Vacation rentals in South Windsor

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Top-rated vacation rentals in South Windsor

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Guest favorite

Guest suite in Tolland

4.9 out of 5 average rating, 300 reviews

UCONN Hideaway

Open, light floor plan with TV and cable sleeping 4 adults 1 full bed and twin bed w/ pull out sofa. Private access and parking. Full kitchen and full bathroom. Quiet rural area with quick access to Interstate 84 and Hartford. There are parks and tennis courts and walking trails very close to Our UCONN Hideaway. Later in the year you will see the beautiful flowers and vegetables that fill the yard. We are organic landscapers and use no harmful chemicals or practices in our business,home or yard.

Guest favorite

Guest suite in Wethersfield

4.99 out of 5 average rating, 251 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.

Guest favorite

Guest suite in Vernon

4.98 out of 5 average rating, 147 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.

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.

Superhost

Apartment in East Windsor

4.8 out of 5 average rating, 15 reviews

Modern Cozy Studio

Experience the perfect stay in this cozy studio, nestled in the heart of Broad Brook. You'll be conveniently close to local restaurants, the Opera House, and just a short drive from Bradley International Airport, Hartford, CT, and Springfield, MA. Plus, we're pet-friendly! Enjoy direct access to Mill Pond for canoeing, kayaking, and fishing, with easy ground-level entry. Stay connected with free WiFi and a computer at your disposal. Your comfort is our priority!

Superhost

Home in South Windsor

4.84 out of 5 average rating, 19 reviews

Grampa Potatoes Homestead

You will be close to everything when you stay at this centrally-located home. Located just 10 minutes from downtown Hartford where there are many attractions, sporting events, concerts, museums and restaurants. The property abuts Fairway Mini Golf & Batting Cages serving ice cream and burgers. You can relax on the back porch or around the fire pit in the spacious back yard. Enjoy the beautiful updated kitchen with views of the back yard.

Guest favorite

Home in Manchester

4.94 out of 5 average rating, 174 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.

Guest favorite

Loft in Hartford

4.98 out of 5 average rating, 529 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

Guesthouse in Glastonbury

4.91 out of 5 average rating, 171 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

Guest suite in East Granby

4.84 out of 5 average rating, 273 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

Guest favorite

Apartment in Enfield

4.99 out of 5 average rating, 141 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

Guest suite in Tolland

4.97 out of 5 average rating, 147 reviews

The Carriage House

Nestled in the woods, this secluded lower guest suite offers everything you will need for a relaxing stay. A very easy 20 minutes to Hartford or a quick 15 to UCONN. Private, full kitchen, bathroom, and laundry. Free level 2 EV car charging. Tons of space, a sunny deck and private entry. Ideal for a quick weekend or an extended stay.

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for South Windsor vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

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

Home in South Windsor

4.92 out of 5 average rating, 96 reviews

Spacious 3 Bedroom Ranch With Office

Superhost

Apartment in Windsor Locks

4.85 out of 5 average rating, 94 reviews

Apt near Bradley airport Six Flags with parking

Guest favorite

Apartment in Manchester

4.79 out of 5 average rating, 14 reviews

Premier League Pad

Guest favorite

Home in Glastonbury

4.79 out of 5 average rating, 48 reviews

Idyllic Ranch, Centrally Located

Guest favorite

Apartment in Vernon

5.0 out of 5 average rating, 9 reviews

The Garden House!

Guest favorite

Guest suite in Manchester

5.0 out of 5 average rating, 13 reviews

Serene Getaway- Nature, & Fire Pit

Superhost

Home in Windsor

4.86 out of 5 average rating, 21 reviews

Quiet 3 BRS home with garages

Guest favorite

Guest suite in Coventry

5.0 out of 5 average rating, 57 reviews

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

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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
240 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 free parking, over 10 homes with wifi, over 10 homes with a kitchen, over 10 homes with air conditioning, 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.

Vacation rentals in South Windsor

Top-rated vacation rentals in South Windsor

Vacation rentals for every style

Hotels

Unique stays

Homes

Popular amenities for South Windsor vacation rentals

Stay near South Windsor's top sights

Other great vacation rentals in South Windsor

Home in South Windsor

Apartment in Windsor Locks

Apartment in Manchester

Home in Glastonbury

Apartment in Vernon

Guest suite in Manchester

Home in Windsor

Guest suite in Coventry

Quick stats about vacation rentals in South Windsor

Total rentals

Wifi availability

Rentals with dedicated workspaces

Pet-friendly rentals

Total number of reviews

Nightly prices starting at

Frequently Asked Questions

Do house rentals in South Windsor have free parking?

Do house rentals in South Windsor have air conditioning?

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

Do house rentals in South Windsor have a kitchen?

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

Do house rentals in South Windsor have wifi?

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

Are there pet-friendly vacation rentals in South Windsor?

Destinations to explore