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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for South Windsor holiday homes

Smart TV

1. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (9 reviews)
"Good location"
United States
Arthur
The price is £91
includes taxes & fees
28 Sept - 29 Sept
Entire guest suite in South Windsor, Connecticut
TV, fireplace

2. Willow Haven 2BR Cozy Retreat, Close to Hartford

Willow Haven 2BR Cozy Retreat, Close to Hartford
Manchester
8.0 out of 10, Very good, (2 reviews)
"Very friendly and easy to work with host. Communication was excellent. Home was very comfortable and convenient. Would have loved more towels, blankets and pillows. Adding towel hooks in bathroom and second sink area would be excellent. It was a great location."
United States
alissa
The price is £328
includes taxes & fees
20 Sept - 21 Sept
Willow Haven 2BR Cozy Retreat, Close to Hartford
Interior

3. Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
9.8 out of 10, Exceptional, (10 reviews)
"Great place"
United States
John S.
The price is £218
includes taxes & fees
16 Sept - 17 Sept
Modern & Cozy Cape | 4 Bedroom House | Central Location
Exterior

4. Red Door Retreat

Red Door Retreat
Vernon
The price is £204
includes taxes & fees
16 Sept - 17 Sept
Red Door Retreat
Smart TV

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

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.2 out of 10, Wonderful, (30 reviews)
"Was a great stay"
United States
John S.
The price is £219
includes taxes & fees
20 Sept - 21 Sept
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Smart TV, fireplace

6. The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (16 reviews)
"The property was clean and inviting. The basement game room was amazing"
United States
Michael P.
The price is £250
includes taxes & fees
20 Sept - 21 Sept
The Serene Skyway Retreat
Dining

7. Spacious Yard w/ Gazebo: Charming Windsor Retreat

Spacious Yard w/ Gazebo: Charming Windsor Retreat
Windsor
9.4 out of 10, Exceptional, (12 reviews)
"The place is easy to locate. It is as beautiful as the photo. Clean and spacious.I definitely would stay there again."
United States
Delores N.
The price is £472
includes taxes & fees
16 Sept - 17 Sept
Spacious Yard w/ Gazebo: Charming Windsor Retreat
Coffee/tea maker, fridge, microwave, oven

8. 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, (11 reviews)
"Great stay, home was comfortable and communication w owner was very smooth!"
United States
Stacey P.
The price is £396
includes taxes & fees
16 Sept - 17 Sept
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
2 bedrooms, iron/ironing board, WiFi, bed sheets

9. Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants

Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Somers
9.6 out of 10, Exceptional, (9 reviews)
"This is a real gem of a find! I loved our stay here. GPS does take you to the back of the building but it’s located next to a large parking lot. Plenty of parking which was great for us because we have an extended cab f350 ford that does not fit into most parking spaces. The other great thing about this house is multiple showers and bathrooms. This is so rare in a CT house. I must’ve searched for hours. The host Pam was super friendly and was so quick to respond. The house was super stocked with...
United States
Jenny
The price is £276
includes taxes & fees
29 Sept - 30 Sept
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
Dining

10. Prime West Hartford Center: Timeless Charm

Prime West Hartford Center: Timeless Charm
West Hartford
10.0 out of 10, Exceptional, (24 reviews)
"Great location and lots of room for grandkids to spread out and fun games for them to play with"
United States
Michael W.
The price is £388
includes taxes & fees
16 Sept - 17 Sept
Prime West Hartford Center: Timeless Charm
TV, books

11. The Game House Arcade – West Hartford

The Game House Arcade – West Hartford
West Hartford
10.0 out of 10, Exceptional, (1 review)
"Great location and well equipped. We will be back"
United States
Mike W.
The price is £387
includes taxes & fees
20 Sept - 21 Sept
The Game House Arcade – West Hartford
Terrace/patio

12. Charming New England Home in West Hartford Center

Charming New England Home in West Hartford Center
West Hartford
10.0 out of 10, Exceptional, (32 reviews)
"Great location. Beautiful, comfortable home."
United States
karen
Charming New England Home in West Hartford Center
Outdoor dining

13. Prime West Hartford Center Location: Historic Gem

Prime West Hartford Center Location: Historic Gem
West Hartford
10.0 out of 10, Exceptional, (35 reviews)
"We loved being so close to downtown West Hartford. The house had everything we needed for a fun graduation weekend."
United States
Trish
The price is £466
includes taxes & fees
16 Sept - 17 Sept
Prime West Hartford Center Location: Historic Gem
Interior

14. Linny's - Private Dock - Lake Access - Firepit

Linny's - Private Dock - Lake Access - Firepit
West Suffield
10.0 out of 10, Exceptional, (43 reviews)
"Perfect, relaxing and easy!"
United States
Wendy C.
The price is £285
includes taxes & fees
14 Oct - 15 Oct
Linny's - Private Dock - Lake Access - Firepit
Property grounds

15. #24 Serenity A Lakefront Cottage Retreat

#24 Serenity A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (25 reviews)
"It was great "
United States
Rodrigo C.
The price is £255
includes taxes & fees
20 Sept - 21 Sept
#24 Serenity A Lakefront Cottage Retreat
Property grounds

16. Sun Filled Lake House Living

Sun Filled Lake House Living
Avon
6.6 out of 10, (4 reviews)
"Enjoyed my stayConvenient location for restaurants, shopping etcHome was clean and neat and in a nice quiet neighborhood Good value"
United States
Joseph C.
The price is £224
includes taxes & fees
28 Sept - 29 Sept
Sun Filled Lake House Living
Smart TV

17. Beautifully Renovated First-Floor Apartment Getaway

Beautifully Renovated First-Floor Apartment Getaway
Forest Park
9.2 out of 10, Wonderful, (5 reviews)
"This was a spacious 4 bedroom. Clean and smooth check in and out. Thank you for having me and my guest "
United States
Alyssa A.
The price is £285
includes taxes & fees
16 Sept - 17 Sept
Beautifully Renovated First-Floor Apartment Getaway
Terrace/patio

18. The Old Avon 1800 Manor

The Old Avon 1800 Manor
Avon
7.0 out of 10, Good, (2 reviews)
"Wonderful place and host very responsive and friendly!"
United States
Anonymous traveller
The price is £340
includes taxes & fees
23 Sept - 24 Sept
The Old Avon 1800 Manor
Smart TV, fireplace, video games, books

19. Cozy & Spacious Entire Home in Springfield

Cozy & Spacious Entire Home in Springfield
Forest Park
9.6 out of 10, Exceptional, (46 reviews)
"It was nice stay!"
United States
Lorrie
The price is £270
includes taxes & fees
16 Sept - 17 Sept
Cozy & Spacious Entire Home in Springfield
Living area

20. Cozy 2-Bedroom Springfield Home 1.5 Baths

Cozy 2-Bedroom Springfield Home 1.5 Baths
Six Corners
The price is £192
includes taxes & fees
16 Sept - 17 Sept
Cozy 2-Bedroom Springfield Home 1.5 Baths
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

MGM Springfield

MGM Springfield

8/10 Good
"Place was nice- rooms are not designed properly- only 1 night table, no drawer space, no pen or paper in room, VERY noisy, they provide earplugs but that did not work- room is small, bath vanity lights didn't work- Staff was really nice- not much shopping in hotel - sketchy area"
Emanuel 1-night trip
Posted 21 hours ago
MGM Springfield

Find out more about South Windsor

South Windsor Holiday Homes information

Number of reviews
240
Accommodation
195 Holiday Homes
Lowest Price
£91
Highest Price
£472