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Waterfront Cottage at Highland Lake w/dock

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A marina with several boats docked, surrounded by residential houses with large windows and balconies.
A two-story house with a deck, a garage, and a swimming pool.
A lakeside property with a dock, grassy lawn, and a house with a deck overlooking the water.
A lakeside property with a dock, a small boat, and a wooden deck.
A spacious living area with a wooden bar, a brown leather sofa, and a dining table with chairs.

Reviews

9.4 out of 10
Exceptional

Entire home

3 bathroomsSleeps 4

Popular amenities

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

Explore the area

View in a map
Winsted, CT
  • Place, Highland Lake
    ‪2 min walk‬
  • Place, The Marina at Highland Lake
    ‪8 min walk‬
  • Place, Laurel Lanes
    ‪18 min walk‬
  • Airport, Hartford, CT (BDL-Bradley Intl.)
    ‪41 min drive‬

Room options

About the neighborhood

Winsted

This cottage places you next to Highland Lake and within a 10-minute walk of The Marina at Highland Lake. The cottage includes a kitchen, a balcony, and a refrigerator.
View more Cottages in WinstedOpens in a new window

What's nearby

  • Highland Lake - 2 min walk - 0.1 miles
  • The Marina at Highland Lake - 8 min walk - 0.5 miles
  • Winchester Historical Society - 14 min walk - 0.8 miles
  • Laurel Lanes - 18 min walk - 1.0 mile
  • Northwestern Connecticut Community College - 3 min drive - 1.2 miles

Getting around

  • Bradley Intl. Airport (BDL) - 48 min drive

Restaurants

  • ‪McDonald's - ‬4 min drive
  • ‪Dunkin' - ‬3 min drive
  • ‪Skipper's - ‬3 min drive
  • ‪Subway - ‬7 min drive
  • ‪Little Red Barn Brewer - ‬19 min walk

About this property

Entire place

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

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 is air-conditioned and features a kitchen, 2.5 bathrooms, and a balcony. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a coffee maker, an ironing board, and a desk. Limited housekeeping is available.

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Property amenities

Beach

  • Beach nearby

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Car not required
  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Kitchen island
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • Bedsheets provided

Bathroom

  • 2.5 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Smart TV
  • Stereo

Outdoor areas

  • Balcony
  • Barbecue grill
  • Dock
  • Firepit
  • Garden

Work spaces

  • Desk

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.
  • 1 step to reach entrance
  • Handrails in stairways
  • Smooth flooring in public areas
  • Thin carpet in public areas
  • Upper floors accessible by stairs only
  • Smoking not allowed

Services and conveniences

  • Iron/ironing board
  • Limited housekeeping

Location highlights

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

Things to do

  • Boat
  • Kayak
  • Water sports equipment
  • Birdwatching nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Kayaking nearby
  • Motor boating nearby
  • Swimming nearby
  • Water skiing 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)
  • Fire extinguisher

General

  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 18

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

Rules

-No smoking indoors. -Parties, events and large gatherings are not allowed during your stay. -Smoking, vaping and hookahs are not allowed.
-Parties, events and large gatherings are not allowed during your stay.
-Sorry, Pets are not allowed. -Please bring your own beach towels. They will not be provided.

Pets

  • This property doesn't allow pets

Children and extra beds

Children allowed: ages 0-17

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
Long-term renters welcome
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
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
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
  • Check-in: 4:00 PM
  • Check-out: 11:00 AM
  • Minimum check-in age: 18

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession.
  • This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children. If you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a carbon monoxide detector, a fire extinguisher, and a smoke detector.

Additional information about polices, regulations, and more:

  • Long-term renters welcome.
  • There are no elevators.

Property is also known as

482019

Frequently asked questions

What's there to do around this cottage?

This cottage in Winsted is within a 10-minute walk of Highland Lake and The Marina at Highland Lake. You'll also find Platt Hill State Park and Burr Pond State Park within a short drive.

Will I be able to park at Waterfront Cottage at Highland Lake w/dock?

No, there isn't parking available at the cottage.

Is this cottage associated with a casino?

No, this cottage is not connected to a casino.

Is there an indoor pool at this cottage?

No, there is no indoor pool at this cottage.

Is Waterfront Cottage at Highland Lake w/dock a good place to stay for couples?

Amenities that appeal to couples at this lakeside cottage include a smart TV and a kitchen in each cottage, and some feature lake view.

Are there hot tubs at Waterfront Cottage at Highland Lake w/dock?

