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

Exterior
Full-size fridge, microwave, oven, stovetop
Full-size fridge, microwave, oven, stovetop
Interior
Exterior
10.0 / 10.0
Outstanding(56 Ratings)

House in Winchester, CT

7 guests · 3 bedrooms · 2 baths

Reasons to book

Guests love it hereGuests give this property a top rating
High-end valuePrice for this property is higher than average in the area
Includes essentialsGarden, Kitchen or Kitchenette, Air conditioner and more

About this house rental




RATE NOTE: Email for reduced on rate for off-season visits for more than 6 nights (November through April) .



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

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.

If you have rented cottages before, you know that location on the lake makes a 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. Nice swimming area for kids. It has the important things experienced visitors to our lake recognize.

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. Spectacular views. Also upstairs, is a comfortable reading area and desk, a full bathroom with a 2 person, fully tiled shower, while the downstairs bath boasts a sparkling, 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 old world dining table and Hitchcock chairs made locally, 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 or glowing white lights and sunsets for a lovely evening dinner party.

Bring your boat or jetski and tie up at our lakefront dock. 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. 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!





Amenities

Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Garden
Family friendly

Map of Winchester, CT

RRRR
vrbo logo

Ratings and reviews

10.0 / 10.0
Outstanding(56 Ratings)
Summary of reviews
Guests loved the cozy and fully equipped house, beautiful views of the lake, friendly and accommodating hosts, and enjoyable water activities like canoeing and swimming.
From real guest reviews summarized by AI
10.0 / 10.0
Sep 2024
My husband and I owned a home on Highland Lake and had to unfortunately sell it but I’ve always wanted to go back. This lakeside home is well kept and comfortable. The Nextdoor owner couldn’t be nicer and offered his help at any time. His explanation of every detail of this home was very accurate
10.0 / 10.0
Aug 2024
Our week at Jack's lakehouse was really great. Jack took us out on his boat, and we had a great time swimming off the dock. The house was perfectly clean and had everything you would need to do some cooking/grilling. Nice big deck. Cant wait to go back!!
10.0 / 10.0
Aug 2024
This was our second year renting this gorgeous, lovingly restored lakeside cottage. We love the attention to detail in the restoration including leaded windows and stunning wood floors plus a wonderful claw foot tub. The lakeside location could not be more perfect with stunning views from the sitting room, bedrooms and deck. Swimming, fishing and kayaking were just a few of our activities. To top it off, the owner is there at your beck and call. We asked for a fire pit and we had one in a few hours. Dishwasher broke down, we had a new one the same day. John even gave my grandsons a boat ride and let the 10 year old drive the boat! We just love this place so much! It’s the best! Thank you John!
10.0 / 10.0
Jul 2024
Property was immaculate. Host very accommodating. Great swimming, boating and relaxing. Looking forward to renting again next year!
10.0 / 10.0
Jun 2024
My family enjoyed a week at the cottage on Highland Lake. The cottage was very clean and well appointed. Situated on the eastern shore provides evening sunsets. Jack lives next door and was very helpful. We plan on returning.
10.0 / 10.0
Apr 2024
We absolutely loved our getaway at John's place. So many unique touches to the lakefront cabin and we loved the overall retro style of the place. Brought me back to simpler times. The beds were comfy and the place offered space for all. We enjoyed our nights sitting in front of the fire pit looking out at the lake. Host was extremely friendly and receptive. Highly recommend.
10.0 / 10.0
Sep 2023
This property could not have been better. It was clean as could be and set up to be very comfortable. The kitchen is complete for all your cooking needs. The views of the lake were stunning. We have stayed in VRBOs in the States and Europe and of all of them John is the best host so far. He saw to our every need without hesitation and then some. He is a cool dude. We will stay here again! Thank you John, you rock.
10.0 / 10.0
Sep 2023
All excellent -- waterfront, layout, kitchen, host, feel, area! Really nice. Mattresses are on the firm side.

FAQs

How much does this house cost compared to others in Winchester?

The average price for a rental in Winchester is R 4,446 per night. This rental is R 747 above the average.

Is parking included with this house?

Yes, parking is listed as an amenity at Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air. For more information, we encourage you to contact the property about where to park.

Is there a pool at this house?

We didn’t find pool listed as an amenity for this house. It may be worth double checking if a pool is important for your stay.

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

Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"

What amenities are available at Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air?

We found 11 amenities for this rental. This includes air conditioner, kitchen or kitchenette, internet / wifi, fireplace, and parking.

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