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,