Holiday Homes in South Windsor

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Featured Holiday Homes in South Windsor

Charming 2-bedroom townhome
Fridge, microwave, oven, stovetop
Charming 2-bedroom townhome
2.0 star property
9.6 out of 10, Exceptional, (5)
"The home was beautiful and I would stay there again."
The price is AU$265
includes taxes & fees
24 Nov - 25 Nov
Charming 2-bedroom townhome
PICON COZY
Fridge, microwave, oven, stovetop
PICON COZY
7.6 out of 10, Good, (54)
"I booked this for my daughter who is looking to relocate to Western Mass from Central Mass and it was perfect for her. The host was extra helpful and accomodating, and while it was a small and simple space, she was very comfortable and cozy. She would definitely stay again."
The price is AU$266
includes taxes & fees
18 Nov - 19 Nov
PICON COZY
15mins to Hartford, Home in Manchester w/ King Bed
Fridge, microwave, oven, cookware/dishes/utensils
15mins to Hartford, Home in Manchester w/ King Bed
2.0 star property
10.0 out of 10, Exceptional, (1)
"Very spacious location. Ideal fit for our plans. "
The price is AU$574
includes taxes & fees
21 Nov - 22 Nov
15mins to Hartford, Home in Manchester w/ King Bed
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Smart TV, fireplace, video games, books
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
9.6 out of 10, Exceptional, (29)
"It was nice stay!"
The price is AU$626
includes taxes & fees
18 Nov - 19 Nov
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Pet-Friendly Farmhouse: Cozy with Large Yard
Fridge, microwave, oven, stovetop
Pet-Friendly Farmhouse: Cozy with Large Yard
10.0 out of 10, Exceptional, (1)
"This was a fantastic home, property and location. Great places to eat close by. Property was fully fenced with plenty of space for kids and pets. 1 slight issue which was quickly rectified even at 11PM in the evening. Great communication!!"
Pet-Friendly Farmhouse: Cozy with Large Yard
NEW-Another Fun Downtown Location 1st floor
Interior
NEW-Another Fun Downtown Location 1st floor
2.0 star property
10.0 out of 10, Exceptional, (6)
"This was our second stay at this VRBO and hope to stay again on return trips to the area."
NEW-Another Fun Downtown Location 1st floor
Château at Longmeadow, Luxurious Home, 5 min from MGM & Basketball Hall of Fame
Fridge, microwave, oven, stovetop
Château at Longmeadow, Luxurious Home, 5 min from MGM & Basketball Hall of Fame
9.2 out of 10, Wonderful, (5)
"Several colleagues and I stayed here for a conference in Springfield. While the location was fairly convenient and the house was very clean, there were areas that could be improved upon. We loved having several bathrooms but there was only one roll of toilet paper in each bathroom and no extras for replacements. We ended up having to buys some. Instead of having king beds in every room, it would be nice to have one king bedroom and to have multiple beds in the other bedrooms. The basement is...
The price is AU$1,687
includes taxes & fees
18 Nov - 19 Nov
Château at Longmeadow, Luxurious Home, 5 min from MGM & Basketball Hall of Fame
Beautiful Home - 3 King & 2 Queen - Rare Find
Interior
Beautiful Home - 3 King & 2 Queen - Rare Find
2.0 star property
The price is AU$992
includes taxes & fees
19 Nov - 20 Nov
Beautiful Home - 3 King & 2 Queen - Rare Find
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Living area
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
9.8 out of 10, Exceptional, (9)
"It was a very comfortable house! We were only there 2 days for the Mizzou game. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
Exterior
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
10.0 out of 10, Exceptional, (47)
"What a gem this cute house was on the lake! The owners didn’t skip a beat with the attention to detail. It had everything and was so clean. Communication was spot on. We will definitely book again the next time we come to CT! We already miss waking up with coffee and watching the sun come up over the lake. "
The Bungalow at Eagleville Lake Under 3 miles to UCONN!
A “Wow” Experience everywhere there is something to stimulate your mind Interest
Fridge, microwave, oven, stovetop
A “Wow” Experience everywhere there is something to stimulate your mind Interest
9.0 out of 10, Wonderful, (2)
"Great property and a great location. The host was more than welcoming and very easy to communicate to. This was our second visit to this location and we plan to stay again if availability allows. "
The price is AU$893
includes taxes & fees
19 Nov - 20 Nov
A “Wow” Experience everywhere there is something to stimulate your mind Interest
