South Windsor Vacation Rentals

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Dec 8 - Dec 9
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Dec 9 - Dec 10
This weekend
Dec 12 - Dec 14
Next weekend
Dec 19 - Dec 21

Vacation Rentals in South Windsor

Iron/ironing board, WiFi, bed sheets
Lux Boutique Large Private LOFT Pratt St Hartford

Apartment in Downtown Hartford

8.4 out of 10, Very Good, (23)
"Very clean and spacious! Loved all the amenities. Room itself was a bit echoey, but nice and quiet."
United States
Kiara
$135 nightly
The price is $152
Dec 9 - Dec 10
Total with taxes and fees
Lux Boutique Large Private LOFT Pratt St Hartford
Fridge, microwave, oven, stovetop
Private Apartment in Berlin

Vacation Home in Berlin

2.0 star property
9.2 out of 10, Wonderful, (5)
"We visited over a holiday weekend. The house is clean and a good size for the 3 adults in our group and our dog. It is in walking distance to several stores and a park. We would stay again if we were in the area. "
United States
Stacy B.
$279 nightly
The price is $316
Dec 9 - Dec 10
Total with taxes and fees
Private Apartment in Berlin
TV
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage

Vacation Home in New Britain

10.0 out of 10, Exceptional, (8)
" Heck-on was smooth and the kitchen and facilities were great. "
United States
Elizabeth P.
$218 nightly
The price is $246
Dec 14 - Dec 15
Total with taxes and fees
Clean, Bright & Private WHOLE HOUSE 4 YOU. Safe, Centrally Located, Garage
Property grounds
Treehouse - Countryside - Farm Animals - Fire Pit

Cabin in Willington

9.4 out of 10, Exceptional, (28)
"My husband and I were exploring a number of birding hotspots in the quiet corner and decided to try the treehouse. We woke to the dawn bird chorus (without any ambient road noise). Just dreamy!"
United States
Jennifer H.
$225 nightly
The price is $255
Dec 9 - Dec 10
Total with taxes and fees
Treehouse - Countryside - Farm Animals - Fire Pit
Fridge, microwave, oven, stovetop
Charming 3-Bedroom Home with Modern Comforts in West Hartford

Vacation Home in West Hartford

2.0 star property
8.6 out of 10, Excellent, (9)
"Great house in a safe neighborhood with a fenced in yard. Amenities provided. "
United States
Ben H.
$272 nightly
The price is $307
Dec 9 - Dec 10
Total with taxes and fees
Charming 3-Bedroom Home with Modern Comforts in West Hartford
Full-size fridge, microwave, oven, dishwasher
Newly Renovated 2 floor Getaway

Apartment in Forest Park

3.5 star property
$594 nightly
The price is $654
Jan 8 - Jan 9, 2026
Total with taxes and fees
Newly Renovated 2 floor Getaway
Microwave
Cozy apartment in charming Hartford with AC, WiFi

Apartment in Downtown Hartford

8.8 out of 10, Excellent, (9)
"Very nice for one night"
United States
Jack
Cozy apartment in charming Hartford with AC, WiFi
HOMEY HOMEY

Apartment in Sixteen Acres

2.8 out of 10, (5)
"We did not even stay. The upstairs has access to the basement door so I did not at all feel comfortable. And there is a terrible mildew smell. "
United States
Erin N.
$147 nightly
The price is $167
Dec 9 - Dec 10
Total with taxes and fees
HOMEY HOMEY
Interior
Modern Family Retreat | Near Downtown Hartford | Sleeps 10

Vacation Home in Bloomfield

2.0 star property
9.4 out of 10, Exceptional, (3)
"There were 7 of us staying for a Wedding near by. The home was bright, clean and very roomy. I would 100% stay here again. Host was on top of everything!! "
United States
Joslynn T.
$607 nightly
The price is $688
Dec 11 - Dec 12
Total with taxes and fees
Modern Family Retreat | Near Downtown Hartford | Sleeps 10
Fridge, microwave, oven, stovetop
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

