Our Cottage - Small in size, Big in character, On beautiful Highland Lake
Cottage in Winchester, CT
6 guests · 2 bedrooms · 1 bath
Reasons to book
Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Includes essentialsGarden, Pool, Kitchen or Kitchenette and more
About this cottage rental
Welcome to our charming cottage retreat, a haven for food enthusiasts and nature lovers alike. Our renovated cottage features a state-of-the-art gourmet kitchen, equipped with a double oven, a full spice rack, and both a gas and charcoal grill for all your culinary adventures.
Sleep comfortably in one of our two cozy bedrooms, each with a full-size bed, or in the inviting queen sleep sofa in the living room, enhanced with a plush memory foam topper for added comfort. Please note that while the sleep sofa is great for short stays, it may require a bit of adventure spirit for longer use.
Step outside onto our spacious walk-out deck, perfect for morning coffee or evening relaxation. Enjoy direct access to the water with our private dock, ideal for boating and soaking in the serene surroundings. Come and experience the perfect blend of comfort, style, and outdoor fun at our lovely cottage.
Amenities
Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Parking
Balcony or Patio
TV
Garden
Family friendly
Map of Winchester, CT
$$$$
Reviews
10.0
Third time we’ve stayed at this lovely cottage on Highland Lake. Immaculate, welcoming and gracious host!!Hope to be back next year!!
10.0
2nd summer here! It has everything! Such a beautiful cottage on a beautiful lake it was very peaceful an relaxing
10.0
Excellent, well appointed, lakeside property close to many superb state parks showing off their leaf colours. Property has a good view of the lake
A great few days. Good value.
10.0
Overall great trip with my wife and daughter. Nice little cottage along the lake. Place is small, but we knew that going into it when we reserved. Everything worked out great. She even brought in an outdoor gas firepit for us!!
10.0
Such a beautiful area & the place was perfect, neat, clean, comfortable. Easy communication with owner!
10.0
My father and brother were visiting from out of state and found this cottage to be the perfect size to meet their needs. Very calming to be by the water with a gorgeous view.
10.0
Can’t say enough good things. The cottage is beautifully decorated and had everything for a perfect lake getaway with my family. Right on the water! And the host is awesome, she is so nice and accessible to reach. Tells you all you need to know. Place is a true gem Can’t wait to come back
10.0
Great communication and amenities. We had a great time as a family and can’t wait to see what next year brings! Love that it’s right on the water. The kids swam for the whole week every day even in the rain
10.0
This is our 3rd year in a row staying at Debbie’s cottage, and it was wonderful. We love having our boat docked for a week of tubing, water skiing, fishing, swimming and fishing. We are already booked for next year!
10.0
Terrific
Perfect rental in every way
Cleanliness, decorations, host interaction, location etc
10.0
Great place for a little get away! Right on the water just like they said! Enjoyed a lot
The host was great and replied quickly for any thing we needed, got in the house and immediately were amazed by the view, went on the canoe in the lake which was absolutely beautiful.
And nothing beats waking up in the morning and having coffee with this view.
5/5 all across the board!
10.0
Lovely cottage
Enjoyed immensely.
10.0
Cozy Cottage
Adorable cottage on the lake. Clean, comfortable and quiet with everything one could need. Great host!
6.0
Lake cottage
Clean and nice cottage on Highland Lake. We had a good time here but it should be noted that space is very limited, there’s no washing/drying machine or dishwasher and wifi was weak (we had trouble with Zoom and streaming).
10.0
Awesome week at the cottage!
This was our family’s second year staying at the cottage, and it was another fun week! We bring our own boat, so it was great to have it docked there all week to fish, water ski, go tubing, and going on evening rides around the lake.
We love the cottage, and it has everything we need for our small family.
10.0
Perfect get away!
The view from this home is gorgeous as is the whole property!!! Even when you're in the house The water view is complete as the home is very close to the water. I can't think of a single thing that was lacking.
