Cottage in Winchester, CT
5 guests · 2 bedrooms · 2 baths
Reasons to book
Guests love it hereGuests give this property a top rating
High-end valueWell priced for this area
Book with confidenceWe partner with the top travel sites so you know you're getting a great deal on the perfect rental
About this cottage rental
Welcome to our cottage on Highland Lake, a 445-acre lake located in Winsted (Winchester), nestled in the rolling hills of Northwestern Connecticut.
This 2-bedroom, year-round cottage features living room, two bedrooms- each with flat screen TV, bathroom, washer/dryer, and a country eat-in kitchen. Lakefront home with dock. Home has central A/C and heat for your climate control preference!
Enjoy your morning coffee while watching the boats and wildlife from the screened-in porch!
For outdoor entertaining, there is a Weber gas grill, beverage cooler, picnic table, lounge chairs, firepit, corn hole, badminton and walkout basement with summer kitchen, basement bath, and washer/dryer. New patio and driveway in 2024.
We allow early check-in at 11 a.m.
MAIN LEVEL:
Bedroom: #1- king bed
Bedroom: #2- full-size bunk bed
Living Room: full-size sleeper sofa
Eat-in Kitchen
Full bathroom
Screened in porch with seating
WALK-OUT BASEMENT:
Washer/ Dryer- basement
bathroom in walk-out basement
summer kitchen
PLEASE NOTE: Home has no internal staircase leading to basement. Guests must access basement through lower level outside entrance.
This lake getaway is stocked with bed linens, towels and basic cooking needs, spices, sugar, coffee, tea, cooking oil. Please, no smoking, no pets or large parties.
There are two single-user kayaks available for guests.
Enjoy swimming, fishing off the dock!
This 2-bedroom, year-round cottage features living room, two bedrooms- each with flat screen TV, bathroom, washer/dryer, and a country eat-in kitchen. Lakefront home with dock. Home has central A/C and heat for your climate control preference!
Enjoy your morning coffee while watching the boats and wildlife from the screened-in porch!
For outdoor entertaining, there is a Weber gas grill, beverage cooler, picnic table, lounge chairs, firepit, corn hole, badminton and walkout basement with summer kitchen, basement bath, and washer/dryer. New patio and driveway in 2024.
We allow early check-in at 11 a.m.
MAIN LEVEL:
Bedroom: #1- king bed
Bedroom: #2- full-size bunk bed
Living Room: full-size sleeper sofa
Eat-in Kitchen
Full bathroom
Screened in porch with seating
WALK-OUT BASEMENT:
Washer/ Dryer- basement
bathroom in walk-out basement
summer kitchen
PLEASE NOTE: Home has no internal staircase leading to basement. Guests must access basement through lower level outside entrance.
This lake getaway is stocked with bed linens, towels and basic cooking needs, spices, sugar, coffee, tea, cooking oil. Please, no smoking, no pets or large parties.
There are two single-user kayaks available for guests.
Enjoy swimming, fishing off the dock!
Amenities
Free WiFi/internet
Free Parking
Air conditioning
Non-smoking
TV
Heating
Coffee/tea maker
Refrigerator
Kitchen
WiFi/Internet
Parking Available
Microwave
Washing machine
Dryer
Washer/dryer
Patio
Kitchenware
No pets allowed
Ski in/Ski out
Garden
Kettle
Oven
Laundry services
Waterfront
Shower
Outdoor Cooking
Family friendly
Ironing facilities
Towels
Linens
Hairdryer
Fire extinguisher
Map of Winchester, CT
Ratings and reviews
10 / 10Outstanding·Jun 2026
We have stayed at several rentals and this one was by far the best. The beds were excellent. This is critical for us in order to get a good night sleep. The entire cottage was very clean and the screened in porch is awesome. Well equiped kitchen too. We definately will stay there again. Highly recommend.
10 / 10Outstanding·Dec 2025
This is a very well cared for property, everything we needed was available. It looked brand new!
10 / 10Outstanding·Oct 2025
Fantastic weekend away with the family Property was amazing and had everything we need. Would definitely return.
10 / 10Outstanding·Sep 2025
We had an amazing time at this beautiful lakeside property! The home was spotless and well-maintained, with thoughtful touches throughout that made our stay extra comfortable. One of the highlights was the downstairs area by the lake—it was the perfect spot to entertain guests, enjoy the view, and relax. Whether we were grilling, playing games, or just soaking in the peaceful atmosphere, it truly felt like a private retreat. Highly recommend this gem for anyone looking for a clean, scenic, and welcoming getaway!---Would you like to add details about the host, location, or activities nearby to personalize it even more?
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Top rated by guests
10Outstanding
(30 Ratings)
"We have stayed at several rentals and this one was by far the best. The beds were excellent. This is critical for us in order to get a good night sleep. The entire cottage was very clean and the scre..."
Roger K.Don't miss out! Price and availability may change
