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Our Cottage - Small in size, Big in character, On beautiful Highland Lake

Lakefront cottage with kitchen and patio

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Fridge, microwave, oven, stovetop - Our Cottage - Small in size, Big in character, On beautiful Highland Lake (Winchester)
Exterior - Our Cottage - Small in size, Big in character, On beautiful Highland Lake (Winchester)
Interior - Our Cottage - Small in size, Big in character, On beautiful Highland Lake (Winchester)
On the water's edge, this charming cottage retreat invites you to unwind with a gourmet kitchen and spacious walk-out deck. Sleep comfortably in one of two cozy bedrooms or on the inviting queen sleep sofa, then enjoy direct access to boating and serene surroundings via our private dock.

Reviews

10 out of 10
Exceptional

Entire home

2 bedrooms1 bathroomSleeps 6624 sq ft

Popular amenities

  • Kitchen
  • Free WiFi
  • Air conditioning
  • Outdoor Space
  • Parking available
  • Barbecue grill

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Our Cottage - Small in size, Big in character, On beautiful Highland Lake


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.

Property amenities

Beach

  • Beach loungers
  • Beach towels

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Car recommended
  • Wheelchair-accessible parking and van parking available

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Electric kettle
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Fireplace
  • Living room

Entertainment

  • Books
  • DVD player
  • Games
  • Smart TV with cable/satellite channels

Outdoor areas

  • Charcoal grill
  • Dock
  • Garden
  • Outdoor furniture
  • Patio

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 2 accessible parking spaces
  • 2 steps to reach entrance
  • Area rugs in public areas
  • Hardwood flooring in public areas
  • No elevator (single-level property)
  • Single level property
  • Well-lit path to entrance
  • Wheelchair-accessible parking
  • Wheelchair-accessible path of travel
  • Wheelchair-accessible van parking
  • Smoking not allowed

Services and conveniences

  • Housekeeping (on request)
  • Iron/ironing board

Location highlights

  • In the city center
  • Near a hospital
  • On a lake
  • On the waterfront

Things to do

  • Kayak
  • Birdwatching nearby
  • Cycling nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Jet skiing nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain climbing nearby
  • Rafting nearby
  • Sailing nearby
  • Swimming nearby
  • Water skiing nearby
  • Water tubing nearby
  • Wildlife walks nearby
  • Windsurfing nearby
  • Winery tours nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Garden
  • Housekeeping (on request)
  • Unit size: 624 square feet

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Exterior
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  • Washer
  • Dryer
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Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in available

Check-out

Check-out before 11:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

A car is recommended for transportation to and from this property

About the neighborhood

Map
Winchester, CT

What's nearby

  • Highland Lake - 1 min walk - 0.1 miles
  • The Marina at Highland Lake - 19 min walk - 1.0 mile
  • Laurel Lanes - 2 min drive - 1.2 miles
  • Winchester Historical Society - 3 min drive - 1.1 miles
  • Rowley Fields - 3 min drive - 1.4 miles

Getting around

  • Bradley Intl. Airport (BDL) - 42 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Dunkin' - ‬4 min drive
  • ‪Subway - ‬7 min drive
  • ‪Little Red Barn Brewer - ‬3 min drive
  • ‪Dunkin' - ‬4 min drive

Frequently asked questions

Is Our Cottage - Small in size, Big in character, On beautiful Highland Lake pet-friendly?

No, pets are not allowed at this property.

How much is parking?

Onsite parking is available at the property.

What time is check-in at Our Cottage - Small in size, Big in character, On beautiful Highland Lake ?

Check-in begins at 3:00 PM.

What time is check-out at Our Cottage - Small in size, Big in character, On beautiful Highland Lake ?

Check-out is at 11:00 AM.

Where is Our Cottage - Small in size, Big in character, On beautiful Highland Lake located?

Located in the heart of Winsted, this cottage is within 1 mi (2 km) of Highland Lake, The Marina at Highland Lake, and Winchester Historical Society. Laurel Lanes and Walker Field are also within 2 mi (3 km).

