This cottage places you next to Highland Lake and within a mile (2 km) of Winchester Historical Society. The cottage includes a kitchen, a balcony, and a refrigerator.
Winchester Historical Society - 11 min walk - 0.6 miles
Laurel Lanes - 18 min walk - 1.0 mile
Burr Pond State Park - 8 min drive - 3.1 miles
Warner Theater - 15 min drive - 10.5 miles
Getting around
Bradley Intl. Airport (BDL) - 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
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.
The cottage is air-conditioned and features a kitchen, 1.5 bathrooms, and a balcony, and there's space to spread out with 2 bedrooms. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a coffee maker, an ironing board, and a kitchen island.
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
Pets
This property doesn't allow pets
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
Check-in: 4:00 PM
Check-out: 11:00 AM
Minimum check-in age: 25
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, a smoke detector, and a first aid kit.
Additional information about polices, regulations, and more:
Long-term renters welcome.
There are no elevators.
Frequently asked questions
What's there to do around this cottage?
This cottage is located in Winsted, just steps from Highland Lake. You'll also find Burr Pond State Park and Ames Plaza Shopping Center within a short drive.
Is there parking available at this cottage?
No, this cottage doesn't offer parking.
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 The Cottage at Highland Lake, year-round, waterfront with a boat dock a good place to stay for couples?
Amenities that appeal to couples at this lakeside cottage include a kitchen and a smart TV along with a garden.
Does The Cottage at Highland Lake, year-round, waterfront with a boat dock have a hot tub?
No, there isn't a spa tub at this cottage.
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 this cottage?
No, this cottage doesn't feature connecting guestrooms.
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.
Are there rooms with balconies at The Cottage at Highland Lake, year-round, waterfront with a boat dock ?
Yes, every accommodation at The Cottage at Highland Lake, year-round, waterfront with a boat dock comes with a balcony with some featuring water views.
The Cottage at Highland Lake, year-round, waterfront with a boat dock Reviews
Reviews
10
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.
Rating 10 - Excellent. 6 out of 6 reviews
10 - Excellent
6
Rating 8 - Good. 0 out of 6 reviews
8 - Good
0
Rating 6 - Okay. 0 out of 6 reviews
6 - Okay
0
Rating 4 - Poor. 0 out of 6 reviews
4 - Poor
0
Rating 2 - Terrible. 0 out of 6 reviews
2 - Terrible
0
9.8/10
Cleanliness
Reviews
10/10 Excellent
Michelle H., Burlington, MA
Apr 27, 2025
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.
Michelle H.
Stayed 2 nights in Apr 2025
10/10 Excellent
Robert B.
Apr 20, 2025
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!!
Robert B.
Stayed 3 nights in Apr 2025
10/10 Excellent
Margaret T.
Sep 14, 2024
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.
Margaret T.
Stayed 4 nights in Sep 2024
10/10 Excellent
joyce w.
May 23, 2024
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.
joyce w.
Stayed 6 nights in May 2024
10/10 Excellent
Lori C.
Nov 2, 2023
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!
Lori C.
Stayed 2 nights in Oct 2023
10/10 Excellent
Charles C.
Jun 23, 2023
Liked: Cleanliness
Nice
Stay was great but the road to the location is a little rough.