Title: The Cottage at Highland Lake, year-round, waterfront with a boat dock - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&selected=92330469&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # The Cottage at Highland Lake, year-round, waterfront with a boat dock Lakefront cottage with kitchen and balcony ## Photo gallery for The Cottage at Highland Lake, year-round, waterfront with a boat dock ![Property grounds - The Cottage at Highland Lake, year-round, waterfront with a boat dock (Winsted)](https://images.trvl-media.com/lodging/93000000/92340000/92330500/92330469/w505h683x260y0-b5bd26d6.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Smart TV, stereo - The Cottage at Highland Lake, year-round, waterfront with a boat dock (Winsted)](https://images.trvl-media.com/lodging/93000000/92340000/92330500/92330469/0faad986.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - The Cottage at Highland Lake, year-round, waterfront with a boat dock (Winsted)](https://images.trvl-media.com/lodging/93000000/92340000/92330500/92330469/w381h683x322y0-219ae64c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![2 bedrooms, iron/ironing board, free WiFi, bed sheets - The Cottage at Highland Lake, year-round, waterfront with a boat dock (Winsted)](https://images.trvl-media.com/lodging/93000000/92340000/92330500/92330469/05626dd2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - The Cottage at Highland Lake, year-round, waterfront with a boat dock (Winsted)](https://images.trvl-media.com/lodging/93000000/92340000/92330500/92330469/55258314.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies The Cottage at Highland Lake offers a serene waterfront retreat with a large deck, upper deck, and private beach area perfect for relaxation. Enjoy the convenience of central air and an open floor plan featuring a full kitchen, TV area with couches, and bar area. ## Reviews 9.6 Exceptional ### Entire home 2 bedrooms2 bathroomsSleeps 4 ## Popular amenities - Kitchen - Free WiFi - Air conditioning - Outdoor Space - Parking available - Barbecue grill ## Add dates for prices Check-in Check-out Travellers ## 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. ## 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 ## Similar properties ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/121000000/120090000/120084700/120084688/a7aea6ce.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Private Modern 3 Bed Apt Close to Downtown- 1st Flr Torrington - Kitchen - Washer - Dryer - Free WiFi 9.0 Wonderful 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06&selected=120084688&PinnedHotelID=120084688&HadPinnedHotel=true®ionId=-1&adults=2) ![](https://images.trvl-media.com/lodging/68000000/67540000/67535400/67535368/e228ded2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Inn at Highland Lake, 2nd Floor, waterfront yard with a boat dock Winsted - Kitchen - Free WiFi - Air conditioning - Outdoor Space 9.6 Exceptional 17 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06&selected=67535368&PinnedHotelID=67535368&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/68000000/67450000/67446300/67446226/b6bfa2d1.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Inn at Highland Lake, 1st Floor, waterfront yard with a boat dock Winsted - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 13 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06&selected=67446226&PinnedHotelID=67446226&HadPinnedHotel=true®ionId=-1&adults=2) ![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/73000000/72400000/72396900/72396823/032d6bf4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Enjoy a restful stay with fast internet, smart TV and the company of your pet. winsted - Kitchen - Pet friendly - Free WiFi - Air conditioning 9.2 Wonderful 47 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06&selected=72396823&PinnedHotelID=72396823&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/102000000/101260000/101256200/101256170/2a419cbb.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cottage is currently rented for the year, and not available until further notice Norfolk - Pet friendly - Free WiFi - Outdoor Space 9.0 Wonderful 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06&selected=101256170&PinnedHotelID=101256170&HadPinnedHotel=true®ionId=-1&adults=2) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/101000000/100910000/100901300/100901229/6fbf14a2.