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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for South Windsor holiday homes

A modern living room with a sofa, a coffee table, and a rug.

1. Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (12 reviews)
"Good location"
United States
Arthur
The price is £92
includes taxes & fees
3 Nov - 4 Nov
Entire guest suite in South Windsor, Connecticut
A modern dining area with a marble table, white chairs, and a chandelier.

2. Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford

Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford
Manchester
9.2 out of 10, Wonderful, (5 reviews)
"House was great for our family stay!"
United States
Kim A.
The price is £233
includes taxes & fees
1 Nov - 2 Nov
Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford
A living room with a staircase, red and grey sofas, a coffee table, and a red door.

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 £224
includes taxes & fees
1 Nov - 2 Nov
Modern & Cozy Cape | 4 Bedroom House | Central Location
A modern living room with a grey sectional sofa, a coffee table, decorative mirrors, and a flat-screen TV mounted on the wall.

4. Red Door Retreat

Red Door Retreat
Vernon
The price is £264
includes taxes & fees
16 Nov - 17 Nov
Red Door Retreat
A modern living room with a flat-screen TV, a glass coffee table, and a staircase leading to another level.

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, (31 reviews)
"Was a great stay"
United States
John S.
The price is £233
includes taxes & fees
1 Nov - 2 Nov
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
A room with a large potted tree, a wooden cabinet, a round table, and a sofa with a cushion.

6. The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (18 reviews)
"Very clean, the host was very responsive in a timely manner. The location was a nice suburban neighborhood, huge yard, on the end of a cul-de-sac. The kids loved the pool table & downstairs apartment. There are lots of stairs so maybe not the best for an older person, but they did have a ramp entry into the house. The house was very nicely decorated and comfortable furnishings."
United States
Jeanne J.
The price is £215
includes taxes & fees
30 Nov - 1 Dec
The Serene Skyway Retreat
A two-story house with a red front door, stone steps, and two deer statues.

7. Spacious Yard w/ Gazebo: Charming Windsor Retreat

Spacious Yard w/ Gazebo: Charming Windsor Retreat
Windsor
9.4 out of 10, Exceptional, (13 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 £505
includes taxes & fees
23 Nov - 24 Nov
Spacious Yard w/ Gazebo: Charming Windsor Retreat
A modern kitchen with white cabinets, a stainless steel refrigerator, a microwave, and a stove. There is a dining table with chairs and a coffee maker on the table.

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, (12 reviews)
"Great location for our six flags visit (about 15 minutes away)."
United States
Stacey B.
The price is £334
includes taxes & fees
1 Dec - 2 Dec
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
A wooden deck with a railing, overlooking a calm lake with autumn foliage.

9. #24 *Serenity* A Lakefront Cottage Retreat

#24 *Serenity* A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (26 reviews)
"It was great "
United States
Rodrigo C.
#24 *Serenity* A Lakefront Cottage Retreat
A white building with a porch and a stone border.

10. 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
9.8 out of 10, Exceptional, (12 reviews)
"Fantastic host. Went out of their way to make our stay very pleasant. Beautiful historic home that felt very welcoming and cozy even though it is so big!"
United States
John
The price is £248
includes taxes & fees
2 Nov - 3 Nov
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
A living room with a blue sofa, a round coffee table, and a staircase.

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 £307
includes taxes & fees
1 Nov - 2 Nov
The Game House Arcade | West Hartford
Dining

12. Prime West Hartford Center | Timeless Charm

Prime West Hartford Center | Timeless Charm
West Hartford
10.0 out of 10, Exceptional, (27 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 £353
includes taxes & fees
3 Nov - 4 Nov
Prime West Hartford Center | Timeless Charm
A circular stone fire pit surrounded by large rocks and gravel, set in a forested area.

13. 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 £192
includes taxes & fees
16 Nov - 17 Nov
Sun Filled Lake House Living
A modern kitchen with stainless steel appliances, a wooden dining table, and a ceiling fan.

14. Red Door Retreat West Springfield 3 bedroom w/ Game Room! Near Big E & Six Flags

Red Door Retreat West Springfield 3 bedroom w/ Game Room! Near Big E & Six Flags
West Springfield
The price is £250
includes taxes & fees
11 Nov - 12 Nov
Red Door Retreat West Springfield 3 bedroom w/ Game Room! Near Big E & Six Flags
Property grounds

15. Lakefront Property with Scenic View - All Seasons!

Lakefront Property with Scenic View - All Seasons!
Enfield
10.0 out of 10, Exceptional, (2 reviews)
"My family and I stayed in this lovely cottage the night before our son’s graduation from UConn (approx 49 mins from campus). It was very clean, in a quiet neighborhood and perfect for our needs. Communication with the host was great. We look forward to staying here again in the future."
United States
Diana M.
The price is £337
includes taxes & fees
9 Nov - 10 Nov
Lakefront Property with Scenic View - All Seasons!
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

16. Cozy 2-Bedroom Springfield Home 1.5 Baths

Cozy 2-Bedroom Springfield Home 1.5 Baths
Six Corners
The price is £189
includes taxes & fees
11 Nov - 12 Nov
Cozy 2-Bedroom Springfield Home 1.5 Baths
A covered porch with white rocking chairs and a table, a blue ceiling, and a view of the garden.

17. 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
The price is £340
includes taxes & fees
1 Nov - 2 Nov
Charming New England Home in West Hartford Center
A modern living room with a sofa, a coffee table, and a red patterned rug.

18. Cozy & Spacious Entire Home in Springfield

Cozy & Spacious Entire Home in Springfield
Forest Park
9.6 out of 10, Exceptional, (53 reviews)
"House was super clean, coffee was a nice surprise. Comfy beds, quiet street. Super close to the Big E. Thanks Rose!"
United States
Brian
The price is £261
includes taxes & fees
3 Nov - 4 Nov
Cozy & Spacious Entire Home in Springfield
A two-story house with a porch, a large tree in front, and a mailbox.

19. Saint James Manor - Sleeps 24 in Style & Comfort with Parking

Saint James Manor - Sleeps 24 in Style & Comfort with Parking
McKnight
10.0 out of 10, Exceptional, (3 reviews)
"Our team was traveling together, it was great to have plenty of beds and lots of space in close proximity to Springfield College."
United States
Zachary R.
The price is £1,127
includes taxes & fees
2 Nov - 3 Nov
Saint James Manor - Sleeps 24 in Style & Comfort with Parking
A modern living room with a black leather sofa set, a glass coffee table, and a patterned rug.

20. Beautifully Renovated First-Floor Apartment Getaway

Beautifully Renovated First-Floor Apartment Getaway
Forest Park
9.6 out of 10, Exceptional, (7 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 £236
includes taxes & fees
2 Nov - 3 Nov
Beautifully Renovated First-Floor Apartment Getaway
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

8/10 Good
"Friendly staff. Excellent breakfasts!"
John 2-night trip
Posted 5 hours ago
Hampton Inn & Suites Hartford/East Hartford

Find out more about South Windsor

South Windsor Holiday Homes information

Number of reviews
256
Accommodation
202 Holiday Homes
Lowest Price
£92
Highest Price
£1,197