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Our top choices for South Windsor vacation 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 ¥13,584
¥18,766 total
includes taxes & fees
Feb 9 - Feb 10
Entire guest suite in South Windsor, Connecticut

4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

4-bedroom house in Windham - Pet Friendly - Thread City Family Escape
Windham
9.8 out of 10, Exceptional, (8 reviews)
"All and all a great place to stay."
United States
Anonymous traveler
The price is ¥19,653
¥81,401 total
includes taxes & fees
Feb 9 - Feb 10
4-bedroom house in Windham - Pet Friendly - Thread City Family Escape

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 ¥16,099
¥40,682 total
includes taxes & fees
Feb 12 - Feb 13
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

Modern & Cozy Cape | 4 Bedroom House | Central Location

Modern & Cozy Cape | 4 Bedroom House | Central Location
Manchester Center
10.0 out of 10, Exceptional, (5 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 ¥19,024
¥44,517 total
includes taxes & fees
Feb 9 - Feb 10
Modern & Cozy Cape | 4 Bedroom House | Central Location

Family Stays: Middletown, CT

Family Stays: Middletown, CT
Middletown
10.0 out of 10, Exceptional, (20 reviews)
"A truly wonderful experience! The host and home were amazing and we’ll definitely be staying here again!"
United States
Harmony R.
The price is ¥18,866
¥36,160 total
includes taxes & fees
Feb 9 - Feb 10
Family Stays: Middletown, CT

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 ¥13,364
¥44,517 total
includes taxes & fees
Feb 9 - Feb 10
The Serene Skyway Retreat

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)
"Beautiful location. Great communication with host who continually checked in with us. Home had everything we needed to host my daughter and her friends for a great dinner for UCONN family weekend. Will definitely be back! "
United States
Michelle L.
The price is ¥15,345
¥39,658 total
includes taxes & fees
Feb 10 - Feb 11
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Private Apartment in Berlin

Private Apartment in Berlin
Berlin
9.2 out of 10, Wonderful, (5 reviews)
"Place was great, not to small and not to big. Beds were extremely comfortable. Berlin is a busy town but the house in tucked far enough away from it all. Great place and would gladly stay again! "
United States
Daniel L.
The price is ¥15,093
¥45,421 total
includes taxes & fees
Feb 9 - Feb 10
Private Apartment in Berlin

#26 Beautifully Renovated 2 BR Home

#26 Beautifully Renovated 2 BR Home
Plainville
10.0 out of 10, Exceptional, (4 reviews)
"We thoroughly enjoyed our stay! The space was great for our family of 4. Would recommend!"
United States
LaTanya W.
The price is ¥21,854
¥42,112 total
includes taxes & fees
Feb 13 - Feb 14
#26 Beautifully Renovated 2 BR Home

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 ¥23,206
¥33,762 total
includes taxes & fees
Feb 10 - Feb 11
Cozy Guest Suite in Historic Home

Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT
Manchester
9.8 out of 10, Exceptional, (10 reviews)
"Very clean and super comfortable. Would stay here again."
United States
vanessa c.
The price is ¥18,709
¥43,998 total
includes taxes & fees
Feb 17 - Feb 18
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

#24 *Serenity* A Lakefront Cottage Retreat

#24 *Serenity* A Lakefront Cottage Retreat
Middletown
9.8 out of 10, Exceptional, (21 reviews)
"We had a wonderful stay at this property! The house itself was beautiful—spacious, clean, and incredibly comfortable. The setting was just as impressive, offering peaceful views and a great atmosphere to relax and unwind. Everything was exactly as described, if not better. We would absolutely stay here again and highly recommend it to anyone looking for a serene and well-appointed home base for our stay. "
United States
Nichole N.
The price is ¥22,954
¥52,024 total
includes taxes & fees
Feb 22 - Feb 23
#24 *Serenity* A Lakefront Cottage 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)
"Great Stay at the Olde Tobacco Barn. Was here for a work trip, and the place was perfect for our needs. House is set back really nicely and private. Host was super responsive and easy to deal with. Overall 5/5 stay. Thank you!"
United States
Sgt W.
The price is ¥34,117
¥84,357 total
includes taxes & fees
Feb 9 - Feb 10
The Olde Tobacco Barn - East Granby close to airport, restaurants & things to do

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

Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford
Manchester
9.4 out of 10, Exceptional, (16 reviews)
"House was great & close to where we needed to be. "
United States
Erica M.
The price is ¥18,709
¥43,998 total
includes taxes & fees
Feb 16 - Feb 17
Modern ~ 3 Bedroom House ~ Sleeps 8 ~ 11 mins to Hartford

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)
"Overall great spot and very clean. Lots of space to accommodate large groups, and the listing is transparent. The only reason I took off 1 star is all of the beds were very stiff and uncomfortable, which unfortunately would keep me from rebooking. However, if that doesn’t bother you, this place is a great little spot to stay the night if you’re in the area. "
United States
Lauren H.
The price is ¥32,545
¥56,721 total
includes taxes & fees
Feb 9 - Feb 10
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Newly Beautiful renovated first floor apartment getaway

Newly Beautiful renovated first floor apartment getaway
Forest Park
8.8 out of 10, Excellent, (3 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 ¥26,177
¥49,854 total
includes taxes & fees
Feb 9 - Feb 10
Newly Beautiful renovated first floor apartment getaway

Willow Haven 2BR Cozy Retreat, Close to Hartford

Willow Haven 2BR Cozy Retreat, Close to Hartford
Manchester
The price is ¥15,423
¥59,673 total
includes taxes & fees
Feb 9 - Feb 10
Willow Haven 2BR Cozy Retreat, Close to Hartford

One private bedroom with work space and shared home with spa.

One private bedroom with work space and shared home with spa.
Rocky Hill
The price is ¥16,272
¥23,666 total
includes taxes & fees
Feb 9 - Feb 10
One private bedroom with work space and shared home with spa.

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
Forest Park
9.6 out of 10, Exceptional, (37 reviews)
"His home was great. It had everything our group needed and was as advertised. We enjoyed our stay and would definitely come back again. "
United States
Matthew C.
The price is ¥27,168
¥54,902 total
includes taxes & fees
Feb 9 - Feb 10
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield

Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield
Bloomfield
9.0 out of 10, Wonderful, (6 reviews)
"I had a great time and I felt very welcome"
United States
Avis b.
The price is ¥48,424
¥118,458 total
includes taxes & fees
Feb 9 - Feb 10
Spacious 5-bedroom townhome with WiFi and AC in charming Bloomfield
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

Find out more about South Windsor

South Windsor Vacation Homes information

Number of reviews
200
Accommodation
196 Vacation Homes
Lowest Price
¥23,666
Highest Price
¥84,357