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Compare 169 Vacation Homes in South Windsor with updated reviews, rates, and availability.

15mins to Hartford, Home in Manchester w/ King Bed

2.0 star property
7.0 out of 10, Good, (2)
"We stay in rental all the time. This was definitely the worst that we have ever seen. There was no booklet of information left to give you instructions for the house. There were no labels on switches, instructions on how to use the fireplace, photograph of the supplies in the kitchen were not the same as what you Experienced. Made it very difficult to cook, so we just didn’t. The pots and pans were old and scratched, and not the kind of thing that anybody should be using and they should be...
The price is AED 481
AED 1,093 total
includes taxes & fees
3 Feb - 4 Feb
15mins to Hartford, Home in Manchester w/ King Bed

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

9.2 out of 10, Wonderful, (12)
"Our visit at this VRBO was almost excellent… the only issue we had was with theTVs. We could not get the TVs in the bedroom to work. Cleanliness was exceptional! Availability of food/meal supplies was great. It was nice that there was ice already made for us. The towel and wash cloths were fluffy and absorbent. The queen bed and pillows were very comfortable. We cannot say there was anything that did not meet expectations! Anyone would be comfortable there. We would book again. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

Island Vibes Home

9.8 out of 10, Exceptional, (13)
"House was just as described. Clean and well stocked. Communication and instructions were clear. Great location. "
Island Vibes Home

NEW-Another Fun Downtown Location 1st floor

2.0 star property
10.0 out of 10, Exceptional, (8)
"Well priced and centrally located in the town. Host was very respectful and helpful. Would definitely book again if I visit southington again."
NEW-Another Fun Downtown Location 1st floor

NEW 5Bed Close to Bloomfield Center & Golf Courses

2.0 star property
10.0 out of 10, Exceptional, (2)
"Omg i dont even know where to start but this property was phenomenal love it i would recommend a million times are more all im ask since this a newly released property plz take care of it like i did so otheres can have our experience clean after ur self if u can but quite spacious parking great nth to worry about 3 to 5 mins from most convenient places "
The price is AED 979
AED 2,435 total
includes taxes & fees
28 Jan - 29 Jan
NEW 5Bed Close to Bloomfield Center & Golf Courses

Beautiful 3BR, Rare Find, Clean & Guest Favorite

2.0 star property
10.0 out of 10, Exceptional, (2)
"Nice clean 3 bedroom that was as described. It was a short drive to downtown West Hartford."
The price is AED 481
AED 1,086 total
includes taxes & fees
2 Feb - 3 Feb
Beautiful 3BR, Rare Find, Clean & Guest Favorite

Family Stays: Middletown, CT

10.0 out of 10, Exceptional, (2)
"We came to stay at Gilbert’s for a quick ski weekend at Powder Ridge. Gilbert was incredibly gracious and accommodating. He was very easy to communicate with, and really went out of his way to make us feel at home. The location is a little loud at night/early morning, as it is very close to a main road. But the property itself was exactly as described. Clean, comfortable, and very welcoming. "
The price is AED 360
AED 677 total
includes taxes & fees
12 Feb - 13 Feb
Family Stays: Middletown, CT

PICON COZY

7.6 out of 10, Good, (57)
"I booked this for my elderly Mom and her adult granddaughter who were in town for the holidays and also awaiting a January 1 move in to a new apartment. Fidelis was attentive, kind, and responded quickly to any issues in the property. The place itself was truly like home away from home and convenient to stores, shopping and public transportation. I would recommend anyone looking for a cozy stay in Springfield to check it out. It is well worth the price. I would even say it is a bargain and...
The price is AED 275
AED 625 total
includes taxes & fees
28 Jan - 29 Jan
PICON COZY

The Bungalow at Eagleville Lake Under 3 miles to UCONN!

10.0 out of 10, Exceptional, (48)
"After staying in several rental lake houses, we finally got to stay in a real one with the full experience. It's a lovely home in and out and we enjoyed every bit of it."
The Bungalow at Eagleville Lake Under 3 miles to UCONN!

