South Windsor Holiday Rentals

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Our top choices for South Windsor holiday rentals

Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at this clean, cozy and well-decorated guest suite! Our host was very welcoming, and quickly responded to inquiries and messages. We would definitely plan to return here if we’re back in the area!"
United States
Jan E.
The price is AU$171
includes taxes & fees
15 Feb - 16 Feb
Entire guest suite in South Windsor, Connecticut

Newly Renovated 2 floor Getaway

Newly Renovated 2 floor Getaway
3.5 star property
Forest Park
The price is AU$955
includes taxes & fees
16 Feb - 17 Feb
Newly Renovated 2 floor Getaway

Charming 3 bed/2 bath town home with gorgeous back yard

Charming 3 bed/2 bath town home with gorgeous back yard
Forest Park
9.8 out of 10, Exceptional, (13 reviews)
"Clean, comfortable house exactly as described. Easy check-in and responsive host. All amenities worked well and everything we needed was provided. Would stay here again! Highly recommended if you are looking for a place to stay during AAU basketball tournaments - location was central to all the venues."
United States
Barbara W.
The price is AU$1,032
includes taxes & fees
14 Feb - 15 Feb
Charming 3 bed/2 bath town home with gorgeous back yard

New England Tiny Home Experience: Coffee & More!

New England Tiny Home Experience: Coffee & More!
3.0 star property
Main Street Historic District
The price is AU$471
includes taxes & fees
17 Feb - 18 Feb
New England Tiny Home Experience: Coffee & More!

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
East Granby
8.6 out of 10, Excellent, (4 reviews)
"Great Stay at the Olde Tobacco Barn. Was here for a work trip, and the place was perfect for our needs. House is set back really nicely and private. Host was super responsive and easy to deal with. Overall 5/5 stay. Thank you!"
United States
Sgt W.
The price is AU$756
includes taxes & fees
14 Feb - 15 Feb
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Stafford
9.6 out of 10, Exceptional, (31 reviews)
"Great location, beautiful view completely relaxing "
United States
Carlos T.
The price is AU$366
includes taxes & fees
17 Feb - 18 Feb
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Treehouse - Countryside - Farm Animals - Fire Pit

Treehouse - Countryside - Farm Animals - Fire Pit
Willington
9.4 out of 10, Exceptional, (30 reviews)
"The treehouse was great! It is as pictured, clean, small. The fireplace was connected to the thermostat which I thought was really cool. We got to see the animals on property which was an extra treat. There was a lot of extra spices, oils, water, coffee that we could use. Waking up with the windows all around and then going out on the balcony was so peaceful and nice. The only thing is the compost toilet smelled. We were there for one night and by the next day it smelled even putting the lid...
United States
Alyssa M.
The price is AU$366
includes taxes & fees
17 Feb - 18 Feb
Treehouse - Countryside - Farm Animals - Fire Pit

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Willington
9.6 out of 10, Exceptional, (14 reviews)
"Very nice country stay. "
United States
michael C.
The price is AU$439
includes taxes & fees
1 Mar - 2 Mar
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing

Fully Furnished Private Studio . Free GYM, Free Utilities, Free Parking & Wifi

Fully Furnished Private Studio . Free GYM, Free Utilities, Free Parking & Wifi
Downtown Hartford
The price is AU$322
includes taxes & fees
14 Feb - 15 Feb
Fully Furnished Private Studio . Free GYM, Free Utilities, Free Parking & Wifi

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

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Coventry Lake
9.2 out of 10, Wonderful, (40 reviews)
"Pet and family, friendly"
United States
Mary-Kate G
The price is AU$394
includes taxes & fees
23 Feb - 24 Feb
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks

Crested One Place - with Free Parking, Heat & AC

Crested One Place - with Free Parking, Heat & AC
Manchester
The price is AU$297
includes taxes & fees
3 Mar - 4 Mar
Crested One Place - with Free Parking, Heat & AC

Fully Furnished Private Loft Style Charm Trumbull Elevator

Fully Furnished Private Loft Style Charm Trumbull Elevator
Downtown Hartford
The price is AU$399
includes taxes & fees
22 Feb - 23 Feb
Fully Furnished Private Loft Style Charm Trumbull Elevator

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Ashford
9.0 out of 10, Wonderful, (26 reviews)
"Loved the views of the lake and the decor. "
United States
Beth L.
The price is AU$406
includes taxes & fees
17 Feb - 18 Feb
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Forest Park
9.0 out of 10, Wonderful, (28 reviews)
"Great. Placeto stay"
United States
Anonymous traveller
The price is AU$733
includes taxes & fees
16 Feb - 17 Feb
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

4-bedroom house in Windham - Pet Friendly - Thread City Family Escape
Windham
9.8 out of 10, Exceptional, (8 reviews)
"All and all a great place to stay."
United States
Anonymous traveller
The price is AU$779
includes taxes & fees
19 Feb - 20 Feb
4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield

Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield
Bloomfield
9.0 out of 10, Wonderful, (6 reviews)
"I had a great time and I felt very welcome"
United States
Avis b.
The price is AU$1,052
includes taxes & fees
15 Feb - 16 Feb
Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield

Comfy and Equipped for a Small Family - Webster Hill Suite1E

Comfy and Equipped for a Small Family - Webster Hill Suite1E
New Britain
10.0 out of 10, Exceptional, (2 reviews)
"Mr. Pete was very informative and professional, and Ms. Chona was very accommodating and very much willing and flexible in working with me when things were not ideal with in terms of a noisy neighbor. I absolutely will recommend this, not just because of the cleanliness and affordability of the place, but also because of the receptiveness of the hosts. "
United States
garnet h.
The price is AU$787
includes taxes & fees
14 Feb - 15 Feb
Comfy and Equipped for a Small Family - Webster Hill Suite1E

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, (4 reviews)
"Yes the host was amazing! Great communication, clean house, over all great stay "
United States
Arannie G.
The price is AU$619
includes taxes & fees
15 Feb - 16 Feb
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
10.0 out of 10, Exceptional, (5 reviews)
"This house was perfect for the 4 of us. We all had our own bedroom and shared the bath. It’s very clean and close to everywhere we were going! The home is modern and the beds were comfy! I would stay there again. Great home! "
United States
Lorie D.
The price is AU$392
includes taxes & fees
2 Mar - 3 Mar
Modern & Cozy Cape | 4 Bedroom House | Central Location

Private Apartment in Berlin

Private Apartment in Berlin
Berlin
9.2 out of 10, Wonderful, (5 reviews)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
United States
Daniel L.
The price is AU$381
includes taxes & fees
17 Feb - 18 Feb
Private Apartment in Berlin
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

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$247 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?

Amazing lake house with everything you need! : This holiday home rental outside of South Windsor is located on a lake, and has a patio, a selection of games and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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.