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South Windsor Holiday Rentals

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Check prices for these dates

In two weeks
4 Sept - 6 Sept
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for South Windsor holiday 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, (8 reviews)
"Good location"
United States
Arthur
The price is AU$194
includes taxes & fees
1 Sept - 2 Sept
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
9.6 out of 10, Exceptional, (7 reviews)
"Great stay. Gas stove was a highlight!"
United States
Domenic
The price is AU$296
includes taxes & fees
25 Aug - 26 Aug
Central Chic Pad - with Free Parking, Heat & AC
A living room with a green sofa, a coffee table, a TV, and a dining area with chairs and a table.

3. 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.
The price is AU$293
includes taxes & fees
30 Aug - 31 Aug
Crested One Place - with Free Parking, Heat & AC
A blue sofa with plaid pillows, a glass coffee table with a white flower centerpiece, and two potted plants.

4. 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.
The price is AU$340
includes taxes & fees
24 Aug - 25 Aug
Premier League Pad - with Free Parking, Heat & AC
A kitchen with wooden shelves, a toaster, and a sink.

5. 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
9.8 out of 10, Exceptional, (27 reviews)
"I would absolutely stay here again. It's perfectly located for seeing a show at Broad Brook Opera House. Parking and check in couldn't be easier. The room has everything you need for a very comfortable stay."
United States
Anthony
The price is AU$244
includes taxes & fees
27 Aug - 28 Aug
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
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.

6. 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.
The price is AU$326
includes taxes & fees
30 Aug - 31 Aug
TruStay in Central CT
A wooden deck with a staircase leading to a covered area with chairs.

7. Humble Abode #2

Humble Abode #2
Manchester Center
10.0 out of 10, Exceptional, (4 reviews)
"the place was clean bed was nice"
United States
Jonathan
The price is AU$234
includes taxes & fees
26 Aug - 27 Aug
Humble Abode #2
A wooden deck with a railing, a door, and a view of trees.

8. 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
10.0 out of 10, Exceptional, (10 reviews)
"Nice private place to stay."
United States
Brian A.
The price is AU$239
includes taxes & fees
23 Aug - 24 Aug
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.

9. 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.
The price is AU$428
includes taxes & fees
31 Aug - 1 Sept
Modern & Cozy Cape | 4 Bedroom House | Central Location
A living room with a TV, sofas, armchairs, and a fireplace.

10. 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
Willow Haven 2BR Cozy Retreat, Close to Hartford
A bedroom with a bed, two bedside lamps, a nightstand, a dresser, and artwork on the wall.

11. 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, (16 reviews)
"Great place"
United States
Jason
The price is AU$322
includes taxes & fees
1 Sept - 2 Sept
Peaceful pet friendly 1-bedroom with in unit laundry in enjoyable Manchester
A living room with a sectional sofa, a coffee table, a dining table with chairs, and a window with curtains.

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

Cozy 1-bedroom apartment in beautiful Manchester with AC,Free Parking
Manchester
The price is AU$372
includes taxes & fees
30 Aug - 31 Aug
Cozy 1-bedroom apartment in beautiful Manchester with AC,Free Parking
A modern living room with a flat-screen TV, a glass coffee table, and a staircase leading to another level.

13. 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, (28 reviews)
"Was a great stay"
United States
John S.
The price is AU$445
includes taxes & fees
23 Aug - 24 Aug
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
A room with a large potted tree, a wooden cabinet, a round table, and a sofa with a cushion.

14. The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (16 reviews)
"The property was clean and inviting. The basement game room was amazing"
United States
Michael P.
The price is AU$463
includes taxes & fees
24 Aug - 25 Aug
The Serene Skyway Retreat
A spacious kitchen with wooden cabinets, a large island, and a dining area with chairs and a rug.

15. Spacious Yard w/ Gazebo: Charming Windsor Retreat

Spacious Yard w/ Gazebo: Charming Windsor Retreat
Windsor
9.4 out of 10, Exceptional, (12 reviews)
"The place is easy to locate. It is as beautiful as the photo. Clean and spacious.I definitely would stay there again."
United States
Delores N.
The price is AU$877
includes taxes & fees
6 Sept - 7 Sept
Spacious Yard w/ Gazebo: Charming Windsor Retreat
A covered porch with wicker furniture, a potted plant, and a small table.

16. The Blue Back Bungalow

The Blue Back Bungalow
West Hartford
9.4 out of 10, Exceptional, (19 reviews)
"The bungalow is in a great location - close to I84 and West Hartford center. The kitchen had a lot of great appliances to make cooking easy. The coffee pot was a Keurig/carafe combo - which we really liked. We enjoyed drinking our morning coffee on the front porch. We would definitely stay her again!"
United States
Ben
The price is AU$453
includes taxes & fees
26 Aug - 27 Aug
The Blue Back Bungalow
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove. There is a dining table with chairs and a coffee maker on the table.

17. Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Windsor Locks
10.0 out of 10, Exceptional, (11 reviews)
"Super easy effective rental. Everything was clean and meet everyone one of our needs!"
United States
Matthew R.
The price is AU$765
includes taxes & fees
8 Sept - 9 Sept
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
A lakeside view with a sandy beach, kayaks, and a 'No Dogs' sign.

18. Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
9.0 out of 10, Wonderful, (48 reviews)
"The property was clean and accommodating."
United States
Ann Marie T.
The price is AU$380
includes taxes & fees
3 Sept - 4 Sept
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
A house with a stone chimney, a fire pit, and two Adirondack chairs in the yard.

19. Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
8.8 out of 10, Excellent, (53 reviews)
"Stayed for a wedding. Perfect stay!"
United States
Christine M.
The price is AU$418
includes taxes & fees
3 Sept - 4 Sept
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
A room with a bed, a bookshelf, a TV, a fireplace, and a door leading to another room.

20. Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Somers
9.6 out of 10, Exceptional, (8 reviews)
"This is a real gem of a find! I loved our stay here. GPS does take you to the back of the building but it’s located next to a large parking lot. Plenty of parking which was great for us because we have an extended cab f350 ford that does not fit into most parking spaces. The other great thing about this house is multiple showers and bathrooms. This is so rare in a CT house. I must’ve searched for hours. The host Pam was super friendly and was so quick to respond. The house was super stocked with...
United States
Jenny
The price is AU$497
includes taxes & fees
9 Sept - 10 Sept
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
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.
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Top South Windsor Hotel Reviews

Candlewood Suites Windsor Locks Bradley Arpt by IHG

Candlewood Suites Windsor Locks Bradley Arpt by IHG

10/10 Excellent
"The hallways and elevator need to be air conditioned."
Patricia 2-night trip
Posted 1 hour ago
Candlewood Suites Windsor Locks Bradley Arpt by IHG

Find out more about South Windsor

Everything you need to know about South Windsor holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the South Windsor holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

South Windsor holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A South Windsor holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of South Windsor holiday rentals we have selected for you start as low as AU$239 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on South Windsor rentals

At Expedia, we put the best South Windsor holiday 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 holiday.

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. 

Frequently asked questions

Are there holiday rentals in South Windsor?

Yes, there are holiday rentals in South Windsor close to Nomads Adventure Quest, or you can select a more secluded option if you're looking for a relaxing stay. 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 are some of the best holiday rentals that South Windsor has to offer?

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants: This holiday home rental outside of South Windsor has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a stovetop and a microwave.

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 holiday rental in South Windsor like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in South Windsor. Holiday rentals offer amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you to travel. You'll also find more space in a holiday rental than in a hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.