A “Wow” Experience everywhere there is something to stimulate your mind Interest

9.4 out of 10, Exceptional, (3)
"Tasteful decor. Very clean. Not too far from the city. Quiet, safe neighborhood. Host was very friendly and super responsive! Would definitely recommend!"
A “Wow” Experience everywhere there is something to stimulate your mind Interest

Thomas's Cozy Duplex - Centrally Located

8.6 out of 10, Excellent, (9)
"Quiet and comfy "
The price is AED 404
AED 996 total
includes taxes & fees
28 Jan - 29 Jan
Thomas's Cozy Duplex - Centrally Located

Linny's Updated Lakeview Cottage - Cozy & Modern

9.8 out of 10, Exceptional, (56)
"We had a very comfortable stay at the Cozy Cottage. Stayed warm during very cold weather conditions. Clean bathrooms and comfortable beds. I loved having the washer and dryer available! "
Linny's Updated Lakeview Cottage - Cozy & Modern

Updated Lakefront House *outdoor tv and water toys- 10 min from UConn

10.0 out of 10, Exceptional, (35)
"The perfect get away spot to stay for our wedding weekend! Jena was great and so responsive and helpful!! 💕"
Updated Lakefront House *outdoor tv and water toys- 10 min from UConn

Charming Farmhouse w/ Pool & Fishing Pond!

10.0 out of 10, Exceptional, (8)
"Very classy, unique, well taken care of home. I would highly recommend this for anyone."
Charming Farmhouse w/ Pool & Fishing Pond!

2 Bedroom Pet Friendly-near Hospitals, Six Flag, Big E

10.0 out of 10, Exceptional, (6)
"This is a nice property and the downstairs to a duplex. They provided snacks and plenty of bottled water. Blankets, shampoo, and soap were also onsite. The hosts are responsive, and communicative. It is a quiet area, but if there is someone staying upstairs you will hear walking above you. Overall a great place to stay if you're in the area!"
2 Bedroom Pet Friendly-near Hospitals, Six Flag, Big E

Stylish & Luxurious 3 BDR Home with Play Station

9.4 out of 10, Exceptional, (9)
"We needed a place for our family of 6 to stay while visiting family in the area. This place was exactly what we needed, as advertised, and the owner was quick with communications. We would definitely stay here again!"
Stylish & Luxurious 3 BDR Home with Play Station

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

9.6 out of 10, Exceptional, (7)
"This property was exactly what we needed. Perfect location beautiful house very clean and very comfortable. We will definitely return "
The price is AED 569
AED 1,206 total
includes taxes & fees
3 Feb - 4 Feb
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

Beautiful Luxury 2 Bedroom

Beautiful Luxury 2 Bedroom

Furnished large room in walking distance to UConn Storrs. Room

Furnished large room in walking distance to UConn Storrs. Room

The Congamond Cottages: Private Lakefront Cottage

8.4 out of 10, Very Good, (5)
"This was the perfect place to stay during the big E. It was very peaceful and helpful during the bustle of the fair. We hope to book again next year."
The Congamond Cottages: Private Lakefront Cottage
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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Other property types in South Windsor

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

9.2 out of 10, Wonderful, (12)
"Our visit at this VRBO was almost excellent… the only issue we had was with theTVs. We could not get the TVs in the bedroom to work. Cleanliness was exceptional! Availability of food/meal supplies was great. It was nice that there was ice already made for us. The towel and wash cloths were fluffy and absorbent. The queen bed and pillows were very comfortable. We cannot say there was anything that did not meet expectations! Anyone would be comfortable there. We would book again. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

Charming Cottage by the Lake♥️

9.6 out of 10, Exceptional, (8)
"Very cozy little home. "
Charming Cottage by the Lake♥️

Island Vibes Home

9.8 out of 10, Exceptional, (13)
"House was just as described. Clean and well stocked. Communication and instructions were clear. Great location. "
Island Vibes Home
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.