A city skyline at dusk with illuminated buildings and a prominent tower.

South Windsor Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
Oct 23 - Oct 25
In two months
Dec 4 - Dec 6
In three months
Jan 1 - Jan 3
In four months
Jan 29 - Jan 31

Our top choices for South Windsor vacation rentals

A modern living room with a sofa, a coffee table, and a rug.

1. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (12 reviews)
"Very clean and spacious! Would definitely recommend."
United States
Husam
$106 nightly
The price is $119
Oct 18 - Oct 19
Total with taxes and fees
Entire guest suite in South Windsor, Connecticut
A living room with a dining area, a TV, and a large window with a view of buildings.

2. Central Chic Pad - with Free Parking, Heat & AC

Central Chic Pad - with Free Parking, Heat & AC
Manchester
9.4 out of 10, Exceptional, (8 reviews)
"Great stay. Gas stove was a highlight!"
United States
Domenic
$209 nightly
The price is $222
Oct 12 - Oct 13
Total with taxes and fees
Central Chic Pad - with Free Parking, Heat & AC
A blue sofa with plaid pillows, a glass coffee table with a white flower centerpiece, and two potted plants.

3. Premier League Pad - with Free Parking, Heat & AC

Premier League Pad - with Free Parking, Heat & AC
Manchester
10.0 out of 10, Exceptional, (3 reviews)
"Perfect place to stay if you need to stay in Manchester. The apartment was so clean and accommodating. The host was very easy to communicate with! I would gladly stay here again!"
United States
Corey J.
$240 nightly
The price is $257
Oct 12 - Oct 13
Total with taxes and fees
Premier League Pad - with Free Parking, Heat & AC
A living room with a TV, sofas, armchairs, and a fireplace.

4. Willow Haven 2BR Cozy Retreat, Close to Hartford

Willow Haven 2BR Cozy Retreat, Close to Hartford
Manchester
8.0 out of 10, Very good, (2 reviews)
"Very friendly and easy to work with host. Communication was excellent. Home was very comfortable and convenient. Would have loved more towels, blankets and pillows. Adding towel hooks in bathroom and second sink area would be excellent. It was a great location."
United States
alissa
$402 nightly
The price is $473
Oct 20 - Oct 21
Total with taxes and fees
Willow Haven 2BR Cozy Retreat, Close to Hartford
A living room with a green sofa, a coffee table, a TV, and a dining area with chairs and a table.

5. Crested One Place - with Free Parking, Heat & AC

Crested One Place - with Free Parking, Heat & AC
Manchester
10.0 out of 10, Exceptional, (1 review)
"Perfect place for a quick stay"
United States
phillip s.
$213 nightly
The price is $226
Nov 10 - Nov 11
Total with taxes and fees
Crested One Place - with Free Parking, Heat & AC
A bedroom with a bed, bedside tables, a nightstand, and a patterned rug.

6. Premium Enjoyable 1-bedroom apartment in central Manchester

Premium Enjoyable 1-bedroom apartment in central Manchester
Manchester
$184 nightly
The price is $208
Oct 12 - Oct 13
Total with taxes and fees
Premium Enjoyable 1-bedroom apartment in central Manchester
A modern living room with a gray sofa, a coffee table, and a dining area with a table and chairs. There is a TV and a plant in the room.

7. TruStay in Central CT

TruStay in Central CT
Manchester
10.0 out of 10, Exceptional, (1 review)
"The apartment was immaculate. Everything new, Very comfortable."
United States
Maxine L.
$229 nightly
The price is $244
Nov 10 - Nov 11
Total with taxes and fees
TruStay in Central CT
A living room with a sectional sofa, a coffee table, a dining table with chairs, and a window with curtains.

8. Cozy 1-bedroom apartment in beautiful Manchester with AC,Free Parking

Cozy 1-bedroom apartment in beautiful Manchester with AC,Free Parking
Manchester
$216 nightly
The price is $245
Oct 25 - Oct 26
Total with taxes and fees
Cozy 1-bedroom apartment in beautiful Manchester with AC,Free Parking
A kitchen cabinet with shelves holding glasses, bowls, and plates.

9. Perfect comfort 1-bedroom apartment in welcoming Manchester for your stay

Perfect comfort 1-bedroom apartment in welcoming Manchester for your stay
Manchester
Perfect comfort 1-bedroom apartment in welcoming Manchester for your stay
A bedroom with a bed, two bedside lamps, a nightstand, a dresser, and artwork on the wall.

10. Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester

Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester
Manchester Center
10.0 out of 10, Exceptional, (18 reviews)
"Great place"
United States
Jason
$189 nightly
The price is $214
Oct 12 - Oct 13
Total with taxes and fees
Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester
A wooden deck with a staircase leading to a covered area with chairs.

11. Humble Abode #2

Humble Abode #2
Manchester Center
10.0 out of 10, Exceptional, (6 reviews)
"the place was clean bed was nice"
United States
Jonathan
$140 nightly
The price is $158
Oct 13 - Oct 14
Total with taxes and fees
Humble Abode #2
A kitchen with wooden shelves, a toaster, and a sink.

12. Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.

Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
East Windsor
9.6 out of 10, Exceptional, (28 reviews)
"Great stay and location for a single traveler with a dog! Owners were good communicators. Would stay again!"
United States
Nicole G.
$153 nightly
The price is $173
Oct 13 - Oct 14
Total with taxes and fees
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
A wooden deck with a railing, a door, and a view of trees.

13. Cozy 1-bedroom apartment in enchanting Manchester, with A/C & wifi, kitchen

Cozy 1-bedroom apartment in enchanting Manchester, with A/C & wifi, kitchen
Manchester Center
9.6 out of 10, Exceptional, (17 reviews)
"Nice private place to stay."
United States
Brian A.
$150 nightly
The price is $170
Oct 18 - Oct 19
Total with taxes and fees
Cozy 1-bedroom apartment in enchanting Manchester, with A/C & wifi, kitchen
A living room with a staircase, red and grey sofas, a coffee table, and a red door.

14. Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
9.8 out of 10, Exceptional, (10 reviews)
"Great place"
United States
John S.
$272 nightly
The price is $308
Oct 12 - Oct 13
Total with taxes and fees
Modern & Cozy Cape | 4 Bedroom House | Central Location
A bedroom with a bed, a bedside table, a lamp, and two framed pictures on the wall.

15. Red Door Retreat

Red Door Retreat
Vernon
$298 nightly
The price is $340
Oct 12 - Oct 13
Total with taxes and fees
Red Door Retreat
A modern living room with a flat-screen TV, a glass coffee table, and a staircase leading to another level.

16. Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.2 out of 10, Wonderful, (30 reviews)
"Was a great stay"
United States
John S.
$273 nightly
The price is $309
Nov 1 - Nov 2
Total with taxes and fees
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
A modern bedroom with a large bed, a wooden wardrobe, a small round table, and a window with blinds.

17. Modern Private Furnished Studio Downtown Hartford

Modern Private Furnished Studio Downtown Hartford
Downtown Hartford
7.4 out of 10, Good, (3 reviews)
"I had wondered about the amenities. the coffee pot was not cleaned , actually had mold in it , and the carpet was lifting at one corner, where i kept tripping on it. I certainly appreciated the rest ! As it was during the turkey holiday and easy to find through downtown Hartford "
United States
Lynnett
$186 nightly
The price is $211
Nov 2 - Nov 3
Total with taxes and fees
Modern Private Furnished Studio Downtown Hartford
A modern reception area with a counter, two chairs, a small table, and a carpeted floor.

18. 1 King Bed|Non-Smoking,Micfridge

1 King Bed|Non-Smoking,Micfridge
Enfield
9.0 out of 10, Wonderful, (7 reviews)
$70 nightly
The price is $81
Oct 12 - Oct 13
Total with taxes and fees
1 King Bed|Non-Smoking,Micfridge
A multi-story building with a brick facade, large windows, and a street lamp.

19. Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator

Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
Downtown Hartford
9.0 out of 10, Wonderful, (8 reviews)
"Nice place"
United States
Bonita T.
$192 nightly
The price is $218
Nov 1 - Nov 2
Total with taxes and fees
Cozy 1bedroom Apt Loft Style in welcoming Hartford with WiFi, AC, Elevator
A modern kitchen with a central island, stainless steel appliances, and black cabinets.

20. Fully Furnished Private Apartment, Elevator, Wi-Fi A/C

Fully Furnished Private Apartment, Elevator, Wi-Fi A/C
Downtown Hartford
9.0 out of 10, Wonderful, (2 reviews)
"Great place downtown Hartford! Clean and quiet and minutes from everything! My only issue was that it claims to be fully furnished but there is no iron or steamer. Guests are often traveling in for events so having that on hand is essential. Other than that all was wonderful!"
United States
Shea O.
$203 nightly
The price is $230
Nov 2 - Nov 3
Total with taxes and fees
Fully Furnished Private Apartment, Elevator, Wi-Fi A/C
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top South Windsor Hotel Reviews

Motel 6 Enfield, CT - Hartford

Motel 6 Enfield, CT - Hartford

8/10 Good
"One of the better Motel 6's we have stayed at"
Emma 1-night trip
Posted less than an hour ago
Motel 6 Enfield, CT - Hartford

Find out more about South Windsor

Everything you need to know about South Windsor vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the South Windsor vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect South Windsor vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

South Windsor vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in South Windsor. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit South Windsor in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $77 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on South Windsor rentals

At Expedia, we put the best South Windsor vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top South Windsor rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream South Windsor vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around South Windsor. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

Frequently asked questions

Are there vacation rentals in South Windsor?

Yes, we offer vacation rentals in South Windsor near Nomads Adventure Quest, or you can choose a secluded option if you're looking for extra privacy while you relax. South Windsor is known for its shopping and golf courses. Make sure you have time to check out the restaurants while you're in the area.

What's the top vacation rental in South Windsor?

Cabin Love at the Lake: This vacation home rental outside of South Windsor offers a fireplace, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of games.

What’s there to see and do in South Windsor?

Connecticut River and South Windsor Bark Park are a couple of scenic spots to enjoy the outdoors, whereas Wood Memorial Library & Museum is one of the cultural attractions. Other places in town to visit include Nomads Adventure Quest and Promenade Shops at Evergreen Walk.

What’s a vacation rental in South Windsor like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in South Windsor. Vacation rentals offer extras such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and lobbies packed with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great choice for a family trip.