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Aug 22 - Aug 24
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Sep 12 - Sep 14
In two months
Oct 10 - Oct 12

Cottages in South Windsor

Go Jump in the Lake!
Exterior

Go Jump in the Lake!

10.0 out of 10, Exceptional, (143)
"Perfect for our family. Close to the lake and beaches. We enjoyed our stay."
Go Jump in the Lake!
Charming Cottage by the Lake❤️
Exterior

Charming Cottage by the Lake❤️

9.8 out of 10, Exceptional, (15)
"My friends and I had a very lovely weekend. The cottage is well equipped, well maintained, very clean. I loved being able to bring my doggie with me. "
Charming Cottage by the Lake❤️
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Property grounds

Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake

9.6 out of 10, Exceptional, (15)
"This lake house is a perfect, quiet & very pretty getaway! We absolutely loved our stay! The host was so sweet and easy to contact. We will be back!"
$310 nightly
The price is $351
Sep 1 - Sep 2
Total includes taxes and fees
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Exterior

Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

10.0 out of 10, Exceptional, (14)
"The place was great and we enjoyed the fishing."
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Cozy 3 bd Cottage w/ access to private lake
Fridge, microwave, dishwasher, toaster

Cozy 3 bd Cottage w/ access to private lake

9.6 out of 10, Exceptional, (4)
"Ideal location and well supplied but could use updating "
Cozy 3 bd Cottage w/ access to private lake
Cozy Springfield Vacation Rental Near Downtown
Terrace/patio

Cozy Springfield Vacation Rental Near Downtown

3.0 star property
Cozy Springfield Vacation Rental Near Downtown
Charming Windsor Home w/ Private Backyard!
House (3 Bedrooms) | Front of property

Charming Windsor Home w/ Private Backyard!

3.0 star property
8.0 out of 10, Very Good, (1)
"The property was exactly as advertised and what we needed for a two night stay for a graduation. It was economical and accommodated 5 people comfortably. The interior is a bit dated, but clean. We did not spend much time at the property, so it worked well for us. The beds were a bit hard, but functional for two nights."
Charming Windsor Home w/ Private Backyard!
Escape to Caladan Cottage! Cozy pet-friendly lake house: AC, multi-beach access.
Exterior

Escape to Caladan Cottage! Cozy pet-friendly lake house: AC, multi-beach access.

2.0 star property
9.6 out of 10, Exceptional, (4)
"We had a wonderful stay! The property was as described, with all the amenities we needed. We appreciated the use of floaties and beach towels for the lake. The house stayed cool and refreshing when the weather heated up during our stay. The lake access was wonderful and the neighbors were friendly. Highly recommend this property!"
Escape to Caladan Cottage! Cozy pet-friendly lake house: AC, multi-beach access.
Lake Getaway at Coventry Lake! close to Uconn
Exterior

Lake Getaway at Coventry Lake! close to Uconn

10.0 out of 10, Exceptional, (20)
"Nice spot, close to campus and perfect size."
Lake Getaway at Coventry Lake! close to Uconn
Lakefront Connecticut Retreat Near Uconn
Cottage (2 Bedrooms) | Interior

Lakefront Connecticut Retreat Near Uconn

3.0 star property
Lakefront Connecticut Retreat Near Uconn
Lakefront Granby Escape w/ Private Dock & Kayaks!
House (2 Bedrooms) | Interior

Lakefront Granby Escape w/ Private Dock & Kayaks!

3.0 star property
Lakefront Granby Escape w/ Private Dock & Kayaks!
Charming 2-bedroom cottage in fantastic Longmeadow with AC, WiFi & fenced yard
Exterior

Charming 2-bedroom cottage in fantastic Longmeadow with AC, WiFi & fenced yard

10.0 out of 10, Exceptional, (1)
"Nice to have a Vrbo versus hotel in a quiet neighborhood. Heater wasn’t working and owner had someone there within a hour to fix it. We left our laptop and owner notified us immediately. Placed worked out great for our business trip."
Charming 2-bedroom cottage in fantastic Longmeadow with AC, WiFi & fenced yard
Breathtaking Private, Lakefront Retreat.
Property grounds

Breathtaking Private, Lakefront Retreat.

10.0 out of 10, Exceptional, (1)
"Our stay at Lake Williams was exactly what we were seeking for our 25th wedding anniversary - a lake house experience reminiscent of our childhood! We stayed outside all day long enjoying all that the property had to offer - time out of the hot July sun in the boathouse relaxing/reading on the comfortable couch (good lake breeze), grilling each night on the gas Weber grill, an evening fire in the solo stove and showering in the fantastic outdoor shower, enjoying sunset on the dock, watching the...
Breathtaking Private, Lakefront Retreat.
Charming Farmhouse w/ Pool & Fishing Pond!
House (5 Bedrooms) | Interior

Charming Farmhouse w/ Pool & Fishing Pond!

3.0 star property
Charming Farmhouse w/ Pool & Fishing Pond!
Cozy Lakefront Cottage w/ Fire Pit, Grill & Views!
Terrace/patio

Cozy Lakefront Cottage w/ Fire Pit, Grill & Views!

3.0 star property
Cozy Lakefront Cottage w/ Fire Pit, Grill & Views!
Lakefront Cottage w/ Covered Porch & Dock!
Cottage (3 Bedrooms) | Front of property

Lakefront Cottage w/ Covered Porch & Dock!

3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!
Springfield Vacation Rental: 1 Mi to Downtown
Interior

Springfield Vacation Rental: 1 Mi to Downtown

3.0 star property
Springfield Vacation Rental: 1 Mi to Downtown
Lakefront Home: 2 Mi to Air Line State Park Trail!
Terrace/patio

Lakefront Home: 2 Mi to Air Line State Park Trail!

3.0 star property
Lakefront Home: 2 Mi to Air Line State Park Trail!
Group Getaway w/ Outdoor Oasis in Southington!
House (4 Bedrooms) | Interior

Group Getaway w/ Outdoor Oasis in Southington!

3.0 star property
Group Getaway w/ Outdoor Oasis in Southington!
10 Mi to Hartford: Family Home w/ Yard
House (3 Bedrooms) | Interior

10 Mi to Hartford: Family Home w/ Yard

3.0 star property
10 Mi to Hartford: Family Home w/ Yard
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

Holiday Inn Express Springfield Downtown by IHG

Holiday Inn Express Springfield Downtown by IHG

10/10 Excellent
"Great location! Near all the weekend activities outside the casino and the Italian restaurants and bakeries. Just 1.5 miles from Springfield College."
Timothy 3-night trip
Posted 14 hours ago
Holiday Inn Express Springfield Downtown by IHG