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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 Jun

Compare 28 Cottages in South Windsor with updated reviews, rates, and availability.

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

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

9.8 out of 10, Exceptional, (11)
"Just a nice lake house!!"
The price is AED 551
AED 1,297 total
includes taxes & fees
19 May - 20 May
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
Charming Cottage by the Lake❤️
Outdoor dining

Charming Cottage by the Lake❤️

9.8 out of 10, Exceptional, (11)
"Very cozy little home. "
Charming Cottage by the Lake❤️
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Miscellaneous

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

10.0 out of 10, Exceptional, (13)
"The place was great and we enjoyed the fishing."
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
Lakefront Cottage w/ Covered Porch & Dock!
Miscellaneous

Lakefront Cottage w/ Covered Porch & Dock!

10.0 out of 10, Exceptional, (13)
"Small quaint cottage on lake. Very peaceful. Owner was very attentive."
Lakefront Cottage w/ Covered Porch & Dock!
Breathtaking Private, Lakefront Retreat.
Smart TV

Breathtaking Private, Lakefront Retreat.

Breathtaking Private, Lakefront Retreat.
Cozy Lakefront Cottage w/ Fire Pit, Grill & Views!
Fridge, microwave, stovetop, cookware/dishes/utensils

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

9.4 out of 10, Exceptional, (23)
"Nice cabin with great views of the lake. Enjoyed kayaks provided and the deck area. Well decorated and comfortable."
Cozy Lakefront Cottage w/ Fire Pit, Grill & Views!
Go Jump in the Lake!

Go Jump in the Lake!

10.0 out of 10, Exceptional, (138)
"Spent Christmas at the cottage with my family and we had an amazing time!! I highly recommend! Beautiful place, beautiful area! The host was fantastic and very responsive! 10/10! "
Go Jump in the Lake!
Lakefront Connecticut Retreat Near UConn
Fridge, microwave, stovetop, dishwasher

Lakefront Connecticut Retreat Near UConn

10.0 out of 10, Exceptional, (16)
"This house on the lake was absolutely perfect! The location, view, and charming appointments made this one of our very best vacations. The owner cares deeply about this home and for the comfort of those who visit -- this shows in its cleanliness and thoughtful furnishings. We hope to return soon to this lovely home!"
Lakefront Connecticut Retreat Near UConn
Cozy 3 bd Cottage w/ access to private lake
Private kitchen

Cozy 3 bd Cottage w/ access to private lake

10.0 out of 10, Exceptional, (2)
"Beautiful place and excellent house."
Cozy 3 bd Cottage w/ access to private lake
Lake Getaway at Coventry Lake! close to Uconn
Exterior

Lake Getaway at Coventry Lake! close to Uconn

10.0 out of 10, Exceptional, (17)
"Nice spot, close to campus and perfect size."
Lake Getaway at Coventry Lake! close to Uconn
Escape to Caladan Cottage! Cozy pet-friendly lake house: AC, multi-beach access.
Shower, hair dryer, towels, soap

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

2.0 star property
9.4 out of 10, Exceptional, (3)
"Host were super friendly and very communicative"
Escape to Caladan Cottage! Cozy pet-friendly lake house: AC, multi-beach access.
Reel Simple on Bolton Lake
Outdoor dining

Reel Simple on Bolton Lake

2.0 star property
9.8 out of 10, Exceptional, (22)
"We were a little nervous upon arrival, it was exceptionally cold that day Dec 22nd, 2 deg at night ,and we were afraid it wouldn't heat up. However, between the heat pumps and the electric fireplace, it became toasty! Very convenient, 2 bathrooms great !We would definitely book again !"
Reel Simple on Bolton Lake
Charming Windsor Home w/ Private Backyard!
House (3 Bedrooms) | Interior

Charming Windsor Home w/ Private Backyard!

3.0 star property
Charming Windsor Home w/ Private Backyard!
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 Farmhouse w/ Pool & Fishing Pond!
House (5 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

Charming Farmhouse w/ Pool & Fishing Pond!

3.0 star property
Charming Farmhouse w/ Pool & Fishing Pond!
Lakefront Cottage w/ Covered Porch & Dock!
Interior

Lakefront Cottage w/ Covered Porch & Dock!

3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!
Lakefront Connecticut Retreat Near Uconn
Cottage (2 Bedrooms) | Interior

Lakefront Connecticut Retreat Near Uconn

3.0 star property
Lakefront Connecticut Retreat Near Uconn
Charming Farmington Home ~ 5 Mi to Uconn Health!
Interior

Charming Farmington Home ~ 5 Mi to Uconn Health!

3.0 star property
Charming Farmington Home ~ 5 Mi to Uconn Health!
Springfield Vacation Rental: 1 Mi to Downtown
House (4 Bedrooms) | Private kitchen | Microwave, oven, stovetop, dishwasher

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!
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

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

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

9.8 out of 10, Exceptional, (11)
"Just a nice lake house!!"
The price is AED 551
AED 1,297 total
includes taxes & fees
19 May - 20 May
Serene 2-bedroom, 2-bath lakefront retreat on scenic Staffordville Lake
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Living area

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

9.4 out of 10, Exceptional, (15)
"It was a very comfortable house! We were only there 2 days for the Mizzou game. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
Blue Back Bungalow
Exterior

Blue Back Bungalow

2.0 star property
9.6 out of 10, Exceptional, (10)
"Seamless check in, beautiful quaint home with excellent water pressure and hot water!Location is excellent, thank you to our hosts "
The price is AED 459
AED 1,410 total
includes taxes & fees
4 May - 5 May
Blue Back Bungalow
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.