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Check prices for these dates

In two weeks
18 Sep - 20 Sep
In two months
30 Oct - 1 Nov
In three months
27 Nov - 29 Nov
In four months
25 Dec - 27 Dec

Our top choices for South Windsor vacation 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, (8 reviews)
"Good location"
United States
Arthur
The price is AED 324
AED 446 total
includes taxes & fees
8 Sep - 9 Sep
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 AED 412
AED 1,556 total
includes taxes & fees
14 Sep - 15 Sep
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 AED 477
AED 1,089 total
includes taxes & fees
20 Sep - 21 Sep
Modern & Cozy Cape | 4 Bedroom House | Central Location
Smart TV

4. 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, (29 reviews)
"Was a great stay"
United States
John S.
The price is AED 547
AED 1,177 total
includes taxes & fees
20 Sep - 21 Sep
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Smart TV, fireplace

5. 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 AED 533
AED 1,352 total
includes taxes & fees
14 Sep - 15 Sep
The Serene Skyway Retreat
Interior

6. Red Door Retreat

Red Door Retreat
Vernon
The price is AED 665
AED 1,130 total
includes taxes & fees
15 Sep - 16 Sep
Red Door Retreat
Coffee/tea maker, fridge, microwave, oven

7. 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)
"Super easy effective rental. Everything was clean and meet everyone one of our needs!"
United States
Matthew R.
The price is AED 926
AED 1,957 total
includes taxes & fees
9 Sep - 10 Sep
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Dining

8. 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 AED 1,205
AED 2,660 total
includes taxes & fees
2 Sep - 3 Sep
Spacious Yard w/ Gazebo: Charming Windsor Retreat
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, (8 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 AED 612
AED 1,382 total
includes taxes & fees
1 Sep - 2 Sep
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 AED 1,059
AED 2,036 total
includes taxes & fees
14 Sep - 15 Sep
Prime West Hartford Center: Timeless Charm
Terrace/patio

11. 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 AED 1,059
AED 2,036 total
includes taxes & fees
1 Sep - 2 Sep
Charming New England Home in West Hartford Center
Interior

12. 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.
Linny's - Private Dock - Lake Access - Firepit
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 AED 1,206
AED 2,231 total
includes taxes & fees
1 Sep - 2 Sep
Prime West Hartford Center Location: Historic Gem
Private kitchen

14. Spacious & Newly Renovated Longmeadow Getaway

Spacious & Newly Renovated Longmeadow Getaway
Longmeadow
6.0 out of 10, (2 reviews)
"Great location. Comfortable beds. Good air conditioning."
United States
Matt K.
The price is AED 1,240
AED 2,144 total
includes taxes & fees
1 Sep - 2 Sep
Spacious & Newly Renovated Longmeadow Getaway
Terrace/patio

15. 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 traveler
The price is AED 643
AED 1,669 total
includes taxes & fees
1 Sep - 2 Sep
The Old Avon 1800 Manor
Smart TV, fireplace, video games, books

16. Cozy & Spacious Entire Home in Springfield

Cozy & Spacious Entire Home in Springfield
Forest Park
9.6 out of 10, Exceptional, (45 reviews)
"It was nice stay!"
United States
Lorrie
The price is AED 661
AED 1,333 total
includes taxes & fees
7 Sep - 8 Sep
Cozy & Spacious Entire Home in Springfield
Property grounds

17. #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 AED 782
AED 1,535 total
includes taxes & fees
29 Sep - 30 Sep
#24 *Serenity* A Lakefront Cottage Retreat
Property grounds

18. 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 AED 378
AED 1,142 total
includes taxes & fees
9 Sep - 10 Sep
Sun Filled Lake House Living
Smart TV

19. 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 AED 684
AED 1,268 total
includes taxes & fees
8 Sep - 9 Sep
Beautifully Renovated First-Floor Apartment Getaway
Outdoor dining

20. Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.6 out of 10, Exceptional, (23 reviews)
"Place was really nice and in a location that made it easy to get back and forth to UCONN. "
United States
Jason C.
The price is AED 505
AED 1,125 total
includes taxes & fees
3 Sep - 4 Sep
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
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

Fairfield Inn & Suites by Marriott Springfield Enfield

Fairfield Inn & Suites by Marriott Springfield Enfield

10/10 Excellent
"Everything is so amazing there. I spent one night but I wish I stayed more to enjoy the hotel and what they offer."
Gehan 1-night trip
Posted 1 hour ago
Fairfield Inn & Suites by Marriott Springfield Enfield