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Compare 199 Vacation Homes in South Windsor with updated reviews, rates, and availability.

Stylish & Luxurious 3 BDR Home with Play Station

9.4 out of 10, Exceptional, (9)
"We needed a place for our family of 6 to stay while visiting family in the area. This place was exactly what we needed, as advertised, and the owner was quick with communications. We would definitely stay here again!"
Stylish & Luxurious 3 BDR Home with Play Station

PICON COZY

7.8 out of 10, Good, (60)
"Peaceful everything just as listed "
The price is SAR 281
SAR 638 total
includes taxes & fees
30 Mar - 31 Mar
PICON COZY

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

9.4 out of 10, Exceptional, (15)
"This is such a great property, I spent a whole month with three separate stays adjacent due to travel planning and the host was wonderful. The house is really beautiful and in a great neighborhood and it’s very comfortable and super clean. This will be a regular for me in the Hartford area. I’m looking forward to seeing what the beautiful landscaping is like in the spring and summer too."
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

Thomas's Cozy Duplex - Centrally Located

8.6 out of 10, Excellent, (10)
"The duplex was clean and quiet. The kitchen was stocked well enough for us to make dinner, although there was no kitchen towel for drying hands and dishes (very minor). Three bedrooms, two with a double/queen, one with a single, and it looked like the couch in the living room was a pull out. Beds were comfortable with plenty of bedding. Wi-fi worked well. Couldn't ask for anything more. I would stay here again if in the area. "
Thomas's Cozy Duplex - Centrally Located

The Bungalow at Eagleville Lake Under 3 miles to UCONN!

10.0 out of 10, Exceptional, (55)
"This is our second time staying in this home. It’s nestled right on the lake and is perfect. It is stocked with everything you need, they did not skip a beat. Easy check in and check out process. Loved the gifts they left for us, always a nice touch."
The Bungalow at Eagleville Lake Under 3 miles to UCONN!

Grammy's Lake House w/ Private Waterfront Access

9.6 out of 10, Exceptional, (11)
"Enjoyable stay, nice property and great views. The home is aged, but the location is amazing! We had a nice weekend excursion to enjoy New England in October. "
Grammy's Lake House w/ Private Waterfront Access

Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

10.0 out of 10, Exceptional, (7)
"It was a great house to host our family for Thanksgiving dinner! "
Home away from home Hot Tub and Pool in Middletown home of Wesleyan university

Modern Family Retreat | Near Downtown Hartford | Sleeps 10

2.0 star property
10.0 out of 10, Exceptional, (2)
"Same day check in info, not provided the day before like most hosts "
The price is SAR 840
SAR 2,274 total
includes taxes & fees
9 Apr - 10 Apr
Modern Family Retreat | Near Downtown Hartford | Sleeps 10

WeHa Oak Haven

10.0 out of 10, Exceptional, (4)
"I had a great stay in West Hartford with my 17 year old daughter. The property is conveniently located in West Hartford and also a quick drive to the University of Hartford, which we visit for an Art School event. The host is fantastic, provides great communication and simple check-in/ check-out process. The parking spot is ample and the home was comfortable and just as described. We will book this place again and highly recommend! "
WeHa Oak Haven

Family Stays: Middletown, CT

10.0 out of 10, Exceptional, (4)
"We came to the area for a long weekend event at Wesleyan University. I had never booked through VRBO and was not familiar with the process. From my first communication with Gilbert I felt like I was going to visit family. He was amazing to communicate with provided information about the area and the process and was super accommodating when he learned our flight was arriving early. From the moment we stepped through the door we knew our stay would be special. The home is beautiful, beds...
The price is SAR 469
SAR 837 total
includes taxes & fees
28 Apr - 29 Apr
Family Stays: Middletown, CT

Amazing lake house with everything you need!

9.8 out of 10, Exceptional, (7)
"The lake house was beautiful and peaceful. They’re were a few concerns the bedroom upstairs smelled musty the dishwasher smelled like mildew the towels were were old & looked used no new soap for the guest a felt like it was an overpriced stay. "
Amazing lake house with everything you need!

