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Waterfront House & Guest House Available in Winchester, CT!

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A wooden deck with a railing overlooking a lake, a dock, and a forested shoreline.
A wooden interior with a sliding glass door leading to a deck overlooking a lake.
A wooden interior with a stone fireplace, a dining area with a chessboard, and a kitchen in the background.
A wooden cabin with a deck, surrounded by trees and a clear sky.
A spacious living area with a wooden dining table, a sofa, and a kitchen area with a large island.

Entire home

5 bedrooms3 bathrooms

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Air-conditioning
  • Outdoor space

Explore the area

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

Room options

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Waterfront House & Guest House Available in Winchester, CT!

Located in Winchester, Connecticut, this spacious waterfront property is perfect for families and groups looking to relax and unwind together.

The home includes a main house and a guest house located side by side, offering both togetherness and privacy. Between the two, there are five total bedrooms, including queen and twin sleeping arrangements, comfortably accommodating larger groups.

With three bathrooms total, guests enjoy added convenience throughout their stay. The flexible layout provides inviting shared spaces for gathering, while still allowing for quiet areas to retreat and relax.

Whether you’re planning a weekend getaway or an extended stay, this unique setup offers the comfort of a shared vacation home with the added privacy of two separate living spaces—all in a peaceful Winchester setting.
During your stay at this vacation home, you're just a quick walk from Highland Lake. You'll find features like laundry facilities. The vacation home includes amenities such as free WiFi and a kitchen.
  • Air-conditioned home with kitchen, washing machine, and 3 bathrooms
  • Free WiFi
  • Amenities include laundry facilities
  • Steps from Highland Lake and 11 minutes by foot from Burr Pond State Park
This vacation home offers its guests laundry facilities. The front desk is open around the clock.

Property amenities

Beach

  • Beach nearby

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Paper towels

Bedrooms

  • 5 bedrooms
  • Bedsheets provided

Bathroom

  • 3 bathrooms
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Smart TV

Outdoor areas

  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning

Pets

  • Service animals only (pets not allowed)

Suitability/Accessibility

  • No lift
  • Smoke-free property

Location highlights

  • On a lake
  • On the waterfront

Things to do

  • Hiking/biking trails nearby
  • Kayaking nearby
  • Mountain biking nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

Policies

Check-in

Check-in time starts at 3:30 PM
Minimum check-in age: 18

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

  • No pets allowed, but service animals are welcome

Children and extra beds

  • Children are welcome.

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

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
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account which will enable you to manage your booking.

Waterfront House & Guest House Available in Winchester, CT! Reviews