10/10 Excellent
Jim B.
1 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Jim B.
Stayed 2 nights in Sep 2025
Entire home
Waterfront Cottage at Highland Lake w/dock
Photo gallery for Waterfront Cottage at Highland Lake w/dock
Reviews
9.6 out of 10
Exceptional
2+ bathroomsSleeps 6
Popular amenities
Explore the area
Winsted, CT
- Place, Highland Lake2 min walk
- Place, Winchester Historical Society11 min walk
- Place, Northwestern Connecticut Community College2 min drive
- Airport, Hartford, CT (BDL-Bradley Intl.)37 min drive
Rooms & beds
0 bedrooms (sleeps 6)
Living Room 1
1 Queen Sofa Bed
2 bathrooms, 1 half bathroom
Bathroom 1
Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer
Bathroom 2
Soap · Towels provided · Toilet
Bathroom 3
Spaces
Deck or patio
Kitchen
Balcony
Number of living rooms
Garden
Dining area
About this property
Waterfront Cottage at Highland Lake w/dock
Welcome to The Cottage at Highland Lake! Relax at this cozy waterfront cottage. Updated! Now sleeps up to 6 people with a sleeper sofa on the 1st floor! 2nd floor, central air in bedrooms. There are two bedrooms and 1.5 bathrooms. There`s a boat dock, large deck, upper deck, grill, and beach area. The 1st floor has an open floor plan and includes a full kitchen, TV area with couches and a bar area. Long-term availability. Get 25% discount off all boat rentals at The Marina at Highland Lake.
The Cottage at Highland Lake sleeps up to 6 people. The master bedroom has a king bed with a deck. The 2nd bedroom has a bunk bed. There is a queen sleeper sofa on the first floor that sleeps 2 people. The 2nd floor has central air in both bedrooms and a full bath. There`s a boat dock, large deck, upper deck, grill, and beach area. The 1st floor has an open floor plan and includes a full kitchen, TV area with couches and a bar area and has a half bath.
I`m available by phone or text.
The neighborhood at Highland Lake is a fun outdoor part of Winsted. Located just minutes away from Main Street and Rowley Street, which offer delicious restaurants, cafes, and even a brewery right down the street with an incredible circuit of local food trucks. All of your watersport and leisure needs can be met by The Marina at Highland lake which offers rentals of pontoons, ski boats, kayaks, canoe, paddleboards, and captained evening pontoon cruises around the lake. There are multiple antique shops in and around Winsted, as well as local breweries and vineyards. For winter sports, there is ice fishing right on Highland Lake, and many nearby ski resorts within a half hour ride including: Ski Sundown, Mohawk Mountain, Ski Butternut, and Otis Ridge.
There is a shared right-of-way leading to a private parking area.
-No smoking indoors.
-Parties, events and large gatherings are not allowed during your stay.
-Smoking, vaping and hookahs are not allowed.
-Sorry, Pets are not allowed.
The Cottage at Highland Lake sleeps up to 6 people. The master bedroom has a king bed with a deck. The 2nd bedroom has a bunk bed. There is a queen sleeper sofa on the first floor that sleeps 2 people. The 2nd floor has central air in both bedrooms and a full bath. There`s a boat dock, large deck, upper deck, grill, and beach area. The 1st floor has an open floor plan and includes a full kitchen, TV area with couches and a bar area and has a half bath.
I`m available by phone or text.
The neighborhood at Highland Lake is a fun outdoor part of Winsted. Located just minutes away from Main Street and Rowley Street, which offer delicious restaurants, cafes, and even a brewery right down the street with an incredible circuit of local food trucks. All of your watersport and leisure needs can be met by The Marina at Highland lake which offers rentals of pontoons, ski boats, kayaks, canoe, paddleboards, and captained evening pontoon cruises around the lake. There are multiple antique shops in and around Winsted, as well as local breweries and vineyards. For winter sports, there is ice fishing right on Highland Lake, and many nearby ski resorts within a half hour ride including: Ski Sundown, Mohawk Mountain, Ski Butternut, and Otis Ridge.