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

9.2 out of 10, Wonderful, (12)
"Highly recommend for a peaceful location that offers everything you need to feel at home. "
The price is SAR 446
SAR 1,045 total
includes taxes & fees
30 Mar - 31 Mar
Lake - King - Gym - Kayak - Fire Pit - PetsOK - WD

Charming Farmhouse w/ Pool & Fishing Pond!

10.0 out of 10, Exceptional, (9)
"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!

Cozy 4 Bedroom West Hartford House

2.0 star property
9.0 out of 10, Wonderful, (2)
"Convenient. Clean. Very comfortable beds."
Cozy 4 Bedroom West Hartford House

Cozy 2 Bedroom Family Stay

9.8 out of 10, Exceptional, (7)
"Came up to help my daughter move out of state. House was nice and clean and host was responsive. Good location in central Manchester."
Cozy 2 Bedroom Family Stay

Upscaled Quiet Neighborhood- Modern 3 BDRM

10.0 out of 10, Exceptional, (24)
"This apartment is a real gem. We really enjoyed our stay and felt right at home. Our hosts gave all the information we needed prior to arriving so we didn't have to ask lots of questions. The neighborhood is very safe with lots of families in the neighborhood walking dogs, etc. We will definitely stay here again the next time we are in Springfield!"
Upscaled Quiet Neighborhood- Modern 3 BDRM

Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

8.8 out of 10, Excellent, (18)
"We had such a wonderful time during our winter stay! The place was super cozy, and the heating made it feel like a warm retreat from the cold outside. We really appreciated the hospitality and can't wait to come back again! "
The price is SAR 499
SAR 1,113 total
includes taxes & fees
7 Apr - 8 Apr
Lakefront - King - PetsOK - W&D - Fire Pit - Kayak

Blue Back Bungalow

2.0 star property
9.6 out of 10, Exceptional, (10)
"Thank you so much for the amazing stay!!!! The place is beautiful, very clean and cosy! True Jem of West Hartford! We were here for my nieces wedding and felt very comfortable! Thank you for the wonderful TV set, amazing furniture, blow dryer and decorations! Everything in the house set up well and with love."
The price is SAR 199
SAR 1,114 total
includes taxes & fees
3 Apr - 4 Apr
Blue Back Bungalow

Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF

9.8 out of 10, Exceptional, (115)
"Beautiful house, sitting high and overlooking the Connecticut River. Can't imagine a more beautiful setting. Very large kitchen, great for cooking in with friends. Even has an adjacent helicopter pad (although it's $4k to go from Hartford airport to the house, 1-way!). Had a great time."
Magnificent Riverfront home, completely private. BOOK 7 NIGHTS GET 10% OFF

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

9.6 out of 10, Exceptional, (30)
"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 SAR 694
SAR 1,175 total
includes taxes & fees
31 Mar - 1 Apr
Upscaled Home In A Quiet Neighborhood! You Have the Entire Home to Yourself!
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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Other property types in South Windsor

Blue Back Bungalow

2.0 star property
9.6 out of 10, Exceptional, (10)
"Thank you so much for the amazing stay!!!! The place is beautiful, very clean and cosy! True Jem of West Hartford! We were here for my nieces wedding and felt very comfortable! Thank you for the wonderful TV set, amazing furniture, blow dryer and decorations! Everything in the house set up well and with love."
The price is SAR 199
SAR 1,114 total
includes taxes & fees
3 Apr - 4 Apr
Blue Back Bungalow

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

9.4 out of 10, Exceptional, (15)
"This is such a great property, I spent a whole month with three separate stays adjacent due to travel planning and the host was wonderful. The house is really beautiful and in a great neighborhood and it’s very comfortable and super clean. This will be a regular for me in the Hartford area. I’m looking forward to seeing what the beautiful landscaping is like in the spring and summer too."
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

Charming Farmhouse w/ Pool & Fishing Pond!

10.0 out of 10, Exceptional, (9)
"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!
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.