No, this cottage doesn't have a spa tub.

Does this cottage include breakfast service?

No, this cottage doesn't offer breakfast.

Does this cottage allow pets to stay for free?

No, pets aren't allowed at this cottage.

Are there connecting rooms at Waterfront Cottage at Highland Lake w/dock?

No, there aren't connecting guestrooms at this cottage.

Where is the closest airport to this cottage?

The closest major airport to this cottage is Bradley Intl. Airport (BDL), which is 26.1 mi away (48 minutes by car). Another top airport is Westfield, MA (BAF-Barnes Municipal), which is around 25.3 mi away.

Can I book a room with a balcony at Waterfront Cottage at Highland Lake w/dock?

Yes, every cottage at Waterfront Cottage at Highland Lake w/dock comes with a balcony and some offer lake views.

Waterfront Cottage at Highland Lake w/dock Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 11 out of 13 reviews
Rating 8 - Good. 1 out of 13 reviews
Rating 6 - Okay. 0 out of 13 reviews
Rating 4 - Poor. 1 out of 13 reviews
Rating 2 - Terrible. 0 out of 13 reviews

9.6/10

Cleanliness

Reviews

Verified

8/10 Good

Karen C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Quiet and comfortable! Thank you
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Jim B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great place!
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Vanessa K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We arrived early and had no problem communicating with the host. Very cute place.
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Doug J.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Very clean and comfortable. Great view! Thank you.
Stayed 3 nights in Nov 2025
Verified

10/10 Excellent

Samara S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Check was easy and smooth, extra directions communicated were great, the use of water toys were wonderfully appreciated. We had a very short stay for an event but would highly recommend and would absolutely stay again.
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Michelle H.

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

Nice weekend getaway

Really enjoyed this cute little cottage right on the lake. Brought our 3 year old to visit family. Nice bedrooms. Gorgeous deck. Really good communication from the owner as far as directions and such. Would go back for sure.
Stayed 2 nights in Apr 2025
Verified

10/10 Excellent

Robert B.

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

Lakefront Stay

We only came into town for a wedding, but we loved the lakefront cottage! It's an older home, but it was well kept and suited our needs perfect. We're hoping to "jump in the lake" the next time we stay. Thank you Jeanne for allowing us to check in early...we look forward to our next stay!!
Stayed 3 nights in Apr 2025
Verified

10/10 Excellent

Margaret T.

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

Awesome lakeside property

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.
Stayed 4 nights in Sep 2024
Verified

10/10 Excellent

Charles C.

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

Nice

Stay was great but the road to the location is a little rough.
Stayed 4 nights in Jun 2023
Verified

10/10 Excellent

joyce w.

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

waterfront property

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.
Stayed 6 nights in May 2024
Verified

10/10 Excellent

Lori C.

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

Perfect Fall Getaway

My husband and I recently enjoyed a weekend at the Cottage at Highland Lake and would highly recommend it. The host gave excellent detailed directions, check in was easy, and the cottage was clean and exactly as described with a fully remodeled upstairs. There is a small deck off the master bedroom and a really nice size deck off the first floor, both overlooking the lake. Best of all is the location. The cottage is right on the lake and has a dock. Overall just a perfect weekend escape!
Stayed 2 nights in Oct 2023
Verified

4/10 Poor

John C.

Liked: Cleanliness, check-in, communication, location
Disliked: Listing accuracy
We booked the cottage as a kayaking retreat approx one week in advance bc the weather outlook was excellent for the season. By all indications in the listing, the cottage was perfect for what we were there to accomplish. When we arrived the water level was extremely low due to a planned drawback which rendered the dock useless and even dangerous for our 3 young kids. The beach area was all muck, moss, and sharp rocks for several feet from the waters edge. This was NOT an act of nature, it was a planned water reduction so that homeowners could work on their docks, this measure was apparently enacted weeks before we arrived.. This information was NOT disclosed to us at the time of scheduling and it was not disclosed in the description. This planned event rendered the purpose of the cottage (as a lake house) nil. Communication with Jeanne proved absolutely fruitless. She took no responsibility for the non disclosure. There was no effort or willingness made to rectify OR comp the experience in anyway, only back peddled explanations and half hearted apologies. It was a very disappointing exchange considering our willingness to reason and settle. We were able to make the best of it by packing our gear and visiting burr pond a few miles away. It would’ve made more sense for us to drive there straight from our home... I would not recommend.
Stayed 2 nights in Oct 2025