Holiday Homes in South Windsor

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Our top choices for South Windsor holiday homes

Entire guest suite in South Windsor, Connecticut

Entire guest suite in South Windsor, Connecticut
South Windsor
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay at this clean, cozy and well-decorated guest suite! Our host was very welcoming, and quickly responded to inquiries and messages. We would definitely plan to return here if we’re back in the area!"
United States
Jan E.
The price is €107
includes taxes & fees
8 Apr - 9 Apr
Entire guest suite in South Windsor, Connecticut

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

Lakefront - King - W&D - Fire Pit - Kayaks - SUPs
Coventry Lake
9.8 out of 10, Exceptional, (36 reviews)
"We were in town for a family event and the cottage was a perfect choice!Very comfortable, well appointed and just steps from the lake!I'll definitely book again next time I'm in town!"
United States
George J.
The price is €295
includes taxes & fees
8 Apr - 9 Apr
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

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

Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD
Ashford
9.4 out of 10, Exceptional, (20 reviews)
"The location of the home was perfect. The lake was beautiful and was a great place to walk. "
United States
Lynn D.
The price is €214
includes taxes & fees
26 Mar - 27 Mar
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Cozy Guest Suite in Historic Home

Cozy Guest Suite in Historic Home
Middletown
10.0 out of 10, Exceptional, (1 review)
"Perfect for a single traveler. Clean, roomy, quaint room. "
United States
Brooke
The price is €187
includes taxes & fees
26 Mar - 27 Mar
Cozy Guest Suite in Historic Home

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

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.6 out of 10, Exceptional, (20 reviews)
"Cute house, very comfortable and clean"
United States
Jeffrey W.
The price is €281
includes taxes & fees
21 Apr - 22 Apr
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

15mins to Hartford, Home in Manchester w/ King Bed

15mins to Hartford, Home in Manchester w/ King Bed
Manchester
9.2 out of 10, Wonderful, (7 reviews)
"Check in easy, great communications - very quick & answered any questions. Great location for what we needed, layout of house was perfect for us, Roku let us stream all the shows we wanted to watch. Ate out so didn’t use kitchen a lot, beds were comfortable. When we come back to visit our daughter will use again. "
United States
mike p.
15mins to Hartford, Home in Manchester w/ King Bed

Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
10.0 out of 10, Exceptional, (8 reviews)
"This house was perfect for the 4 of us. We all had our own bedroom and shared the bath. It’s very clean and close to everywhere we were going! The home is modern and the beds were comfy! I would stay there again. Great home! "
United States
Lorie D.
The price is €251
includes taxes & fees
29 Mar - 30 Mar
Modern & Cozy Cape | 4 Bedroom House | Central Location

The Serene Skyway Retreat

The Serene Skyway Retreat
Windsor Locks
9.0 out of 10, Wonderful, (12 reviews)
"Pretty house. Great host. Enjoyable stay. Will definitely consider renting it out again, if the opportunity arises.."
United States
Apex A.
The price is €242
includes taxes & fees
1 Apr - 2 Apr
The Serene Skyway Retreat

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do
East Granby
8.6 out of 10, Excellent, (4 reviews)
"Relaxing stay"
United States
Kim M.
The price is €454
includes taxes & fees
29 Mar - 30 Mar
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

Charming 3-Bedroom Home with Modern Comforts in West Hartford

Charming 3-Bedroom Home with Modern Comforts in West Hartford
West Hartford
8.2 out of 10, Very good, (10 reviews)
"Great house in a safe neighborhood with a fenced in yard. Amenities provided. "
United States
Ben H.
Charming 3-Bedroom Home with Modern Comforts in West Hartford

Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (23 reviews)
"A truly wonderful experience! The host and home were amazing and we’ll definitely be staying here again!"
United States
Harmony R.
Family Stays: Middletown, CT

Luxe Lady Executive & Family Retreat | 1 Bedroom Townhouse

Luxe Lady Executive & Family Retreat | 1 Bedroom Townhouse
Vernon
The price is €233
includes taxes & fees
5 Apr - 6 Apr
Luxe Lady Executive & Family Retreat | 1 Bedroom Townhouse

Willow Haven 2BR Cozy Retreat, Close to Hartford

Willow Haven 2BR Cozy Retreat, Close to Hartford
Manchester
The price is €371
includes taxes & fees
27 Mar - 28 Mar
Willow Haven 2BR Cozy Retreat, Close to Hartford

#26 Beautifully Renovated 2 BR Home

#26 Beautifully Renovated 2 BR Home
Plainville
10.0 out of 10, Exceptional, (4 reviews)
"Great house and location. Excellent for a small family."
United States
Ben S.
The price is €209
includes taxes & fees
31 Mar - 1 Apr
#26 Beautifully Renovated 2 BR Home

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield
Sixteen Acres
8.8 out of 10, Excellent, (5 reviews)
"Great place to stay. It was clean and organized. Our family enjoyed this location, what it had to provide, and the host was great. "
United States
Diana P.
The price is €307
includes taxes & fees
30 Mar - 31 Mar
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Charming 3 bed/2 bath town home with gorgeous back yard

Charming 3 bed/2 bath town home with gorgeous back yard
Forest Park
9.8 out of 10, Exceptional, (13 reviews)
"Clean, comfortable house exactly as described. Easy check-in and responsive host. All amenities worked well and everything we needed was provided. Would stay here again! Highly recommended if you are looking for a place to stay during AAU basketball tournaments - location was central to all the venues."
United States
Barbara W.
The price is €713
includes taxes & fees
25 Apr - 26 Apr
Charming 3 bed/2 bath town home with gorgeous back yard

Stylish Townhome | Perfect for Family Gatherings & Events

Stylish Townhome | Perfect for Family Gatherings & Events
Bloomfield
10.0 out of 10, Exceptional, (5 reviews)
"The house was newer and the living room and kitchen had open layout that enabled to spend quality time with family."
United States
Muhammad G.
The price is €605
includes taxes & fees
29 Mar - 30 Mar
Stylish Townhome | Perfect for Family Gatherings & Events

Cozy basement apartment with private bathroom, kitchen and entrance.

Cozy basement apartment with private bathroom, kitchen and entrance.
Marlborough
The price is €391
includes taxes & fees
26 Mar - 27 Mar
Cozy basement apartment with private bathroom, kitchen and entrance.

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, (4 reviews)
"Yes the host was amazing! Great communication, clean house, over all great stay "
United States
Arannie G.
The price is €380
includes taxes & fees
6 Apr - 7 Apr
Welcome to The Hangar, a newly remodeled travel-themed stay, 4 minutes from BDL.

3-bedroom Unit in tranquil Middletown

3-bedroom Unit in tranquil Middletown
Washington Street Historic District
7.2 out of 10, Good, (5 reviews)
"Nice place"
United States
Jousette C.
The price is €242
includes taxes & fees
26 Mar - 27 Mar
3-bedroom Unit in tranquil Middletown
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

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South Windsor Holiday Homes information

Number of reviews
115
Accommodation
196 Holiday Homes
Lowest Price
€107
Highest Price
€713