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Sunny, vintage farmhouse in the center of quintessential New England farm town. Granby - Free WiFi - Air conditioning - Parking available - Laundry 10 Exceptional 5 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06&selected=100901229&PinnedHotelID=100901229&HadPinnedHotel=true®ionId=-1&adults=2) ![Exterior](https://images.trvl-media.com/lodging/92000000/91310000/91304700/91304625/eab09613.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy 3 Flr Private 1 Bdrm Apt Tree Line View Torrington - Kitchen - Free WiFi - Air conditioning - Outdoor Space 9.2 Wonderful 5 reviews CA $116 CA $467 total includes taxes & fees Jan 26 - Jan 27 [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-26&endDate=2026-01-27&selected=91304625&PinnedHotelID=91304625&HadPinnedHotel=true®ionId=-1&adults=2) ![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112180000/112176300/112176226/99f4bea7.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Charming 2-bedroom Lake Front Cottage with WiFi, AC in welcoming Harwinton Northwest Harwinton - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 12 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06&selected=112176226&PinnedHotelID=112176226&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/108000000/107910000/107901600/107901536/f4da917b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### The Historic Hideaway Avon - Kitchen - Washer - Dryer - Pet friendly 7.0 Good 2 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-05&endDate=2026-02-06&selected=107901536&PinnedHotelID=107901536&HadPinnedHotel=true®ionId=-1&adults=2) ![2 bedrooms, desk, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101460000/101453000/101452935/dc8af495.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Charming apartment 7 minute walk to downtown Torrington - Kitchen - Washer - Dryer - Free WiFi 10 Exceptional 16 reviews CA $195 CA $359 total includes taxes & fees Feb 2 - Feb 3 [](https://www.expedia.ca/Hotel-Search?startDate=2026-02-02&endDate=2026-02-03&selected=101452935&PinnedHotelID=101452935&HadPinnedHotel=true®ionId=-1&adults=2) ## 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 Information provided by the property may be translated using automated translation tools ### 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 Pets not 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 ### We should mention This property does not have elevators ## About the area Located in Winsted, this cottage is 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. Be sure to check out the area's animals with activities such as game walks and birdwatching. [Visit our Winsted travel guide](https://www.expedia.ca/Winsted.dx3000430645) [View more Cottages in Winsted](https://www.expedia.ca/Winsted-Cottages.d3000430645-aaCottages.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6&zoom=13&markers=icon:https%3A%2F%2Fa.travel-assets.com%2Ftravel-assets-manager%2Feg-maps%2Fproperty.png%7C41.91782%2C-73.07902&channel=expedia-HotelInformation&maptype=roadmap&scale=1&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=8QnHPa6VGBmCTqTWV7oBoW6YZzA=) 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 Library 2 min drive \- 1.9 km - Northwestern Connecticut Community College 2 min drive \- 1.8 km ### Getting around - Bradley Intl. Airport (BDL) 48 min drive ### 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 ### Is The Cottage at Highland Lake, year-round, waterfront with a boat dock pet-friendly? ### How much is parking? ### What time is check-in at The Cottage at Highland Lake, year-round, waterfront with a boat dock ? ### What time is check-out at The Cottage at Highland Lake, year-round, waterfront with a boat dock ? ### Where is The Cottage at Highland Lake, year-round, waterfront with a boat dock located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## The Cottage at Highland Lake, year-round, waterfront with a boat dock Reviews ## Reviews ### Exceptional All reviews shown are from real guest experiences. Only travellers 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. [More information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 10 8 - Good 0 6 - Okay 0 4 - Poor 1 2 - Terrible 0 ### 9.8 Cleanliness ### 9.2 Location ## Reviews ### 10/10 Excellent #### joyce w. May 23, 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. ##### joyce w. Stayed 6 nights in May 2024 ### 10/10 Excellent #### Lori C. Nov 2, 