Holiday Homes in South Windsor

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Featured Holiday Homes in South Windsor

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

9.8 out of 10, Exceptional, (26)
"This property had easy access to the lake and had nice character. it was a quick overnight and wished we had more time to enjoy it. Kitchen pots and pans and bath towels could be updated. Bathroom door needs attention as its hard to close."
The price is AU$606
includes taxes & fees
6 Aug - 7 Aug
Lakefront - King - W&D - Fire Pit - Kayaks - SUPs

Amazing lake house with everything you need!

10.0 out of 10, Exceptional, (14)
"Look ing forward to booking again. Summer would be great to use the lake.Brad was very nice and easy to get ahold of. Loved this place!!!!"
Amazing lake house with everything you need!

Grammy's Lake House w/ Private Waterfront Access

9.4 out of 10, Exceptional, (13)
"Very comfortable rockers and Adirondack chairs make it easy to relax and enjoy the lake view. Our bed was comfortable, and Nile supplied all we needed with linens and soaps. We appreciated all the space and large dining table. Lake is beautiful. Very enjoyable stay. Exceptional communication with our host. "
Grammy's Lake House w/ Private Waterfront Access

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

9.6 out of 10, Exceptional, (32)
"Very clean, good host, well stocked kitchen, good location in Springfield, good beds and bathrooms, quiet. Living room and dining room have very unusual dramatic red furniture and a throne chair, but we enjoyed the eccentric touch. "
The price is AU$521
includes taxes & fees
4 Aug - 5 Aug
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

9.4 out of 10, Exceptional, (23)
"Right off the highway, very clean and kitchen was very well equipped. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

PICON COZY

7.4 out of 10, Good, (68)
"This home has the basics and is reasonably comfortable. The parking is good and the area is walkable. It was adequate for my needs. "
The price is AU$253
includes taxes & fees
13 Aug - 14 Aug
PICON COZY

Mountaintop Horse Farm with Heated Pool

10.0 out of 10, Exceptional, (31)
"We had the best time with the farm animals, great pool and unbelievable views"
Mountaintop Horse Farm with Heated Pool

Charming Farmhouse w/ Pool & Fishing Pond!

10.0 out of 10, Exceptional, (14)
"Everything about the house and property was exactly as described. We had the best time there with plenty of space to spread out. It was very clean and comfortable. The kids had so much fun exploring and they visited the ice cream shop everyday that it was open.We will definitely stay here again."
Charming Farmhouse w/ Pool & Fishing Pond!

Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

10.0 out of 10, Exceptional, (57)
"We were visiting University of Hartford and this was the perfect place to stay outside of the city. Great space with all the conveniences of home. Wonderful food options within walking distance. "
The price is AU$709
includes taxes & fees
5 Aug - 6 Aug
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville

Lake Congamond Cozy Stylish Comfortable House

2.0 star property
10.0 out of 10, Exceptional, (4)
"This cozy cottage was perfect. It was definitely a great lication and close to a lot of stores. The beds were really comfortable too. Thesellerr was super helpfula sn"
Lake Congamond Cozy Stylish Comfortable House

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

9.0 out of 10, Wonderful, (2)
"Mini family vacation. The property was pleasant and convenient to the Museums and Zoo.This is not specific to this stay, but I wish the fees would be available prior to the booking/ payment process. We had to stop the booking of a different property for this trip when the hidden fees more than doubled the cost of the rental."
The price is AU$553
includes taxes & fees
11 Aug - 12 Aug
Charming -Clean-4-bedroom house with AC and WiFi in wonderful Springfield

Peek-A-Boo View, Amston Lake

9.8 out of 10, Exceptional, (45)
"The cottage is nicely decorated and furnished. The beds are very comfortable. The location by the lake was delightful. Would be happy to return for another visit."
The price is AU$603
includes taxes & fees
7 Aug - 8 Aug
Peek-A-Boo View, Amston Lake

Private Apartment in Berlin

2.0 star property
10.0 out of 10, Exceptional, (4)
"We visited over a holiday weekend. The house is clean and a good size for the 3 adults in our group and our dog. It is in walking distance to several stores and a park. We would stay again if we were in the area. "
The price is AU$629
includes taxes & fees
4 Aug - 5 Aug
Private Apartment in Berlin

#28- *Modern Bungalow*

8.0 out of 10, Very good, (1)
"Property was as advertised. Furniture was a bit uncomfortable for watching TV."
#28- *Modern Bungalow*

Upscaled Quiet Neighborhood- Modern 3 BDRM

10.0 out of 10, Exceptional, (26)
"Nice place to stay"
Upscaled Quiet Neighborhood- Modern 3 BDRM

#26 Beautifully Renovated 2 BR Home

10.0 out of 10, Exceptional, (2)
"We thoroughly enjoyed our stay! The space was great for our family of 4. Would recommend!"
#26 Beautifully Renovated 2 BR Home

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

10.0 out of 10, Exceptional, (1)
"Spacious, clean and comfortable home. Nice neighborhood near a nice park and trails . Beds were comfortable, kitchen had the pots and pans we needed for dinner and breakfast. Perfect space for us and our 3 adult boys. "
The price is AU$769
includes taxes & fees
6 Aug - 7 Aug
Cozy Nest ~ 3.5BR & 2Bath Home ~ Manchester CT

Spacious 4-bedroom Modern Architecture Cozy Getaway with Fitness Room, WiFi

Spacious 4-bedroom Modern Architecture Cozy Getaway with Fitness Room, WiFi

#24 *Serenity* A Lakefront Cottage Retreat

9.8 out of 10, Exceptional, (18)
"Quiet and peaceful cottage. Clean and well equipped with everything we needed. Great location to sight see and visit local attractions. Loved sitting relaxing by the lake."
The price is AU$515
includes taxes & fees
6 Aug - 7 Aug
#24 *Serenity* A Lakefront Cottage Retreat

New!Quaint & Convenient Hideaway: Great Location

9.8 out of 10, Exceptional, (12)
"We had a wonderful stay. The property was clean and nicely decorated. The owner was very helpful and prompt with communication, even allowed us to check in a little early so we could settle in before seeing the new grandchild. "
New!Quaint & Convenient Hideaway: Great Location
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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