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Compare 29 Cottages in Windsor with updated reviews, rates, and availability.

Charming Cottage by the Lake♥️

9.8 out of 10, Exceptional, (7)
"Very nice and clean cottage. Loved the coziness,and it was close to the university where went to a girls basketball game,go Huskies! Host was quick to respond back with questions I had. We had a very enjoyable time. Would definitely return."
Charming Cottage by the Lake♥️

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

9.4 out of 10, Exceptional, (23)
"We thoroughly enjoyed our stay. This cottage perfect for two people. The location has all the amenities you could ask for. Climbing up and down the 43 steps to cottage can be tiring especially for the elderly. There is Liquer store very close buy and grocery store within 5 miles. I must say that prices there very high, but in no way does that reflect on owner. We certainly are looking forward to coming back for another stay."
Cozy Lakefront Cottage w/ Fire Pit, Grill & Views!

Reel Simple on Bolton Lake

2.0 star property
9.8 out of 10, Exceptional, (21)
"My husband and I stayed here with our baby daughter over the Thanksgiving holiday. The house was cozy and clean with a gorgeous view of the lake! It would be fabulous to go swimming off the dock in the summer time! The cabin has two decent sized bedrooms with queen sized beds so you could easily fit two families here. Sherry was incredibly friendly and very easy to get in contact with! Ten out of ten would recommend! "
Reel Simple on Bolton Lake

Lakefront Cottage w/ Covered Porch & Dock!

3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!

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

10.0 out of 10, Exceptional, (13)
"This was a great spot to stay with my wife, another couple, and my dog! The house is small - especially downstairs. But it is extremely well thought out and space is used as effectively as can be. Upstairs had 2 good sized bedrooms with king beds and a nicely renovated bathroom with a great shower. The house is located in a small, cute, and a bit of an unusual neighborhood. Very quiet. Very safe feel. But not too good for much dog walking and parking is super tight. Owner was very good with...
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!

Lake Getaway at Coventry Lake! close to Uconn

10.0 out of 10, Exceptional, (15)
"This house is beautifully decorated, very clean and the host is super responsive! Very close to UCONN. Definitely recommend! "
Lake Getaway at Coventry Lake! close to Uconn

The Cottage at Highland Lake, year-round, waterfront with a boat dock

10.0 out of 10, Exceptional, (4)
"Jeanne was wonderful to work with and very responsive when we booked our last minute get away. Location is ideal - we brought our kayaks and very easy launching area. Would definitely not hesitate to come back to the same spot. Thanks for sharing your home with us. "
The Cottage at Highland Lake, year-round, waterfront with a boat dock

Lakefront Connecticut Retreat Near UConn

10.0 out of 10, Exceptional, (14)
"Amazing place and view. Entire stay was great to share while in for family weekend. Very welcoming and hospitality. 10!"
Lakefront Connecticut Retreat Near UConn

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!

Lakefront Tranquility/Fishermans Delight

9.8 out of 10, Exceptional, (18)
"The cabin was simple, clean, and cozy. A great place to slow down, and enjoy a simpler lifestyle with a beautiful view of the lake. We hope to return during the summer when we can enjoy the lake fully. "
Lakefront Tranquility/Fishermans Delight

Charming Farmhouse w/ Pool & Fishing Pond!

3.0 star property
Charming Farmhouse w/ Pool & Fishing Pond!

Lakefront Connecticut Retreat Near Uconn

3.0 star property
Lakefront Connecticut Retreat Near Uconn

Lakefront Granby Escape w/ Private Dock & Kayaks!

3.0 star property
Lakefront Granby Escape w/ Private Dock & Kayaks!

Cottage Ease. Quaint cottage nestled in on Higland lake Winsted, Ct.

Cottage Ease. Quaint cottage nestled in on Higland lake Winsted, Ct.

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

2.0 star property
9.4 out of 10, Exceptional, (3)
"Our stay was super easy. Not a far walk to the beach. Communication was super fast and easy as well! Only a slight musty smell in the big bedroom, but not enough for me to take off any stars. "
Escape to Caladan Cottage! Cozy pet-friendly lake house: AC, multi-beach access.

Charming Windsor Home w/ Private Backyard!

3.0 star property
Charming Windsor Home w/ Private Backyard!

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

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

Springfield Vacation Rental: 1 Mi to Downtown

3.0 star property
Springfield Vacation Rental: 1 Mi to Downtown

Family Home w/ Deck & Grills in Southington!

3.0 star property
Family Home w/ Deck & Grills in Southington!

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 Windsor

Island Vibes Home

10.0 out of 10, Exceptional, (10)
"The home was clean and well cared for, and had everything we needed. The location was perfect for every where we wanted to go. We had shopping near by to keep us in groceries, and we had easy access to roads to get us to/from area sites and attractions. The one snow day we had, someone came and cleared the walkways and driveway so we didn't have to, that was a nice surprise, and they even rolled the garbage can out and back on pick up day. "
Island Vibes Home

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

9.6 out of 10, Exceptional, (11)
"Our visit at this VRBO was almost excellent… the only issue we had was with theTVs. We could not get the TVs in the bedroom to work. Cleanliness was exceptional! Availability of food/meal supplies was great. It was nice that there was ice already made for us. The towel and wash cloths were fluffy and absorbent. The queen bed and pillows were very comfortable. We cannot say there was anything that did not meet expectations! Anyone would be comfortable there. We would book again. "
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!

A “Wow” Experience everywhere there is something to stimulate your mind Interest

9.4 out of 10, Exceptional, (3)
"Tasteful decor. Very clean. Not too far from the city. Quiet, safe neighborhood. Host was very friendly and super responsive! Would definitely recommend!"
The price is AED 1,396
AED 2,518 total
includes taxes & fees
28 Dec - 29 Dec
A “Wow” Experience everywhere there is something to stimulate your mind Interest
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.

Frequently asked questions

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