The Cottage at Highland Lake, year-round, waterfront with a boat dock
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1 room, 2 adults, 0 children
All properties in Winchester
The Cottage at Highland Lake, year-round, waterfront with a boat dock
Winchester, Connecticut, 06098
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Amenities
Skiing
Hiking
Basketball court
Wi-Fi in public areas
BBQ
No smoking in public areas
Garden
Kayaking
All amenities
Property Description
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.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:-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..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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10.0/10
Cleanliness10.0
Amenities10.0
Location10.0
Service10.0
All 11 reviews
Surroundings
Airport: Bradley International Airport
(42.3 km)
Airport: Waterbury–Oxford Airport
(63.9 km)
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Overview
Rooms
Guest Reviews
Services & Amenities
Policies
Host
9
Two-Bedroom Cottage
2 bedrooms: 1 bunk bed and 1 king bed
Free Wi-Fi
Non-smoking
Air conditioning
Refrigerator
TV
Wi-Fi in room
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Guest Reviews
10.0/10
Outstanding
11 reviews
Verified Reviews- Cleanliness10.0
- Amenities10.0
- Location10.0
- Service10.0
Average for similar properties in Winchester
Book now and leave a review after your stay to earn up to 120 Trip Coins (approx. SAR 4.50). Trip Coins can be used to save instantly on room rates.
John C.
October 23, 2025
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.
Samara S.
September 7, 2025
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.
Vanessa K.
October 28, 2025
We arrived early and had no problem communicating with the host. Very cute place.
Doug J.
November 17, 2025
Very clean and comfortable. Great view! Thank you.
Robert B.
April 20, 2025
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!!
Michelle H.
April 27, 2025
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.
Margaret T.
September 15, 2024
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.
joyce w.
May 23, 2024
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.
Jim B.
October 2, 2025
Great place!
Services & Amenities
Most popular business facilities
Skiing
Off-site
Hiking
Off-site
Basketball court
Off-site
Wi-Fi in public areas
More Amenities
Internet
Wi-Fi in public areas
Public areas
BBQ
No smoking in public areas
Garden
Health & wellness
Kayaking
Hiking
Off-site
Skiing
Off-site
Mountain biking
Off-site
Water sports equipment
Basketball court
Off-site
Activities
Beach towels
Fishing
Off-site
Accessibility
Handrails on stairs
Property Policies
Check-in and Check-out Times
Check-in: after 16:00
Check-out: Before 11:00
Child policies
Children of all ages are welcome at this property.
Additional fees may be charged for children using existing beds. Add the number of children to get a more accurate price.
Cribs and Extra Beds
Please contact the hotel for details about crib and extra bed policies.
Age Requirements
The main guest checking in must be at least 25 years old
Property host
Jeanne Richard
Speaks: English
About this property
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.About pets:No pets allowed.About checkOut:Check out before 11:00 AM.About children:Children allowed: ages 0-17.About customRules:-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..About checkIn:Check in after 4:00 PM.About smoking:Smoking is not permitted.About minBookingAge:Minimum age to rent: 25.About events:No events allowed.
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Frequently Asked Questions
What’s the cancellation policy at The Cottage at Highland Lake, year-round, waterfront with a boat dock?
The cancellation policy at The Cottage at Highland Lake, year-round, waterfront with a boat dock depends on your room type and booking terms.What’s the cancellation policy at The Cottage at Highland Lake, year-round, waterfront with a boat dock?
What are the check-in and check-out times at The Cottage at Highland Lake, year-round, waterfront with a boat dock?
Check-in at The Cottage at Highland Lake, year-round, waterfront with a boat dock starts from 16:00, and the standard check-out time is by 11:00.What are the check-in and check-out times at The Cottage at Highland Lake, year-round, waterfront with a boat dock?
How do I get to The Cottage at Highland Lake, year-round, waterfront with a boat dock from the nearest airport?
The nearest airport is Bradley International Airport, located about about 46 mins from hotel by car (42.3 km) away.How do I get to The Cottage at Highland Lake, year-round, waterfront with a boat dock from the nearest airport?
About This Property
| Nearest Airport | Bradley International Airport |
|---|---|
| Distance to Airport | 42.35KM |
| Nearest Train Station | Hartford Union Terminal |
| Distance to Train Station | 43.16KM |
| Hotel Star Rating | 3 |