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

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Entire home

Overview
Amenities
Policies
Location
Host

Exceptional

2 bedrooms1+ bathroomSleeps 6

Popular amenities

Parking available
Barbecue grill
Kitchen
Outdoor space
Air conditioning
Free WiFi

Explore the area

Winsted, CT

Highland Lake
‪1 min walk‬
Northwestern Connecticut Community College
‪4 min drive‬
Platt Hill State Park
‪10 min drive‬
Hartford, CT (BDL-Bradley Intl.)
‪48 min drive‬

Rooms & beds

2 bedrooms (sleeps 6)

Bedroom 1

1 King Bed

Bedroom 2

1 Single Bunk Bed

Living Room 1

1 Queen Sofa Bed

1 bathroom, 1 half bathroom

Bathroom 1

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet

Spaces

Deck or patio

Kitchen

Balcony

Outdoor play area

Garden

Dining Area

About this property

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.

Property manager

Jeanne Richard

Premier Host

Languages

English

Add dates for prices

Amenities

Kitchen

Free WiFi

Air conditioning

Outdoor space

Parking available

Water view

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Kitchen
Air conditioning
Parking available
Barbecue grill

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

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

-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.

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 and a first aid kit

We should mention

This property does not have any lifts

About the area

Winsted

Located in Winsted, this cottage is on the waterfront. Laurel Lanes and Ski Sundown 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. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Winsted, CT

What's nearby

Highland Lake - 1 min walk - 0.1 km
Winchester Historical Society - 17 min walk - 1.4 km
Northwestern Connecticut Community College - 4 min drive - 2.5 km
Platt Hill State Park - 10 min drive - 4.9 km
Connecticut Valley Winery - 16 min drive - 15.9 km

Getting around

Hartford, CT (BDL-Bradley Intl.) - 48 min drive

Restaurants

‪McDonald's - ‬4 min drive
‪Little Red Barn Brewer - ‬19 min walk
‪Rowley Grill & Tap - ‬4 min drive
‪Subway - ‬7 min drive
‪Log House Restaurant - ‬10 min drive

Frequently asked questions

Is The Cottage at Highland Lake, year-round, waterfront with a boat dock pet-friendly?

No, pets are not allowed at this property.

What time is check-in at The Cottage at Highland Lake, year-round, waterfront with a boat dock ?

Check-in begins at 4:00 PM.

What time is check-out at The Cottage at Highland Lake, year-round, waterfront with a boat dock ?

Checkout is at 11:00 AM.

Where is The Cottage at Highland Lake, year-round, waterfront with a boat dock located?

Situated on the waterfront, this cottage is within 1 mile (2 km) of Highland Lake, Winchester Historical Society and Laurel Lanes. Walker Field and Rowley Fields are also within 2 miles (3 km).

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.6/10

Cleanliness

10/10

Check-in

10/10

Communication

8.8/10

Location

10/10

Listing accuracy

10/10 Excellent

Robert B.

20 Apr, 2025

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

10/10 Excellent

Margaret T.

14 Sept, 2024

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

10/10 Excellent

Charles C.

23 Jun, 2023

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

10/10 Excellent

joyce w.

23 May, 2024

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

10/10 Excellent

Lori C.

2 Nov, 2023

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

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.