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! ##### Lori C. Stayed 2 nights in Oct 2023 ### 10/10 Excellent #### Jim B. Oct 1, 2025 Liked: Cleanliness, check-in, communication, location, listing accuracy Great place! ##### Jim B. Stayed 2 nights in Sep 2025 ### 10/10 Excellent #### Samara S. Sep 7, 2025 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. ##### Samara S. Stayed 2 nights in Sep 2025 ### 10/10 Excellent #### Michelle H. Apr 27, 2025 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. ##### Michelle H. Stayed 2 nights in Apr 2025 ### 10/10 Excellent #### Robert B. Apr 20, 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!! ##### Robert B. Stayed 3 nights in Apr 2025 ### 10/10 Excellent #### Margaret T. Sep 14, 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. ##### Margaret T. Stayed 4 nights in Sep 2024 ### 10/10 Excellent #### Charles C. Jun 23, 2023 Liked: Cleanliness, check-in, communication, listing accuracy #### Nice Stay was great but the road to the location is a little rough. ##### Charles C. Stayed 4 nights in Jun 2023 ### 4/10 Poor #### John C. Oct 22, 2025 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. ![](https://a.travel-assets.com/ugc/hotel-reviews/bae01a5c-1fe5-4508-a313-b321d90cf071-1761163031785.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/e0533a5b-2249-4c00-abad-84630b0003c3-1761163032451.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ![](https://a.travel-assets.com/ugc/hotel-reviews/9872e63c-ecbb-468c-b953-fb4ad95436aa-1761163032227.jpg?impolicy=resizecrop&rw=204&ra=fit&q=high) ##### John C. Stayed 2 nights in Oct 2025 ## Expedia's Latest Trends ### Hotels > [Nefertiti Hotel](https://www.expedia.ca/Amman-Hotels-Nefertiti-Hotel.h32997774.Hotel-Information) > > [H2O LifeStyle Resort](https://www.expedia.ca/Providenciales-Hotels-NEW-Luxury-Condo-H2o-Woceanfront-Infinity-Pool.h64148773.Hotel-Information) > > [Canalta St Paul](https://www.expedia.ca/Bonnyville-Hotels-Canalta-St-Paul.h856326.Hotel-Information) > > [Comwell Kongebrogaarden](https://www.expedia.ca/Middelfart-Hotels-Comwell-Kongebrogaarden.h2154040.Hotel-Information) > > [Hotels in Midnapore](https://www.expedia.ca/Midnapore-Calgary-Hotels.0-n56769-0.Travel-Guide-Filter-Hotels) > > [Hotels in Orangeburg](https://www.expedia.ca/Orangeburg-Hotels.d6058108.Travel-Guide-Hotels) > > [Eileen of Mystic](https://www.expedia.ca/Mystic-Hotels-Eileen-Of-Mystic.h107223949.Hotel-Information) > > [Plaza Trujillo Hotel](https://www.expedia.ca/Trujillo-Hotels-Plaza-Trujillo-Hotel.h10356545.Hotel-Information) > > [Omni Bedford Springs Resort & Spa](https://www.expedia.ca/Johnstown-Hotels-Omni-Bedford-Springs-Resort.h1646451.Hotel-Information) > > [Hotels in Cañadas de Obregón](https://www.expedia.ca/Canadas-De-Obregon-Hotels.d553248635640659748.Travel-Guide-Hotels) ### Flights > [Flights from Mississauga (YYZ) to Iqaluit (YFB)](https://www.expedia.ca/lp/flights/yyz/yfb/toronto-to-iqaluit) > > [Flights from Windsor (YQG) to Montego Bay (MBJ)](https://www.expedia.ca/lp/flights/yqg/mbj/windsor-to-montego-bay) > > [Flights from Edmonton International Airport (YEG) to Richmond (YVR)](https://www.expedia.ca/lp/flights/yeg/yvr/edmonton-to-vancouver) > > [Flights from Mississauga (YYZ) to Vieux Fort (UVF)](https://www.expedia.ca/lp/flights/yyz/uvf/toronto-to-vieux-fort) > > [Flights from Coon Rapids](https://www.expedia.ca/lp/flights/3000436840/flights-from-coon-rapids) > > [Flights from Palma de Mallorca (PMI) to Los Angeles, CA (QLA-All Airports)](https://www.expedia.ca/lp/flights/pmi/qla/palma-de-mallorca-to-los-angeles) > > [Starlux Airlines Mashiki (KMJ) to Taoyuan City (TPE) flights](https://www.expedia.ca/lp/flight-routes/starlux-airlines-from-kumamoto-to-taoyuan-intl/jx/kmj/tpe) > > [Flights from Houston (IAH) to Brandon (YBR)](https://www.expedia.ca/lp/flights/iah/ybr/houston-to-brandon) > > [Flights from Rock Sound (RSD) to Port Lions (KPY)](https://www.expedia.ca/lp/flights/rsd/kpy/rock-sound-to-port-bailey) > > [Flights from Flushing (LGA) to Busan (PUS)](https://www.expedia.ca/lp/flights/lga/pus/new-york-to-busan) ### Packages > [Suches Vacations](https://www.expedia.ca/Suches.d3000432855.Destination-Travel-Guides) > > [Shelter Valley Pines Golf Club](https://www.expedia.ca/Shelter-Valley-Pines-Golf-Club-AlnwickHaldimand.d553248621562268765.Vacation-Attraction) ### General > [Visit Salem](https://www.expedia.ca/Salem.dx602975) > > [Visit Porto-Vecchio](https://www.expedia.ca/Porto-Vecchio.dx55393)