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Compare 24 Cottages in Windsor with updated reviews, rates, and availability.

Lake Getaway at Coventry Lake! close to Uconn
10.0 out of 10, Exceptional, (5)
"Great little house. Well stocked with everything we needed. Clean and adorably decorated. Perfect for UConn drop off."
Lake Getaway at Coventry Lake! close to Uconn
Lakefront Tranquility/Fishermans Delight
9.8 out of 10, Exceptional, (14)
"The cabin was just what we needed to escape the hustle and bustle of work!! Just the right size to sit and relax by the water and enjoy an early morning or late evening canoe ride while the Eagle flew above us. Perfect spot for day hikes or day drinking at the wineries. Then enjoy a bonfire with a glass of wine and talk about all you did and what you want to do the next day!! Definitely recommend and will be back"
Lakefront Tranquility/Fishermans Delight
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
10.0 out of 10, Exceptional, (8)
"We were there for a family event in Glastonbury for just a couple of days, and so we didn't go to the lake. However, the cottage was perfect for our needs -- quiet, allowed for contemplation, and privacy that we needed. We hope to perhaps and experience the beautiful lake."
Family-Friendly Lakeside Cottage with Spectacular Sunset Views Pet-Friendly!
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Lakefront Connecticut Retreat Near UConn
9.8 out of 10, Exceptional, (10)
"Excellent!"
Lakefront Connecticut Retreat Near UConn
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!
Lakefront Cottage w/ Covered Porch & Dock!
3.0 star property
Lakefront Cottage w/ Covered Porch & Dock!
The Little Red Cottage
10.0 out of 10, Exceptional, (3)
"Just a couple miles from campus, great locale for a family stay. Bonus chocolate pretzels upon arrival appreciated. Very great communication from hosts. It is an older cottage w quirks of an older house w original bathroom w no mirror, steep staircase to basement off the kitchen, small TV, but great for playing some games and close place to sleep/shower."
The price is AED 1,135
AED 1,788 total
includes taxes & fees
21 Jun - 22 Jun
The Little Red Cottage
The Cottage at Highland Lake, year-round, waterfront with a boat dock
10.0 out of 10, Exceptional, (3)
"happen to get beautiful weather while staying at the cottage at highland lake. so nice to wake up with a view, and then at sunset to enjoy the glass like water."
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Lakefront Cottage w/ Covered Porch & Dock!
10.0 out of 10, Exceptional, (10)
"Susan was the most warm and thoughtful host! She was there when we checked in and left us a lovely welcome basket! We were three couples traveling for baseball playoffs. The weather was dreary, but we all still enjoyed the view and the fireplace made it very cozy! The kitchen was absolutely charming, felt like a step back in time. Everything that needed to be was modern and comfortable, while still maintaining old world charm. Clean, organized, cheery - everything you would want in a rental!"
Lakefront Cottage w/ Covered Porch & Dock!
Charming Cottage by the Lake♥️
10.0 out of 10, Exceptional, (1)
"Nice, bright and clean cottage. Easy/short walk to the lake and big yard with a sweet fire pit."
Charming Cottage by the Lake♥️
Charming Farmhouse w/ Pool & Fishing Pond!
3.5 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.
Charming Windsor Home w/ Private Backyard!
3.0 star property
Charming Windsor Home w/ Private Backyard!
Cozy Lakefront Cottage w/ Fire Pit, Grill & Views!
3.5 star property
Cozy Lakefront Cottage w/ Fire Pit, Grill & Views!
Springfield Vacation Rental: 1 Mi to Downtown
3.5 star property
Springfield Vacation Rental: 1 Mi to Downtown
Family-friendly Avon Home: 10 Mi to Hartford!
3.0 star property
Family-friendly Avon Home: 10 Mi to Hartford!
Connecticut Vacation Home Rental w/ Private Pool!
3.0 star property
Connecticut Vacation Home Rental w/ Private Pool!
Lakefront Home: 2 Mi to Air Line State Park Trail!
3.5 star property
Lakefront Home: 2 Mi to Air Line State Park Trail!
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See all available properties in Windsor
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.

Other property types in Windsor

NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
9.6 out of 10, Exceptional, (4)
"The location was great to get to and from the airport. Lynn was great with responding to any of my questions. We would stat again when visiting family."
NEW: Spacious & Convenient Hideaway!Centrally located & 10 min from airport!
A “Wow” Experience everywhere there is something to stimulate your mind Interest
8.0 out of 10, Very Good, (1)
"We had a great stay at this property. Beds were very comfortable, which is not usually the case with many rentals. Good clean and hot showers and towels. Property had everything you need including a BBQ for grilling. My family of 6 was comfortable and plenty of room and space for everyone."
The price is AED 1,102
AED 2,125 total
includes taxes & fees
30 Jun - 1 Jul
A “Wow” Experience everywhere there is something to stimulate your mind Interest
Bungalow House - Free Parking - 10 mins to Hartford & Airport
9.0 out of 10, Wonderful, (18)
"House was very clean. Everything was as described and the Owner was very responsive to our requests pre checkin."
The price is AED 424
AED 921 total
includes taxes & fees
25 Jun - 26 Jun
Bungalow House - Free Parking - 10 mins to Hartford & Airport
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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