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The Cottage at Highland Lake, year-round, waterfront with a boat dock

Winsted accommodation with kitchen

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Photo gallery for The Cottage at Highland Lake, year-round, waterfront with a boat dock

Property grounds
Beach nearby, sun loungers, beach towels
Smart TV, stereo
2 bedrooms, iron/ironing board, free WiFi, bed sheets
Fridge, microwave, oven, stovetop

Reviews

9.4 out of 10
Exceptional

Entire home

2 bedrooms2 bathroomsSleeps 4

Popular amenities

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

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, Winchester Historical Society
    ‪11 min walk‬
  • Airport, Hartford, CT (BDL-Bradley Intl.)
    ‪36 min drive‬

Room options

About the area

Winsted

On lake.Your stay at this Winsted cottage places you within a 10-minute walk of Highland Lake and The Marina at Highland Lake. Winchester Historical Society and Laurel Lanes are also within 2 miles (3 km).
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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 - 3 min drive - 1.8 km
  • Warner Theater - 15 min drive - 16.9 km

Getting around

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

Restaurants

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

About this property

Entire place

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

The Cottage at Highland Lake, year-round, waterfront with a boat dock

Welcome to The Cottage at Highland Lake! Updated amenity! Now sleeps up to 6 people with a sleeper sofa on the 1st floor! Updated second floor with central air in bedrooms. Relax anytime at this cozy year-round waterfront cottage. There are two bedrooms and 1.5 bathrooms. The master bedroom has a king bed with a deck. The 2nd bedroom has a twin bunk bed. There's a dock to tie up your boat, a 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.

Similar properties

Interior
Lakefront Tranquility/Fishermans Delight
  • Kitchen
  • Free WiFi
  • Outdoor space
  • Parking available
5.0 out of 5, Exceptional, 21 reviews
Lakefront Tranquility/Fishermans Delight

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Ski

  • Cross-country skiing nearby

Internet

  • Available in the cottage: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 2 bedrooms
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table

Entertainment

  • Smart TV
  • Stereo

Outdoor areas

  • Balcony
  • Barbecue grill
  • Dock
  • Garden
  • Outdoor furniture

Laundry

  • Laundromat nearby

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

Location highlights

  • Near a hospital
  • Near the marina
  • On a lake
  • On the waterfront

Things to do

  • Kayak
  • Water sports equipment
  • Basketball nearby
  • Birdwatching nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Ice skating nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Sledding 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

General

  • Garden

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

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

Rules

-No smoking indoors. 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

  • No pets 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
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 and a first aid kit
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    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. Onsite parties or group events are strictly prohibited. Long-term renters welcome. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, and a first aid kit in each accommodation.

The Cottage at Highland Lake, year-round, waterfront with a boat dock Reviews

Reviews

9.4

Exceptional

Rating 10 - Excellent. 9 out of 10 reviews
Rating 8 - Good. 0 out of 10 reviews
Rating 6 - Okay. 0 out of 10 reviews
Rating 4 - Poor. 1 out of 10 reviews
Rating 2 - Terrible. 0 out of 10 reviews

9.6/10

Cleanliness

Reviews

10/10 Excellent

Vanessa K.

Liked: Cleanliness
We arrived early and had no problem communicating with the host. Very cute place.
Stayed 2 nights in Oct 2025

4/10 Poor

John C.

Liked: Cleanliness
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

10/10 Excellent

Jim B.

Liked: Cleanliness
Great place!
Stayed 2 nights in Sep 2025

10/10 Excellent

Samara S.

Liked: Cleanliness
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

10/10 Excellent

Michelle H., Burlington, MA

Liked: Cleanliness

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

10/10 Excellent

Robert B.

Liked: Cleanliness

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

10/10 Excellent

Margaret T.

Liked: Cleanliness

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

10/10 Excellent

joyce w.

Liked: Cleanliness

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

10/10 Excellent

Lori C.

Liked: Cleanliness

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

10/10 Excellent

Charles C.

Liked: Cleanliness

Nice

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