South Windsor Vacation Rentals

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Check prices for these dates

In two weeks
Mar 13 - Mar 15
In two months
Apr 24 - Apr 26
In three months
May 22 - May 24
In four months
Jun 19 - Jun 21

Our top choices for South Windsor vacation rentals

Smart TV

Vacation Home in South Windsor

Entire guest suite in South Windsor, Connecticut
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 ￥13,396
￥18,506 total
includes taxes & fees
Feb 26 - Feb 27
Entire guest suite in South Windsor, Connecticut
Property grounds

Cabin in Coventry Lake

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
8.8 out of 10, Excellent, (48 reviews)
"It was great! Thank you :-) "
United States
Becki S.
The price is ￥16,993
￥41,869 total
includes taxes & fees
Feb 25 - Feb 26
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Beach nearby

Cabin in Coventry Lake

Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
9.2 out of 10, Wonderful, (40 reviews)
"Pet and family, friendly"
United States
Mary-Kate G
The price is ￥16,745
￥41,584 total
includes taxes & fees
Feb 25 - Feb 26
Lake - PetsOK - Wi-Fi - W&D - Fire Pit - Kayaks
Exterior

Cabin in Willington

Treehouse - Countryside - Farm Animals - Fire Pit
9.4 out of 10, Exceptional, (30 reviews)
"Safe, inviting stay."
United States
Gabe M.
The price is ￥14,598
￥38,437 total
includes taxes & fees
Feb 26 - Feb 27
Treehouse - Countryside - Farm Animals - Fire Pit
Terrace/patio

Cottage in Stafford

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
9.6 out of 10, Exceptional, (33 reviews)
"Great location, beautiful view completely relaxing "
United States
Carlos T.
The price is ￥11,830
￥39,855 total
includes taxes & fees
Feb 25 - Feb 26
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Interior

Vacation Home in Windham

4-bedroom house in Windham - Pet Friendly - Thread City Family Escape
9.8 out of 10, Exceptional, (8 reviews)
"All and all a great place to stay."
United States
Anonymous traveler
The price is ￥20,157
￥81,324 total
includes taxes & fees
Feb 25 - Feb 26
4-bedroom house in Windham - Pet Friendly - Thread City Family Escape
Interior

Vacation Home in Coventry Lake

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
9.8 out of 10, Exceptional, (36 reviews)
"We were in town for a family event and the cottage was a perfect choice!Very comfortable, well appointed and just steps from the lake!I'll definitely book again next time I'm in town!"
United States
George J.
The price is ￥17,567
￥42,316 total
includes taxes & fees
Feb 26 - Feb 27
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
Exterior

Cabin in Ashford

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
9.0 out of 10, Wonderful, (26 reviews)
"Loved the views of the lake and the decor. "
United States
Beth L.
The price is ￥14,722
￥38,580 total
includes taxes & fees
Feb 26 - Feb 27
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
Property grounds

Apartment in Willington

Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
9.6 out of 10, Exceptional, (14 reviews)
"Very nice country stay. "
United States
michael C.
The price is ￥19,815
￥44,649 total
includes taxes & fees
Mar 2 - Mar 3
Farm - Animals - Barn - Gazebo - Fire Pit - 2xKing
Interior

Apartment in Manchester Center

Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester
10.0 out of 10, Exceptional, (7 reviews)
"Cute, comfortable, quiet accommodation. It was perfect for our visit to Hartford. "
United States
Diana V.
The price is ￥18,557
￥30,658 total
includes taxes & fees
Mar 8 - Mar 9
Cozy 1-bedroom with WiFi, central air, in unit laundry in enjoyable Manchester
Smart TV

Apartment in Manchester

Crested One Place - with Free Parking, Heat & AC
The price is ￥13,338
￥32,040 total
includes taxes & fees
Mar 23 - Mar 24
Crested One Place - with Free Parking, Heat & AC
Property grounds

Apartment in Manchester Center

Humble Abode #2
10.0 out of 10, Exceptional, (1 review)
"the place was clean bed was nice"
United States
Jonathan
The price is ￥18,557
￥24,433 total
includes taxes & fees
Mar 2 - Mar 3
Humble Abode #2
Fridge, microwave, stovetop, coffee/tea maker

Apartment in East Windsor

Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
10.0 out of 10, Exceptional, (21 reviews)
"Clean place, simple check in, over great!"
United States
Allison S.
The price is ￥20,598
￥26,781 total
includes taxes & fees
Feb 26 - Feb 27
Have the perfect stay in a cozy studio, nestled in the heart of Broad Brook.
Smart TV

Apartment in Manchester

Premier League Pad - with Free Parking, Heat & AC
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 ￥17,474
￥37,772 total
includes taxes & fees
Feb 25 - Feb 26
Premier League Pad - with Free Parking, Heat & AC
Outdoor dining

Vacation Home in Ashford

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
9.4 out of 10, Exceptional, (20 reviews)
"Beautiful location. Great communication with host who continually checked in with us. Home had everything we needed to host my daughter and her friends for a great dinner for UCONN family weekend. Will definitely be back! "
United States
Michelle L.
The price is ￥32,706
￥61,582 total
includes taxes & fees
Mar 1 - Mar 2
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Exterior

Vacation Home in Middletown

Family Stays: Middletown, CT
10.0 out of 10, Exceptional, (21 reviews)
"A truly wonderful experience! The host and home were amazing and we’ll definitely be staying here again!"
United States
Harmony R.
The price is ￥19,330
￥36,611 total
includes taxes & fees
Mar 4 - Mar 5
Family Stays: Middletown, CT
Interior

Vacation Home in Manchester Center

Modern & Cozy Cape | 4 Bedroom House | Central Location
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 ￥18,711
￥43,013 total
includes taxes & fees
Mar 8 - Mar 9
Modern & Cozy Cape | 4 Bedroom House | Central Location
Smart TV, fireplace

Vacation Home in Windsor Locks

The Serene Skyway Retreat
9.0 out of 10, Wonderful, (12 reviews)
"Pretty house. Great host. Enjoyable stay. Will definitely consider renting it out again, if the opportunity arises.."
United States
Apex A.
The price is ￥14,110
￥45,187 total
includes taxes & fees
Mar 1 - Mar 2
The Serene Skyway Retreat
Smart TV

Apartment in Southington

#23 *COMFORT & LUXURY* 3 BR/2 BA House
9.8 out of 10, Exceptional, (8 reviews)
"Place was just as advertised. It was clean, comfy, nice neighborhood. Check in and out was easy with no issues. "
United States
Ryan A.
The price is ￥24,654
￥54,022 total
includes taxes & fees
Mar 8 - Mar 9
#23 *COMFORT & LUXURY* 3 BR/2 BA House
Smart TV

Vacation Home in Manchester

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
9.6 out of 10, Exceptional, (17 reviews)
"House was great & close to where we needed to be. "
United States
Erica M.
The price is ￥18,402
￥43,276 total
includes taxes & fees
Mar 1 - Mar 2
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
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

Comfort Inn Wethersfield - Hartford

Comfort Inn Wethersfield - Hartford

8/10 Good
"Clean room "
Felicia 2-night trip
Posted 2 days ago
Comfort Inn Wethersfield - Hartford

Find out more about South Windsor

Search for holiday rentals in South Windsor on Expedia! You can easily find your home rentals, villas, holiday apartments in South Windsor using one of the methods below:

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Look no further and take a look at our great range of rental properties in South Windsor!

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?

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford: This vacation home rental outside of South Windsor has air-conditioning and laundry facilities 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.

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.