5.0
Spent our mini honeymoon here and it was perfect! Clean, quiet, and private and close to some beautiful hiking and bike trails! Loved exploring the area :)
10.0
Wonderful quiet getaway
Spent our mini honeymoon here and it was perfect! Clean, quiet, and private and close to some beautiful hiking and bike trails! Loved exploring the area :)
5.0
My friend and i spent a few days here at the end of September and we could not have wished for anything more. The home is compact but had everything we could have wanted. It was squeaky clean and decorated so beautifully. The kitchen had all the pots, pans and accessories that we needed. The weather was great for early fall and we used the kayaks everyday. The stone stairs into the water made it very easy to get in and out and even take a quick swim. We enjoyed watching the boats going by while sitting on the dock.Debbie's check in and check out process was quick and easy and we will definitely visit again.
10.0
Happiness on Highland Lake
My friend and i spent a few days here at the end of September and we could not have wished for anything more. The home is compact but had everything we could have wanted. It was squeaky clean and decorated so beautifully. The kitchen had all the pots, pans and accessories that we needed. The weather was great for early fall and we used the kayaks everyday. The stone stairs into the water made it very easy to get in and out and even take a quick swim. We enjoyed watching the boats going by while sitting on the dock.
Debbie's check in and check out process was quick and easy and we will definitely visit again.
10.0
Peaceful escape
This quaint cottage was just what we needed for a little getaway during this time. Everything was immaculate when we arrived, and our family will always remember our memories made there. Thank you for sharing your beautifu gem with us!l
5.0
To say this place is perfect for a visit is an understatement. The property owner’s attention to detail was above board and everything was well thought out.We kept finding little treasures in the house that related to Highland Lake that highlighted the owners love for this place. I approached this kind of rental with skepticism but found that, in this case, the property and owner were amazingly helpful and this was, quite frankly, the easiest vacation that I have ever booked.
10.0
Amazing!!!!
To say this place is perfect for a visit is an understatement. The property owner’s attention to detail was above board and everything was well thought out.
We kept finding little treasures in the house that related to Highland Lake that highlighted the owners love for this place. I approached this kind of rental with skepticism but found that, in this case, the property and owner were amazingly helpful and this was, quite frankly, the easiest vacation that I have ever booked.
10.0
Unforgettable Weekend!
This was the best labor day weekend ever. My family and friends loved it! The location is wonderful and the view of the lake is a charm. The cottage is beautiful, well equipped and had everything we needed including the dock. We will definitely miss the place and rent again as soon as possible.
10.0
An absolute gem!
Beautiful property right on the lake. Updated and clean. Couldn't ask for a better experience.
10.0
Lovely Gem
Our stay was just what we needed to wrap up our summer. Debbie was responsive and went above and beyond to provide us with extra kayaks to enjoy the lake as a family. We hope to come back next year to this charming lakeside retreat.
10.0
Beautiful little cottage on the lake
My husband and I loved our week at the cottage! It was the first time we rented so close to our own home, and we are so glad we did. It was great to have the dock for our boat. My husband and adult son went fishing each morning and evening. My son caught and released 9 trout!
We swam, kayaked, and went paddleboarding (we brought our own). My favorite part was having my morning coffee on the dock. So peaceful. The lake gets busy in the afternoons, and it was fun to watch all the boating activity.
We hope to stay again next year!
10.0
Vacation 2020
The property and location were wonderful. The owner was lovely and a pleasure to deal with. She even went above and beyond to provide us with additional kayaks
10.0
Perfect location and cottage for a family or elderly parents
The cottage was more than perfect for what we needed. I was traveling with my elderly parents that grew up on the lake and finding a place for them to stay was difficult. This worked out perfectly. It is single level with only three steps up to the door. My dad just sat and watched the fall color and the boaters on the lake. The cottage had the best stocked kitchen I have ever seen. The location was great and I could not ask for anything more. Thanks for a wonderful stay!
10.0
Another Excellent Time!
This was our second time staying at this house and it was as easy and comfortable as the last time. We had time to visit with our sister and the place made it a comfortable gathering place. The fireplace provided atmosphere as well as our beautiful surroundings!
