Entire home
Lakefront Escape on Highland
Photo gallery for Lakefront Escape on Highland
Reviews
1010 out of 10
Exceptional
5 bedrooms4 bathroomsSleeps 14
Popular amenities
- Washing machine
- Dryer
- Air-conditioning
Explore the area
Winchester, CT
- Highland LakePlace, Highland Lake1 min walk
- The Marina at Highland LakePlace, The Marina at Highland Lake9 min walk
- Northwestern Connecticut Community CollegePlace, Northwestern Connecticut Community College3 min drive
- Hartford, CT (BDL-Bradley Intl.)Airport, Hartford, CT (BDL-Bradley Intl.)41 min drive
Rooms & beds
5 bedrooms (sleeps 14)
Bedroom 1
1 King Bed
Bedroom 2
1 King Bed
Bedroom 3
2 Double Beds
Bedroom 4
2 Double Beds
Bedroom 5
1 Double Bed
Living Room 1
1 Double Sofa Bed
4 bathrooms
Bathroom 1
Soap · Towels provided · Toilet · Shower only · Shampoo
Bathroom 2
Soap · Towels provided · Toilet · Shower only · Shampoo
Bathroom 3
Soap · Towels provided · Toilet · Shower only · Shampoo
Bathroom 4
Soap · Towels provided · Toilet · Shower only · Shampoo
About this property
Lakefront Escape on Highland
Make unforgettable memories at this one-of-a-kind, family-friendly lakehouse. Set on a private shoreline, it offers the perfect mix of relaxation, recreation, and comfort. Enjoy the cozy feel of home, resort-style fun, and natural beauty year-round, whether it’s summer on the lake, fall foliage, or a winter ski trip.
Add dates for prices
Have a question?
BetaBetaGet instant answers with AI powered search of property information and reviews.
Similar properties
Whispering Estate Guest House - A Romantic Countryside Getaway
Goshen
Whispering Estate Guest House - A Romantic Countryside Getaway
Goshen
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (6 reviews)
10/10
Exceptional
(6 reviews)
Historic Farmhouse in Northwest Connecticut. Fishing on the Farmington!
Barkhamsted
Historic Farmhouse in Northwest Connecticut. Fishing on the Farmington!
Barkhamsted
- Free Wi-Fi
- Air-conditioning
- Parking available
- Laundry room
10.0 out of 10, Exceptional, (11 reviews)
10/10
Exceptional
(11 reviews)
River Overlook - What a view from your deck!
Collinsville
River Overlook - What a view from your deck!
Collinsville
- Kitchen
- Pet-friendly
- Air-conditioning
- Outdoor space
10.0 out of 10, Exceptional, (23 reviews)
10/10
Exceptional
(23 reviews)
Woodland Sanctuary House with Hot Tub, Fire Pit, and Woodstove
Barkhamsted
Woodland Sanctuary House with Hot Tub, Fire Pit, and Woodstove
Barkhamsted
- Hot tub
- Kitchen
- Pet-friendly
- Free Wi-Fi
10.0 out of 10, Exceptional, (10 reviews)
10/10
Exceptional
(10 reviews)
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Granby
A European Country Getaway ~ 1930s Stone Cottage In Connecticut!
Granby
- Air-conditioning
- Parking available
- Toys/games
- Living/dining area
10.0 out of 10, Exceptional, (104 reviews)
10/10
Exceptional
(104 reviews)
Stunning Retreat on 62 Acres, 7000 sq ft, Pool and Hot Tub
New Hartford
Stunning Retreat on 62 Acres, 7000 sq ft, Pool and Hot Tub
New Hartford
- Pool
- Hot tub
- Kitchen
- Washing machine
10.0 out of 10, Exceptional, (4 reviews)
10/10
Exceptional
(4 reviews)
Sequoia House
Charming Goshen Getaway – Quiet Retreat in Litchfield Hills
Goshen
Sequoia House Charming Goshen Getaway – Quiet Retreat in Litchfield Hills
Goshen
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
9.0 out of 10, Wonderful, (2 reviews)
9.0/10
Wonderful
(2 reviews)
Sweetbrier Farm -- Gorgeous Views, Beautiful Home
Litchfield
Sweetbrier Farm -- Gorgeous Views, Beautiful Home
Litchfield
- Pool
- Pet-friendly
- Free Wi-Fi
- Air-conditioning
10.0 out of 10, Exceptional, (33 reviews)
10/10
Exceptional
(33 reviews)
Riverside Farm
Collinsville
Riverside Farm
Collinsville
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
9.8 out of 10, Exceptional, (8 reviews)
9.8/10
Exceptional
(8 reviews)
Peaceful Meadow Retreat
Granby
Peaceful Meadow Retreat
Granby
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
10.0 out of 10, Exceptional, (22 reviews)
10/10
Exceptional
(22 reviews)
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Collinsville
Gorgeous River Views! On Rails to Trails and just steps to quaint Collinsville
Collinsville
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (65 reviews)
10/10
Exceptional
(65 reviews)
Romantic weekend getaway for two! featuring a fireplace and hot tub,
Sandisfield
Romantic weekend getaway for two! featuring a fireplace and hot tub,
Sandisfield
- Pool
- Hot tub
- Pet-friendly
- Free Wi-Fi
9.8 out of 10, Exceptional, (74 reviews)
9.8/10
Exceptional
(74 reviews)
Unique 4-bedroom house with stunning views, close to all in fantastic Cornwall
Cornwall
Unique 4-bedroom house with stunning views, close to all in fantastic Cornwall
Cornwall
- Hot tub
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
Litchfield Hills Lakefront Home! Amazing location, views and sunsets
Goshen
Litchfield Hills Lakefront Home! Amazing location, views and sunsets
Goshen
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (51 reviews)
10/10
Exceptional
(51 reviews)
Fickle Fox Farm. It’s snow season! Lifts are open. Fireplace is crackling!