Vacation Home in Manchester

9.8 out of 10, Exceptional, (6)
"Spacious, clean and comfortable home. Nice neighborhood near a nice park and trails . Beds were comfortable, kitchen had the pots and pans we needed for dinner and breakfast. Perfect space for us and our 3 adult boys. "
United States
Denise L.
$292 nightly
The price is $331
Dec 9 - Dec 10
Total with taxes and fees
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT
Interior
Experience Downtown Hartford near XL Center

Apartment in Downtown Hartford

6.6 out of 10, (7)
"Nice place, good location. "
United States
Lacey A.
$135 nightly
The price is $152
Dec 9 - Dec 10
Total with taxes and fees
Experience Downtown Hartford near XL Center
Fridge, microwave, oven, stovetop
Exquisite Downtown Loft Apartment

Apartment in Asylum Hill

8.0 out of 10, Very Good, (10)
"We loved having this home to return to each night during a whirlwind college tour. Extremely clean, comfortable, and pleasantly decorated. "
United States
Jennifer A.
Exquisite Downtown Loft Apartment
Interior
Conference Room Rental no sleeping arrangements

Apartment in Main Street Historic District

$823 nightly
The price is $931
Dec 9 - Dec 10
Total with taxes and fees
Conference Room Rental no sleeping arrangements
Dining
Amazing lake house with everything you need!

Vacation Home in Ashford

9.8 out of 10, Exceptional, (22)
"Great time, lovely location, easy to access and beautiful lake!"
United States
Sam L.
Amazing lake house with everything you need!
Smart TV
PICON COZY

Vacation Home in Sixteen Acres

7.4 out of 10, Good, (69)
"This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. "
United States
Linda W.
$151 nightly
The price is $171
Dec 23 - Dec 24
Total with taxes and fees
PICON COZY
Fridge, microwave, oven, stovetop
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!

Apartment in Forest Park

9.0 out of 10, Wonderful, (28)
"This home was great. It had everything our large group needed and was as advertised. The owner was great to communicate with. We enjoyed our stay and would definitely come back again. "
United States
Matthew C.
$464 nightly
The price is $527
Dec 14 - Dec 15
Total with taxes and fees
Kid friendly neighborhood! Everyone is welcomed in this cozy apartment home!
Smart TV, fireplace, video games, books
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Vacation Home in Forest Park

9.8 out of 10, Exceptional, (36)
"His home was great. It had everything our group needed and was as advertised. We enjoyed our stay and would definitely come back again. "
United States
Matthew C.
$282 nightly
The price is $320
Dec 9 - Dec 10
Total with taxes and fees
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Fridge, microwave, oven, stovetop
Family-Friendly Retreat - Sleeps 20 in Bloomfield, CT

Vacation Home in Bloomfield

$918 nightly
The price is $1,043
Dec 14 - Dec 15
Total with taxes and fees
Family-Friendly Retreat - Sleeps 20 in Bloomfield, CT
Property grounds
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

Cottage in Stafford

9.8 out of 10, Exceptional, (29)
"FANTASTIC STAY! there was an issue after arrival that was QUICKLY addressed... rest of stay was amazing! Beautiful home. Great kayaks.. lots of fishing!QUICK AND PLEASANT COMMUNICATIONS.THANK YOU!!!"
United States
Michelle O.
$273 nightly
The price is $309
Dec 9 - Dec 10
Total with taxes and fees
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Exterior
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Cabin in Ashford

9.2 out of 10, Wonderful, (25)
"Hosted a bachelorette trip at this property and it was fantastic. The kayaks and paddle boards provided plenty to do along with a firepit to sit around at night. The house was cozy with plenty of space to sleep 5. Had a great time! "
United States
Renee J.
$291 nightly
The price is $330
Dec 9 - Dec 10
Total with taxes and fees
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak
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

Hampton Inn & Suites Hartford/East Hartford

Hampton Inn & Suites Hartford/East Hartford

10/10 Excellent
"Located in a safe and quiet area of Hartford and the staff was very friendly and professional so my only complaint was the carpet and sofa bed were a little outdated but overall I would definitely come back here. Keep up the great work "
Jonathan 2-night trip
Posted 16 hours ago
Hampton Inn & Suites Hartford/East 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 $152 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?

Private Apartment in Berlin: This vacation home rental outside of South Windsor is equipped with a balcony, air-conditioning, and laundry facilities to help you feel comfortable during your stay. 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 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.