Cozy newly remodeled home close to major amenities in Connecticut a
Fridge, microwave, oven, dishwasher
Cozy newly remodeled home close to major amenities in Connecticut a
8.4 out of 10, Very good, (16)
"I love staying here. Each visit I bring something new from Louisiana and leave it for the next guest. The cooking supplies are admirable for a home, and especially so for a home away-from-home. We couldn't find a better place to stay. The beds are super comfy, though the furniture requires extra padding. Fortunately there are lots of blankets to use as cishioning."
Cozy newly remodeled home close to major amenities in Connecticut a
Lakeview Cottage, 5 minute walk to the beach. Southwick, MA
TV, DVD player, books, video library
Lakeview Cottage, 5 minute walk to the beach. Southwick, MA
9.8 out of 10, Exceptional, (54)
"Very nice and clean. Great location for proximity to our family"
Lakeview Cottage, 5 minute walk to the beach. Southwick, MA
Hilda’s Riverside Retreat
Fridge, microwave, oven, stovetop
Hilda’s Riverside Retreat
9.8 out of 10, Exceptional, (24)
"This is a great place to stay. Clean and cozy and the hosts were great to work with. We had a breaker trip and Kelly was here within 10 min to fix it."
Hilda’s Riverside Retreat
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
Outdoor pool
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
10.0 out of 10, Exceptional, (5)
"Wow"
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university
Grammy's Lake House w/ Private Waterfront Access
Interior
Grammy's Lake House w/ Private Waterfront Access
9.8 out of 10, Exceptional, (8)
"We enjoyed our time at the cottage. We had an air conditioning issue when we arrived, and Niles took care of it by the next day. We did not spend a lot of time there because we were with family, but we had everything we needed."
Grammy's Lake House w/ Private Waterfront Access
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
Fridge, microwave, stovetop, coffee/tea maker
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
10.0 out of 10, Exceptional, (2)
"The upstairs kitchen may need some extra ceramic bowls and silverware. The hot water may need to be turned up, it was tepid at best. Jeff was more than helpful getting us situated and comfortable. Great neighborhood, and availability to groceries, restaurants, and the great brewery 2 minutes away. Great room for families for togetherness and privacy"
#11 -* 4 Bedrooms, 3 Baths! Sleeps up to 13!*
136 Raymond · Prime West Hartford Center Location: Historic Gem
Fridge, microwave, oven, stovetop
136 Raymond · Prime West Hartford Center Location: Historic Gem
10.0 out of 10, Exceptional, (20)
"Immaculate Victorian home wonderfully renovated for modern convenience. Perfect Location; easy on/off Interstate 84. Gracious host who was ultra responsive. Very pleasant stay. "
136 Raymond · Prime West Hartford Center Location: Historic Gem
Tranquility awaits on Amston Lake!
Beach nearby
Tranquility awaits on Amston Lake!
8.6 out of 10, Excellent, (7)
"Decent place. Decent location. "
Tranquility awaits on Amston Lake!
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Fridge, microwave, oven, stovetop
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
9.4 out of 10, Exceptional, (6)
"The house was clean, comfortable and convenient to many of the things we wanted to do. It was located in a nice quiet neighborhood. The beds were very comfortable. There were many restaurants 10-20 minutes away. We enjoyed our stay."
The price is AU$437
includes taxes & fees
24 Nov - 25 Nov
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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Other property types in South Windsor

136 Raymond · Prime West Hartford Center Location: Historic Gem
Fridge, microwave, oven, stovetop
136 Raymond · Prime West Hartford Center Location: Historic Gem
10.0 out of 10, Exceptional, (20)
"Immaculate Victorian home wonderfully renovated for modern convenience. Perfect Location; easy on/off Interstate 84. Gracious host who was ultra responsive. Very pleasant stay. "
136 Raymond · Prime West Hartford Center Location: Historic Gem
Lakefront Cottage w/ Covered Porch & Dock!
Miscellaneous
Lakefront Cottage w/ Covered Porch & Dock!
3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!
Go Jump in the Lake!
Go Jump in the Lake!
10.0 out of 10, Exceptional, (137)
"We like this place a lot. House was clean and Todd was very responsive to my questions. There are two bedrooms with one on the second floor. One thing we didn’t realize was, to get to the second floor there is a spiral staircase. "
Go Jump in the Lake!
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.