Vacation rentals in South Windsor

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in South Windsor

Guests agree: these stays are highly rated for location, cleanliness, and more.

Guest favorite

Guest suite in Wethersfield

4.99 out of 5 average rating, 247 reviews

Bright, clean studio in charming Old Wethersfield

Clean, bright studio apartment in the charming village of Old Wethersfield. Stroll to cafes, village green, historic homes and museums. Minutes from I-91 with easy commuting access to downtown Hartford, business and tourist sites, universities, and Hartford Hospital/CCMC. The studio is an in-law suite above our garage. It is attached to our home but has its own keyed entrance. It has a full kitchen, bathroom with shower over tub, closet, queen-sized bed, kitchen table/chairs, and workspace.

Jul 24 – 31

$106 per night
Guest favorite

Guest suite in Vernon

4.98 out of 5 average rating, 145 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.

Sep 10 – 17

$100 per night
Guest favorite

Guesthouse in Glastonbury

4.96 out of 5 average rating, 133 reviews

Unique luxurious private building in historic area

Unique private space for sophisticated adult(s). Located just 7 miles from downtown Hartford, 1 mile from Route 2 & 84/91 interchange. Guests may relax in this completely renovated historic Barn, with covered parking, away from street view. Enjoy this luxurious space and the private gym which includes treadmill, eliptical, bike, free weights, boxing bags, and yoga space. Upstairs, walk the catwalk between spacious bedroom and full sized Office / Loft over looking historic Main Street.

Aug 27 – Sep 3

$133 per night

Popular amenities for South Windsor vacation rentals

Stay near South Windsor's top sights

Walmart Supercenter3 locals recommend
The Shoppes at Buckland Hills18 locals recommend
Buckland Hills 18 and IMAX7 locals recommend
Dave & Buster's6 locals recommend
The Promenade Shops at Evergreen Walk24 locals recommend
Artisanal Burger Company3 locals recommend

Other great vacation rentals in South Windsor

Guest favorite

Guest suite in Tolland

4.9 out of 5 average rating, 299 reviews

UCONN Hideaway

Apr 16 – 23

$99 per night
Guest favorite

Loft in Hartford

4.98 out of 5 average rating, 525 reviews

Loft - Queen Anne Row House in a historic district

Feb 27 – Mar 6

$90 per night
Guest favorite

Guesthouse in Granby

4.99 out of 5 average rating, 699 reviews

Windy Top Cottage ~ A Romantic "European" Getaway

Feb 28 – Mar 7

$141 per night
Guest favorite

Home in Southwick

4.99 out of 5 average rating, 177 reviews

Linny's Lakeview Cottage

Nov 19 – 26

$120 per night
Superhost

Home in South Windsor

4.84 out of 5 average rating, 19 reviews

Grampa Potatoes Homestead

Mar 5 – 12

$104 per night
Superhost

Apartment in Manchester

4.83 out of 5 average rating, 24 reviews

Luxury 1BR Manchester Oasis Apartment/Downtown

Dec 2 – 9

$80 per night
Guest favorite

Home in Manchester

5.0 out of 5 average rating, 15 reviews

2-BR Simplistic Retreat Minutes from Downtown

Aug 7 – 14

$110 per night
Guest favorite

Guest suite in Coventry

5.0 out of 5 average rating, 54 reviews

Get Away Rock Farm “5 Star” Suite UConn Lovely BnB

Jan 28 – Feb 4

$93 per night
Guest favorite

Home in South Windsor

4.92 out of 5 average rating, 92 reviews

Spacious 3 Bedroom Ranch With Office

Jan 19 – 26

$206 per night
Superhost

Home in Windsor

4.86 out of 5 average rating, 21 reviews

Quiet 3 BRS home with garages

Feb 26 – Mar 5

$108 per night
Superhost

Guesthouse in Vernon

4.95 out of 5 average rating, 40 reviews

Cozy private one bedroom guest apt suite

Oct 1 – 8

$81 per night
Guest favorite

Apartment in Ellington

5.0 out of 5 average rating, 18 reviews

Cozy Apartment in Ellington

Apr 14 – 21

$97 per night

Quick stats about vacation rentals in South Windsor

Total rentals

20 properties

Wifi availability

20 properties include access to wifi

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Pet-friendly rentals

10 properties allow pets

Total number of reviews

220 reviews

Nightly prices starting at

$20 before taxes and fees

Frequently Asked Questions

  • Do house rentals in South Windsor have free parking?

    Absolutely! We offer over 10 house rentals with free parking in South Windsor. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in South Windsor have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning in South Windsor. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in South Windsor?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with air conditioning, over 10 homes with free parking, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Do house rentals in South Windsor have a kitchen?

    Absolutely! We offer over 10 house rentals with a kitchen in South Windsor. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in South Windsor?

    Experience the best of South Windsor with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in South Windsor have wifi?

    Absolutely! We offer over 10 house rentals with wifi in South Windsor. Enjoy a tailored experience with all the comforts you desire.

  • Are there vacation rentals with a dedicated workspace in South Windsor?

    Yes! Work meets play with ease at over 10 vacation rentals in South Windsor featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in South Windsor?

    Four-legged friends are welcome in South Windsor. Choose from more than 10 vacation rentals for guests traveling with pets.

Destinations to explore