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Our Cottage - Small in size, Big in character, On beautiful Highland Lake Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 48 out of 50 reviews
Rating 8 - Good. 1 out of 50 reviews
Rating 6 - Okay. 1 out of 50 reviews
Rating 4 - Poor. 0 out of 50 reviews
Rating 2 - Terrible. 0 out of 50 reviews

10

Cleanliness

10

Location

10

Eco-friendliness

10

Property conditions & facilities

Reviews

10/10 Excellent

Dawn T.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful lake house! Small but very comfortable for the 5 of us.
Stayed 3 nights in Sep 2025

10/10 Excellent

Karen G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Easy check in and out. It was everything we hoped it would be. Had a great time!
Stayed 4 nights in Aug 2025

10/10 Excellent

Sally V.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautifully appointed cottage on a lovely lake. We had an amazing week!
Stayed 6 nights in Jul 2025

10/10 Excellent

Kenneth C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Special Lake Cottage

Excellent place with modern decor inside and beautiful view of lake from very nice deck. Will definitely stay again!
Stayed 3 nights in Oct 2024

10/10 Excellent

Austin C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy, Quiet, Clean, & Happy

Great little place to stay! Host was easy to contact and everything lived up to expectations.
Stayed 3 nights in Oct 2024

10/10 Excellent

Oleg M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very good
Stayed 2 nights in Sep 2025

10/10 Excellent

Lisa W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Another great stay!!

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!
Stayed 7 nights in Jul 2022

10/10 Excellent

maryanne S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lake cottage

Third time we’ve stayed at this lovely cottage on Highland Lake. Immaculate, welcoming and gracious host!!Hope to be back next year!!
Stayed 2 nights in Oct 2023

10/10 Excellent

Joe

Liked: Cleanliness, amenities, property conditions & facilities, communication
This place was spotless. Newly rebuilt I would guess. So well stocked that I cannot even imagine something that was not there. We came in the Fall so it was very quiet. The host was fantastic and offered to let us come in early. When we got a flat tire from in town on our last morning she offered to let us stay inside all day as we waited for AAA. She could not have been more accommodating. We would easily stay here again.
Stayed 4 nights in Oct 2025

10/10 Excellent

Janice B., Bristol

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxation

2nd summer here! It has everything! Such a beautiful cottage on a beautiful lake it was very peaceful an relaxing
Stayed 4 nights in Aug 2023

10/10 Excellent

Kyle R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Definitely a must

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
Stayed 7 nights in Aug 2022

10/10 Excellent

Angela H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Came to see the fall in October.

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.
Stayed 4 nights in Oct 2022

10/10 Excellent

Dean H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Fall Getaway

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!!
Stayed 3 nights in Oct 2022

10/10 Excellent

pat o.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

Such a beautiful area & the place was perfect, neat, clean, comfortable. Easy communication with owner!
Stayed 7 nights in Oct 2022

10/10 Excellent

Tony W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful location right on the water!

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.
Stayed 14 nights in Sep 2022

10/10 Excellent

Janice B., Bristol

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect

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
Stayed 5 nights in Sep 2022

10/10 Excellent

Phil G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Terrific

Perfect rental in every way Cleanliness, decorations, host interaction, location etc
Stayed 3 nights in Oct 2021

10/10 Excellent

Amir M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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!
Stayed 2 nights in Oct 2021

10/10 Excellent

Lynn F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely cottage

Enjoyed immensely.
Stayed 3 nights in Oct 2021

10/10 Excellent

Laurie P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Cozy Cottage

Adorable cottage on the lake. Clean, comfortable and quiet with everything one could need. Great host!
Stayed 11 nights in Oct 2021

6/10 Okay

Sean K., USA

Liked: Cleanliness, check-in, communication, location

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).
Stayed 13 nights in Sep 2021

10/10 Excellent

Lisa W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 7 nights in Aug 2021

10/10 Excellent

Jennifer A.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 3 nights in Oct 2020

10/10 Excellent

Angela Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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 :)

10/10 Excellent

Kristine D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 3 nights in Sep 2020