There is a shared right-of-way leading to a private parking area.
-No smoking indoors.
-Parties, events and large gatherings are not allowed during your stay.
-Smoking, vaping and hookahs are not allowed.
-Sorry, Pets are not allowed.
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House Rules
Check in after 4:00 PM
Minimum age to rent: 18
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets 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
On-site parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
We should mention
This property does not have any lifts
A car is not required for transport to and from this property
About the area
Winsted
Located in Winchester, this cottage is in the city centre and on the waterfront. The Marina at Highland Lake and Laurel Lanes are worth checking out if an activity is on the agenda, while those looking for area attractions can visit KidsPlay Museum and Action Wildlife Foundation. Flamig Farm and Thorncrest Farm & Milk House Chocolates are also worth visiting. Kayaking, waterskiing and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking nearby.
Winsted, CT
What's nearby
- Highland Lake - 2 min walk - 0.2 km
- The Marina at Highland Lake - 8 min walk - 0.7 km
- Winchester Historical Society - 11 min walk - 1.0 km
- Northwestern Connecticut Community College - 2 min drive - 1.8 km
- American Mural Project - 3 min drive - 2.2 km
Getting around
Restaurants
- McDonald's - 4 min drive
- Dunkin' - 3 min drive
- Subway - 7 min drive
- Little Red Barn Brewer - 19 min walk
- Dunkin' - 4 min drive
Frequently asked questions
Reviews
9.6
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window9.8/10
Cleanliness
10/10
Check-in
10/10
Communication
9.4/10
Location
9.4/10
Listing accuracy
Reviews
10/10 Excellent
Doug J.
16 Nov, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Doug J.
Stayed 3 nights in Nov 2025
10/10 Excellent
Vanessa K.
28 Oct, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Vanessa K.
Stayed 2 nights in Oct 2025
10/10 Excellent
Samara S.
7 Sept, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Samara S.
Stayed 2 nights in Sep 2025
10/10 Excellent
Michelle H.
27 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice weekend getaway
Michelle H.
Stayed 2 nights in Apr 2025
10/10 Excellent
Robert B.
20 Apr, 2025
Liked: Cleanliness, check-in, communication, location, listing accuracy
Lakefront Stay
Robert B.
Stayed 3 nights in Apr 2025
10/10 Excellent
Margaret T.
14 Sept, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome lakeside property
Margaret T.
Stayed 4 nights in Sep 2024
10/10 Excellent
joyce w.
23 May, 2024
Liked: Cleanliness, check-in, communication, location, listing accuracy
waterfront property
joyce w.
Stayed 6 nights in May 2024
10/10 Excellent
Charles C.
23 Jun, 2023
Liked: Cleanliness, check-in, communication, listing accuracy
Nice
Charles C.
Stayed 4 nights in Jun 2023
10/10 Excellent
Lori C.
2 Nov, 2023
Liked: Cleanliness, check-in, communication, location, listing accuracy
Perfect Fall Getaway
Lori C.
Stayed 2 nights in Oct 2023
4/10 Poor
John C.
22 Oct, 2025
Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy
John C.
Stayed 2 nights in Oct 2025
About the host
Hosted by Jeanne Richard
I've owned rental properties including yearly rentals and vacation rentals for over 10 years. I live and work local and am very responsive to the needs of my guests in order to enjoy their stay, whether it's two days or long term.
Why they chose this property
This property is located in the first of three bays of Highland Lake, which offers a peaceful cove, beautiful views, swimming, boating, fishing and much more, and can be enjoyed throughout the year.
What makes this property unique
This is a cozy cottage located right on the water. You can receive a 25% discount off any rentals during your stay right down the street at The Marina at Highland Lake. You have the added benefit of myself and my husband owning and working close by should any issues arise or if you have questions to further enhance the enjoyment of your stay.
Languages:
English
Premier Host
They consistently provide great experiences for their guests
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