Perched on the lake, this cottage features 2 bedrooms and 1 bathroom, accommodating 6 guests. Enjoy water views from the patio, while the private boat dock offers access to water activities like waterskiing and sailing. Explore nearby attractions such as Highland Lake and the Winchester Historical Society for adventure-filled experiences.
Highlights
Beach equipment
A rare find — beach equipment ready to go for your days by the sea.
Discover nearby landmarks
Close to Highland Lake
2 bedrooms1 bathroomSleeps 6
Popular amenities
Dock
Barbecue grill
Internet
Onsite parking available
Air-conditioning
Refrigerator
Explore the area
Winchester, CT
Highland Lake
Place, Highland Lake
1 min walk
The Marina at Highland Lake
Place, The Marina at Highland Lake
19 min walk
Winchester Historical Society
Place, Winchester Historical Society
3 min drive
Hartford, CT (BDL-Bradley Intl.)
Airport, Hartford, CT (BDL-Bradley Intl.)
42 min drive
Where you'll sleep
2 bedrooms (sleeps 6)
Bedroom 1
1 Double Bed
Bedroom 2
1 Double Bed
1 bathroom
Bathroom 1
Bathtub or shower · Toilet
Spaces
Deck or patio
Kitchen
Garden
Dining area
About this property
Cozy Highland Lake Cottage. Fall Foliage & Stunning Sunsets
Escape to our cozy, completely renovated cottage on beautiful Highland Lake. Small in size but big in character, it’s a peaceful waterfront getaway that’s especially loved by couples and perfect for friends or a small family.
Wake up to quiet lake views and enjoy coffee on the deck, spend the day exploring the Litchfield Hills, and come home to some truly spectacular sunsets.
Inside you’ll find two bedrooms with full-size beds, a queen sleeper sofa with memory-foam topper, and a fully equipped kitchen with double oven and full spice rack. Outside, enjoy the spacious walk-out deck, private dock, gas and charcoal grills, and—during the warmer season—kayaks, fishing and boating.
We also provide a complimentary coffee & tea setup with assorted K-Cups, ground coffee, assorted teas and chilled bottled water.
Fall is a beautiful time at Highland Lake. The summer crowds disappear, the surrounding hills change color and the lake becomes wonderfully peaceful—perfect for a romantic getaway, girls’ weekend or simply a few days away.
PLEASE NOTE: Highland Lake’s scheduled 2026/2027 drawdown begins November 1, 2026, with a maximum drawdown of 36 inches. Water levels and some lake activities may be affected.
All fees are included. No hidden fees.
Our prices include all fees. No hidden fees.
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This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
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, a first aid kit and a deadlock
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room
About the area
Winsted
Located in Winsted, this cottage is in the city centre and 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. Discover the area's water adventures with jet skiing and kayaking nearby, or enjoy the great outdoors with mountain climbing and cycling.
The Marina at Highland Lake - 19 min walk - 1.6 km
American Museum of Tort Law - 3 min drive - 1.8 km
Laurel Lanes - 3 min drive - 1.8 km
Winchester Historical Society - 3 min drive - 1.8 km
Getting around
Hartford, CT (BDL-Bradley Intl.) - 42 min drive
Restaurants
McDonald's - 4 min drive
Dunkin' - 4 min drive
Arcadia - 11 min drive
Skipper's - 4 min drive
Dunkin' - 4 min drive
Frequently asked questions
Is Cozy Highland Lake Cottage. Fall Foliage & Stunning Sunsets pet-friendly?
No, pets are not allowed at this property.
How much is parking at Cozy Highland Lake Cottage. Fall Foliage & Stunning Sunsets?
On-site parking is available at the property.
What time is check-in at Cozy Highland Lake Cottage. Fall Foliage & Stunning Sunsets?
Check-in begins at 3:00 PM.
What time is check-out at Cozy Highland Lake Cottage. Fall Foliage & Stunning Sunsets?
Checkout is at 11:00 AM.
Where is Cozy Highland Lake Cottage. Fall Foliage & Stunning Sunsets located?
Located in the heart of Winsted, this cottage is within 1 mile (2 km) of Highland Lake, The Marina at Highland Lake and Winchester Historical Society. Laurel Lanes and Walker Field are also within 2 miles (3 km).
About the host
Hosted by Debra Gaudiosi
Family is at the heart of everything we do, and we dreamed of creating a special place where we could gather and have fun together. When we first drove around Highland Lake, we were captivated by its beauty and knew it was the perfect spot for our retreat.
When we found this property, we immediately fell in love. It began as a charming grandparents' cottage, and we initially planned just a few minor updates. However, our vision quickly grew, and it evolved into a complete remodel.
From the outside, the cottage may look unassuming, but step inside and you'll be pleasantly surprised by the transformation. We've created a warm and inviting space that combines modern comforts with the cozy charm of a lakeside retreat. We can't wait for you to experience the magic of our little oasis on Highland Lake.
Why they chose this property
Our little cottage offers a delightful blend of homey comforts and vacation charm, making it the perfect retreat for us. From the moment we first stayed here we knew it was something special.
Morning: Start your day peacefully on the deck, sipping coffee as the mist drifts across the water just before the sun rises to chase it away. It's a serene and magical way to begin the day.
Afternoon: Spend your afternoons exploring the local attractions. Our cottage is conveniently located just a short distance from a variety of restaurants, diners, grocery stores, a cinema, and charming antique shops. If needed, there’s a laundromat close by for your convenience. For those who love the outdoors, enjoy nearby parks, scenic trails, and bike paths. Don't forget to visit the local brewery, Little Red Barn, to savor some fantastic local brews.
Lake Activities: Make the most of our lakeside location with an array of water activities. For an adrenaline rush, try waterskiing--boat rentals are available at the Marina on Highland Lake. If you prefer a slower pace, take advantage of the kayaks on the premises or enjoy a leisurely float on the water while sipping your favorite beverage. The lake is perfect for fishing, or simply soaking in the serene views from the dock. You are also welcome to bring your own boat to fully explore and enjoy the lake.
Evening: As the day winds down, return to the cottage for a relaxing evening. Prepare a delicious meal in our gourmet kitchen or fire up the gas or charcoal grill outside. Enjoy dinner on the spacious walk-out deck while watching the sun set over the water. Later, snuggle up in the cozy living room for a movie or stargaze from the deck, letting the tranquil sounds of the lake lull you into relaxation.
With modern amenities and a peaceful lakeside setting, our cottage is designed for both adventure and relaxation, providing the perfect base for an unforgettable vacation.
What makes this property unique
In essence, our cottage offers a unique blend of serene natural beauty, modern amenities, and a welcoming ambiance that makes it the perfect place for creating lasting memories with family and friends.
Languages:
English
Premier Host
They consistently provide great experiences for their guests