

An outdoor stone patio area is surrounded by lush greenery. Natural stone steps lead to a small seating area featuring a blue table and two matching chairs. The tranquil setting invites relaxation amidst the serene landscape.

Guesthouse in Glastonbury

4.92 out of 5 average rating, 205 reviews

Charming Barn Apartment

Our one bedroom apartment in a colonial barn has a country feeling but is a 10 minute drive into downtown Hartford, and halfway between Boston and New York City .There are woods on one side and from the living area look out on a hillside where you can sit for a spell or spend some time on the private stone patio right outside the door. There are beaches and casinos within an hours drive.

Guest favorite

The treehouse is elevated on wooden stilts, surrounded by vibrant autumn foliage. Large windows reflect warm light, showcasing a rustic wooden exterior. A staircase leads up to the entrance, inviting guests to explore this serene retreat among the trees.

Treehouse in Willington

4.91 out of 5 average rating, 445 reviews

Treehouse - Countryside - Farm Animals - Fire Pit

Top guest favorite

A large inground pool is surrounded by a paved patio, featuring a set of steps leading into the water. Lush greenery lines the perimeter, creating a secluded atmosphere. A small floating toy is visible on the surface, with a hose lying on the ground nearby.

Apartment in Enfield

4.99 out of 5 average rating, 238 reviews

FROG Suite Apartment

Welcome to the FROG Suite apartment, the prefect place in a comfy private space. Be it for work, pleasure, travel or leisure, this alluring updated space is located upstairs over the garage in a quiet residential neighborhood and includes a private keyless entry door lock. Apartment is located upstairs over the garage and is attached to the house.

Guest favorite

Home in South Windsor

4.91 out of 5 average rating, 149 reviews

Spacious 3 Bedroom Ranch With Office

Forget your worries in this spacious and serene space with room for 8. The entire first floor is yours to enjoy and there aren’t any shared spaces. Relax in the backyard or on the porch. Take advantage of 2 full bathrooms. Fully stocked kitchen awaits your inspiration. Many stores are within 10 minutes away from you. BDL is 20 minutes away,

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Popular amenities for South Windsor places to stay

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in South Windsor

Superhost

A workspace is featured with a desk made of natural wood and a rolling chair. A wall adorned with a textured design serves as a backdrop. Natural light filters through wooden blinds, illuminating a patterned area rug on the floor and a small cabinet nearby.

Home in Windsor Locks

5 out of 5 average rating, 3 reviews

Warm Woodland Retreat

DaniRating, 5 stars6 days ago

Zach is really proactive and kind. He left me alone , which is what I needed for this short trip, but made me feel like if I needed anything (recommendations, assistance, communications) he would be responsive and quick. The place is a cool New England house with a lot of charm. The neighbors are respectful and quiet. Youre minutes away from a lot of great Connecticut icons and Uber is accessible and cheap. I hope to stay here agin when I return in Sept. The upstairs room is challenging if there are mobility concerns - I would try to book the lower levels. All was wonderful and Zach was kind.

Guest favorite

A covered outdoor patio is illuminated by string lights, creating a warm ambiance. Comfortable seating is arranged around a table, while a barbecue grill is positioned nearby. The well-maintained lawn surrounds the patio, offering a spacious area for relaxation or gatherings.

Home in Manchester

4.9 out of 5 average rating, 42 reviews

Charming Cape Home, Close to All

ThayerRating, 5 stars1 week ago

This house was perfect for our group of four old college friends gathering to mark major birthdays happening throughout the year. The location was very convenient and easy to locate, and we especially enjoyed the comfortable outdoor seating areas. Beds and rooms were all comfortable, all necessities supplied, and everything worked as intended. Our host was very easy to communicate with, and accommodating with our request for early checkin. It was a great spot to relax and enjoy the area.

Superhost

A bright, inviting living area features a green couch and a wooden coffee table atop a decorative rug. A desk is positioned next to a window, where natural light filters through sheer curtains. Plants add a touch of greenery to the space.

Apartment in Manchester

4.69 out of 5 average rating, 16 reviews

Crested One Place - Heat & Free Parking included

JuanRating, 5 stars2 months ago

Godfrey was an incredibly responsive host! We arrived earlier than planned, and he was very accommodating. The home was spotless, well-organized, and the bed was exceptionally comfortable. Thank you for hosting us!

Superhost

A modern kitchen features white cabinetry and granite countertops. Natural light enters through nearby windows, illuminating the space. A stainless steel refrigerator stands beside a large sink with a contemporary faucet. A trash can is positioned discreetly along the wall, enhancing the kitchen's functionality.

Home in Ellington

4.8 out of 5 average rating, 66 reviews

Cheerful 3 bedroom home with large back yard

Olga MariaRating, 5 stars1 week ago

Mr. Andrew was great! Made sure we didn't go without. On my next trip I would LOVE to come back. I felt right at home.

Guest favorite

Cottage in Granby

4.89 out of 5 average rating, 199 reviews

The Little Red Schoolhouse ~ Circa 1877

JimRating, 5 stars1 month ago

Little Red School House was a pleasure to stay in and it was situated perfectly for our stay and needs. Beds are great. Location is GREAT!

Top guest favorite

A cozy outdoor seating area features a fire table with a vibrant flame, surrounded by a stone patio and a neatly landscaped yard. A variety of plants and decorative stones enhance the natural setting, providing a serene backdrop for relaxation.

Apartment in New Britain

4.95 out of 5 average rating, 193 reviews

Spacious Cozy Guest Suite

AlbertRating, 5 stars1 week ago

We booked this place to be close the the festival downtown and it was. 1.3 miles or 25 minutes walk. Perfect for us. The Airbnb was clean and spacious. Shower is a little small but ok. King bed is very comfortable. Yummy welcome treats on the table was a nice touch. Keurig pods and maker available for your pleasure. Well lit and very secure. Felt safe at all times. Great place to book if you need to stay in this area.

Guest favorite

A spacious living area features a large sectional sofa adorned with decorative pillows, offering comfortable seating. Large windows allow natural light to fill the room, highlighting the wooden floor and a coffee table at the center. A warm ambiance is complemented by tasteful artwork on the walls.

Home in Windsor

4.91 out of 5 average rating, 46 reviews

Quiet Comfy Getaway 3 BDR home

RandyRating, 5 stars1 week ago

We stayed at Drene’s place for a wedding weekend with a couple of friends. Everyone really felt at home and we loved the place. We even extended for an additional day. Her kitchen had everything we needed to prepare something for ourselves, and the building is in a very calm neighborhood. We would stay there again whenever we’re in town.

Top guest favorite

The pool area features a clear, inviting swimming pool surrounded by a spacious patio. Lounge chairs are arranged beside the water, and a waterslide is visible at one end. Lush greenery and a fenced yard create a private atmosphere for relaxation and leisure.

Guest suite in Enfield

5 out of 5 average rating, 137 reviews

Luxe 1822 Apt | Rain Shower | Plush beds | Firepit

JillianRating, 5 stars5 days ago

The guest house is absolutely beautiful! It has an antique, elegant vibe. The pool is amazing, heated. They were very responsive when I needed something, very kind and friendly. I will definitely recommend this location to others. Great way to start the summer!!

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Places to stay in South Windsor

Top-rated places to stay in South Windsor

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Popular amenities for South Windsor places to stay

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