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Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air

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A waterfront property with multiple houses, a dock, and a forested hillside.
A spacious living room with a wooden dining table, a fireplace, a bookshelf, and a large window.
A wooden deck with two Adirondack chairs facing a lake, a tree, and a view of houses across the water.
A room with a wooden desk, a green shelf with books and decorative items, a stone wall, and a wooden staircase.
A compact kitchen with wooden cabinets, a gas stove, a microwave, and a small island with stools.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
Perched on the lake, this vacation home features 3 bedrooms and 2 bathrooms, accommodating 7 guests. Enjoy activities like sailing and tubing, with a private boat dock for easy water access. The property includes a patio for outdoor enjoyment, along with nearby golf options. Explore Burr Pond State Park and Highland Lake close by.

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Games
    A rare find - enjoy a variety of games available on-site.
  • By the lake
    Guests love the beautiful lakefront location.
  • Discover nearby landmarks
    Walk to Burr Pond State Park
3 bedrooms2 bathroomsSleeps 7

Popular amenities

  • Onsite parking available
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Barbecue
  • Dock

Explore the area

View map
Winchester, CT
  • Place, Burr Pond State Park
    ‪1 min walk‬
  • Place, Highland Lake
    ‪2 min walk‬
  • Place, PeoplesBank Arena
    ‪46 min drive‬
  • Airport, Hartford, CT (BDL-Bradley Intl.)
    ‪47 min drive‬

Rooms & beds

3 bedrooms (sleeps 7)

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden
Dining area

About this property

Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air






Charming, traditional cottage design fully renovated and modernized, located among the very best of locations at Highland Lake.

If you have rented cottages before at Highland Lake, you know that location on the lake makes a big difference. Our cottage is located on the favored east side of the lake, with best sunshine. It is located away from the boat traffic and boat wake waves, on a quiet cove open to the largest of the lakes bays. VERY nice swimming area for kids and adults, with shallow comfortable area for kids and deep are for grown-ups. It has the important things experienced visitors to our lake recognize.

If you are aesthetically minded, if you are looking for something particularly charming and special, you will love this Victorian era waterfront cottage totally restored from the ground up in 2016. If you are seeking a very nice spot on the lake, you will love this property. Canoe, Kayak, Sunfish Sailboat, and more to enjoy.

It is a Victorian beauty, but fully restored in 2016 to high standards. Toasty warm in winter with lower level radiant heated floor, air conditioned for summer.

Fully equipped kitchen, open-concept. We re-purposed original and vintage materials for this loved Victorian era cottage during our restoration. Every window and door has a story. Just ask us!

Easy to use gas fireplace. Great for crisp mornings.

Bedrooms include: one queen, one full and 2 bunks. Wake up in the queen and full bedrooms to sunrise on the lake. Also upstairs, is a comfortable reading area and desk, a full bathroom with a 2 person, fully tiled shower, while the downstairs bath has a new claw foot soaking tub.

Downstairs, you will find a fully equipped kitchen, full-sized fridge, dual-fuel stove (gas stove top/electric oven), dishwasher and apron farm sink. Guests can dine on the dining table or at the kitchen peninsula. We have an open concept kitchen/dining/living room area which opens, through french doors, onto a large deck, just steps from the lake front. Enjoy the gas grill and picnic table for afternoon BBQs and sunsets for a lovely evening dinner party.

Bring your boat or jetski and tie up at our lakefront dock in front of the cottage. This lake is great for swimming, boating, water-skiing and fishing. Private lawn and water front. Sunny side of the lake. The cottage is close to "the Secret Spot",' (shallow area great for small children to play in the water). We live next door to the cottage. We live next door, if you need help with anything. Our boat is parked on the south side of the dock in front of our place, your boat, if you bring one, is docked on the right north side directly in front of your cottage.

Our area offers wonderful restaurants and grocers using locally produced food, Farmer's Markets (don't miss Litchfield's Saturday Farmer's Market!), the Gilson Cinema/Cafe, Antiquing, nearby fly-fishing, hiking, and biking. Stop in at a local farm for just picked corn or tomatoes, or an after dinner ice-cream cone.

For anyone up for a Berkshires experience, we are less than a one hour, country drive from Tanglewood, Shakespeare and Co., Stockbridge, Great Barrington, Lenox, and the Outlets at Lenox.

During the summer, we request a minimum 7 day booking, Saturday to Saturday. Also, we cannot accommodate pets, due to potential allergies of renters. However, there is a highly respected kennel close to the other side of the lake.

Of course, it's great in the summer, but fall and winter offer their own special activities. Fall leaves, apple picking, hay rides and pumpkin patches in the country. Winter snow, skiing, flannel sheets and cozy fires. Our cottage can comfortably accommodate all seasons!

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House Rules

Check in after 3:00 PM
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Not a location for wild parties. We live next door. Families are welcome - keg parties are not.
IMPORTANT - In winter months 4-wheel or All-Wheel drive vehicles are require. 2-wheel drive vehicles will not work.

Important information

You need to know

Property # 4231080
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 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 holiday home is on a lake. Winchester Historical Society and Warner Theater are local landmarks, and some of the area's activities can be experienced at The Marina at Highland Lake and Laurel Lanes. Travelling with kids? Consider KidsPlay Museum and Action Wildlife Foundation. Discover the area's water adventures with jet skiing and waterskiing nearby, or enjoy the great outdoors with cycling and hiking.
Map
Winchester, CT

What's nearby

  • Burr Pond State Park - 1 min walk - 0.1 km
  • Highland Lake - 2 min walk - 0.2 km
  • PeoplesBank Arena - 46 min drive - 50.3 km
  • Connecticut Convention Center - 47 min drive - 51.7 km
  • The Meadows Music Theatre - 48 min drive - 51.8 km

Getting around

  • Hartford, CT (BDL-Bradley Intl.) - 45 min drive

Restaurants

  • ‪McDonald's - ‬9 min drive
  • ‪Dunkin' - ‬11 min drive
  • ‪Arcadia - ‬6 min drive
  • ‪Skipper's - ‬10 min drive
  • ‪Dunkin' - ‬8 min drive

Frequently asked questions

Is Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air?

As of 29 August 2026, prices found for a 1-night stay for 2 adults at Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air on 15 September 2026 start from NZ$1,658, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air?

On-site parking is available at the property.

What time is check-in at Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air?

Check-in begins at 3:00 PM.

What time is check-out at Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air?

Checkout is at 11:00 AM.

Where is Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air located?

This family-friendly Winsted holiday home is located on a lake, just steps away from Highland Lake and Burr Pond State Park. Platt Hill State Park is 1.2 mi (2 km) away.

About the host

Hosted by JohnSalvatoreHerman

Host profile image
Long time lake resident, long ago it won my heart. We made a lot of memories over the years here. When the time came to rebuild the cottage, we wanted to keep it true to the early 1900's cottage it had always been. It has all the modern conveniences now, but despite this, I hope you agree we maintained its authentic charm. It still feels like the cottage our family grew up in over those many golden summers, long to be remembered. We welcome others now to make special memories too.

Why they chose this property

Great property and location on the lake.

Languages:

English, Spanish
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