This is now our "go to" spot for our annual reunion. It is comfortable has ever convience and the house situated on a perfect lake! It just all round terrific! Thank you Deb and Jim for a great time!!
10.0
Great Cottage, but really a full time home.
Highland Lake , in my eyes is the BEST . I was born in Winsted but moved for Fl in 1984. Going back home , and having a place like the Cottage means more to me then most people can understand. Morning exercises on the patio in the sun. Breakfast on the deck overlooking the great view, wild life , boaters, skiers, fisherman and kayakers. My bike even made the trip, I had a few little tests on the hills as well as swimming almost daily. My wife got to ski thanks to a great friend who never left Winsted. Also hours spent with Family and Friends.
10.0
Very nice place!
Very cute little cottage. Beautiful location with spectacular view from the back porch. Very clean with nice amenities. Would definitely stay again.
10.0
Great time!
Our place on the Lake was adorable
The setting was perfect and the cottage was tastefully decorated , inviting and spotless!
Jimmy had our entrance down to a science, which we appreciated, no glitches and he even invited us to leave a bit past the usual time as no one was expected that day. We thought that bc was so considerate of he and his wife (Debbie?).
We had a wonderful sister's weekend" and couldn't be mor pleased. Planning on making it an annual visit!
Couldn't have been more perfect! Thank you!
10.0
Loved it. Can't wait to go back.
I booked this cottage for little retreat for myself. I enjoyed every moment of my quite weekend. The views of the lake from the bedroom, kitchen and living areas are wonderful. Sat on the dock and relaxed. The bed and couch were very comfortable for napping, sleeping and relaxing in. The cottage was very clean and well kept. I think I will be making this an annual retreat for myself. The owners were very friendly.
10.0
Your Cottage can't be beat
We had a Great time , at My lake , thanks to Jimmy and Debbi. It was Great being back home. I know you use Our Cottage, you need to add Our Cottage / The Ritz. Wake up , and open up the Blinds and lay back a bit with a Great Water front view, fisherman going by the home slow in small fishing boats and Kayaks . For a 2 bedroom on the lake , City water and walking distance to a Great natural Spring for great drinking water , were we filled Gallons each day, I don't think your Cottage , can be beat. !!!
10.0
Great Lake Cottage
Small but has everything needed to enjoy a great stay on the water . We spent 90% of our time on the water and made use of the dock for our boat . We grilled steaks and made lots of family memories while enjoying the lake view . Thank you for sharing your home with us . We had a great time .
10.0
Loved the lake and location
This little house had everything necessary for a great long weekend. Perfect location on the lake. Kayaked and enjoyed late afternoon cocktails by the water.
10.0
Quaint Cottage for a quiet gettaway.
My fiancé and I were able to book this cottage for a brief respite while in town for a family wedding. The house is located close to a cute little Main Street where we found everything we needed to get through the weekend. Although the pictures are accurate to the actual accommodations, we were pleasantly surprised at the stunning view and tranquil surroundings. Our main goal for the weekend was to go hiking which we throughly enjoyed at nearby people's state park (moderate level hike). Other then that we were happy to relax on their awesome deck and watch the occasional waterskiier go by!
The actual cottage was more then sufficient and charmingly decorated. We found everything we needed and more. Looking forward to a possible return in the future.
FAQs
How much does this cottage cost compared to others in Winchester?
The average price for a rental in Winchester is $237 per night. This rental is $67 above the average.
Is parking included with this cottage?
Yes, parking is listed as an amenity at Our Cottage - Small in size, Big in character, On beautiful Highland Lake . For more information, we encourage you to contact the property about where to park.
Is there a pool at this cottage?
Yes, a swimming pool is available for use at Our Cottage - Small in size, Big in character, On beautiful Highland Lake . Enjoy the water!
Is Our Cottage - Small in size, Big in character, On beautiful Highland Lake pet friendly?
Unfortunately, this cottage is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Our Cottage - Small in size, Big in character, On beautiful Highland Lake ?
We found 10 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and fireplace.
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