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Check prices for these dates

In two weeks
Oct 16 - Oct 18
In two months
Nov 27 - Nov 29
In three months
Dec 25 - Dec 27
In four months
Jan 22 - Jan 24

Our top choices for South Windsor vacation 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, (11 reviews)
"Good location"
United States
Arthur
The price is ￥13,638
￥18,841 total
includes taxes & fees
Oct 11 - Oct 12
Entire guest suite in South Windsor, Connecticut
A living room with a TV, sofas, armchairs, and a 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 ￥17,034
￥73,004 total
includes taxes & fees
Oct 7 - Oct 8
Willow Haven 2BR Cozy Retreat, Close 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 ￥21,941
￥48,278 total
includes taxes & fees
Oct 8 - Oct 9
Modern & Cozy Cape | 4 Bedroom House | Central Location
A modern dining area with a marble table, white chairs, and a chandelier.

4. 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 ￥22,099
￥48,460 total
includes taxes & fees
Oct 6 - Oct 7
Comfy Nest ~ 3BR Sleeps 7 ~ 15 mins to Hartford
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, (30 reviews)
"Was a great stay"
United States
John S.
The price is ￥22,099
￥48,460 total
includes taxes & fees
Oct 25 - Oct 26
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
A bedroom with a bed, a bedside table, a lamp, and two framed pictures on the wall.

6. Red Door Retreat

Red Door Retreat
Vernon
The price is ￥27,624
￥45,272 total
includes taxes & fees
Oct 6 - Oct 7
Red Door Retreat
A two-story motel with a balcony on the second floor, a parking lot, and a row of parked cars.

7. 1 Queen Bed | Micfridge

1 Queen Bed | Micfridge
Windsor Locks
The price is ￥12,376
￥14,233 total
includes taxes & fees
Nov 1 - Nov 2
1 Queen Bed | Micfridge
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 stay, home was comfortable and communication w owner was very smooth!"
United States
Stacey P.
The price is ￥40,725
￥84,402 total
includes taxes & fees
Nov 3 - Nov 4
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.
Dining

9. Prime West Hartford Center: Timeless Charm

Prime West Hartford Center: Timeless Charm
West Hartford
10.0 out of 10, Exceptional, (25 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 ￥45,859
￥86,947 total
includes taxes & fees
Oct 13 - Oct 14
Prime West Hartford Center: Timeless Charm
A room with a bed, a bookshelf, a TV, a fireplace, and a door leading to another room.

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
9.6 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 ￥24,861
￥57,596 total
includes taxes & fees
Oct 7 - Oct 8
Spacious 2,000 Sq Ft New England Retreat - 2BR/2BA Walk to Shops and Restaurants
An outdoor seating area with a wood-burning stove, a chair, and a view of a lake.

11. Spacious modern home on private lake

Spacious modern home on private lake
Andover
10.0 out of 10, Exceptional, (29 reviews)
"The lake house was charming, comfortable and well stocked with necessities like towels, blankets, dishes, etc"
United States
Martin G.
The price is ￥24,861
￥61,542 total
includes taxes & fees
Oct 12 - Oct 13
Spacious modern home on private lake
A living room with a blue sofa, a round coffee table, and a staircase.

12. 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 ￥36,312
￥74,892 total
includes taxes & fees
Oct 7 - Oct 8
The Game House Arcade – West Hartford
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 ￥11,523
￥42,555 total
includes taxes & fees
Oct 26 - Oct 27
Sun Filled Lake House Living
A spacious kitchen with a large island, wooden beams, and pendant lighting.

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)
"The accommodations were very clean with a warm homey feel. We would definitely stay here again."
United States
Patricia S.
The price is ￥29,973
￥60,047 total
includes taxes & fees
Nov 1 - Nov 2
Linny's - Private Dock - Lake Access - Firepit
A covered porch with white rocking chairs and a table, a blue ceiling, and a view of the garden.

15. 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
Living area

16. 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 ￥39,463
￥70,638 total
includes taxes & fees
Oct 6 - Oct 7
Lakefront Property with Scenic View - All Seasons!
A covered patio with a dining table, chairs, and a grill.

17. Prime West Hartford Center Location: Historic Gem

Prime West Hartford Center Location: Historic Gem
West Hartford
10.0 out of 10, Exceptional, (36 reviews)
"We loved being so close to downtown West Hartford. The house had everything we needed for a fun graduation weekend."
United States
Trish
Prime West Hartford Center Location: Historic Gem
A modern kitchen with a central island, wooden bar stools, and recessed lighting.

18. Spacious & Newly Renovated Longmeadow Getaway

Spacious & Newly Renovated Longmeadow Getaway
Longmeadow
6.0 out of 10, (3 reviews)
"Great location. Comfortable beds. Good air conditioning."
United States
Matt K.
The price is ￥56,826
￥95,389 total
includes taxes & fees
Oct 11 - Oct 12
Spacious & Newly Renovated Longmeadow Getaway
A modern living room with a sofa, a coffee table, and a red patterned rug.

19. Cozy & Spacious Entire Home in Springfield

Cozy & Spacious Entire Home in Springfield
Forest Park
9.6 out of 10, Exceptional, (51 reviews)
"It was nice stay!"
United States
Lorrie
The price is ￥26,282
￥53,816 total
includes taxes & fees
Oct 6 - Oct 7
Cozy & Spacious Entire Home in Springfield
A bedroom with a bed, dresser, and floor lamp.

20. Cozy 2-Bedroom Springfield Home 1.5 Baths

Cozy 2-Bedroom Springfield Home 1.5 Baths
Six Corners
The price is ￥28,271
￥39,238 total
includes taxes & fees
Oct 6 - Oct 7
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
"We like the hotel rooms here. Cool design and nice and quiet. Staff was very polite and helpful when we needed them. The neighborhood on the weekends and evenings is really sketchy - you wouldn't want to go anywhere besides the parking lot, directly to the casino or your hotel room."
Nathan 2-night trip
Posted less than an hour ago
MGM Springfield

Find out more about South Windsor

South Windsor Vacation Homes information

Number of reviews
297
Accommodation
197 Vacation Homes
Lowest Price
￥14,233
Highest Price
￥95,389