Canaan
Fickle Fox Farm. It’s snow season! Lifts are open. Fireplace is crackling!
Canaan
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (22 reviews)
10/10
Exceptional
(22 reviews)
Relax or be active! The choice is yours in this pet-friendly family home.
Norfolk
Relax or be active! The choice is yours in this pet-friendly family home.
Norfolk
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
9.8 out of 10, Exceptional, (24 reviews)
9.8/10
Exceptional
(24 reviews)
Charming 3-bedroom Modern cottage with lakeside views
Hartland
Charming 3-bedroom Modern cottage with lakeside views
Hartland
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
winsted
Enjoy a restful stay with fast internet, smart TV and the company of your pet.
winsted
- Hot tub
- Kitchen
- Pet-friendly
- Free Wi-Fi
9.2 out of 10, Wonderful, (47 reviews)
9.2/10
Wonderful
(47 reviews)
Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer
Goshen
Spacious 5-bedroom house in lake community, fireplace, hot tub, washer/dryer
Goshen
- Hot tub
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (12 reviews)
10/10
Exceptional
(12 reviews)
Lakefront Cabin Escape Pristine Waters & Fall Foliage
Norfolk
Lakefront Cabin Escape Pristine Waters & Fall Foliage
Norfolk
- Washing machine
- Dryer
- Pet-friendly
- Air-conditioning
Cozy Attic 10 min to Llitchfield
Torrington
Cozy Attic 10 min to Llitchfield
Torrington
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
9.2 out of 10, Wonderful, (5 reviews)
9.2/10
Wonderful
(5 reviews)
The Doctor's 1781 House on the Litchfield Green
Litchfield Historic District
The Doctor's 1781 House on the Litchfield Green
Litchfield Historic District
- Kitchen
- Free Wi-Fi
- Air-conditioning
- Outdoor space
10.0 out of 10, Exceptional, (26 reviews)
10/10
Exceptional
(26 reviews)
Newly renovated year-round LAKEFRONT rental on Highland Lake!!! Sleeps 8-9!
Winsted
Newly renovated year-round LAKEFRONT rental on Highland Lake!!! Sleeps 8-9!
Winsted
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (22 reviews)
10/10
Exceptional
(22 reviews)
Mint restored historic Simsbury 4BR estate; optional 1BR apt; all new amenities
Simsbury Center
Mint restored historic Simsbury 4BR estate; optional 1BR apt; all new amenities
Simsbury Center
- Kitchen
- Washing machine
- Dryer
- Free Wi-Fi
10.0 out of 10, Exceptional, (2 reviews)
10/10
Exceptional
(2 reviews)
Mohawk Mountain Retreat: 5 Mins to Skiing
Cornwall
Mohawk Mountain Retreat: 5 Mins to Skiing
Cornwall
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
CT Gate House Goshen CT, Gate House Goshen CT
Goshen
CT Gate House Goshen CT, Gate House Goshen CT
Goshen
- Washing machine
- Dryer
- Air-conditioning
- Outdoor space
9.4 out of 10, Exceptional, (9 reviews)
9.4/10
Exceptional
(9 reviews)
Waterfront Lake Home on Tranquil Harwinton Lake with spectacular 180⁰ view.
Northwest Harwinton
Waterfront Lake Home on Tranquil Harwinton Lake with spectacular 180⁰ view.
Northwest Harwinton
- Kitchen
- Washing machine
- Dryer
- Pet-friendly
9.8 out of 10, Exceptional, (196 reviews)
9.8/10
Exceptional
(196 reviews)
Lakefront Granby Escape w/ Private Dock & Kayaks!
Granby
Lakefront Granby Escape w/ Private Dock & Kayaks!
Granby
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
9.4 out of 10, Exceptional, (21 reviews)
9.4/10
Exceptional
(21 reviews)
Quaint & Historic 1760 Home Nestled In Nature, 10min to downtown Litchfield CT.
Litchfield
Quaint & Historic 1760 Home Nestled In Nature, 10min to downtown Litchfield CT.
Litchfield
- Kitchen
- Washing machine
- Dryer
- Air-conditioning
10.0 out of 10, Exceptional, (1 review)
10/10
Exceptional
(1 review)
Spacious family home with open floor plan...close to lake and clubhouse!
Goshen
Spacious family home with open floor plan...close to lake and clubhouse!
Goshen
- Pool
- Kitchen
- Washing machine
- Dryer
10.0 out of 10, Exceptional, (60 reviews)
10/10
Exceptional
(60 reviews)
House Rules
Check in after 4:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
No pets allowed
Smoking
Smoking is not permitted
Important information
You need to know
Property # 4876426vb
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
About the area
Winsted
Winsted is home to this holiday home. Winchester Historical Society and American Mural Project are cultural highlights, and some of the area's attractions include Laurel Lanes and KidsPlay Museum. Action Wildlife Foundation and Flamig Farm are also worth visiting.
Winchester, CT
What's nearby
- Highland Lake - 1 min walk - 0.1 km
- The Marina at Highland Lake - 9 min walk - 0.8 km
- Winchester Historical Society - 16 min walk - 1.4 km
- Rowley Fields - 2 min drive - 1.5 km
- Northwestern Connecticut Community College - 3 min drive - 1.8 km
Getting around
- Hartford, CT (BDL-Bradley Intl.) - 45 min drive
Restaurants
- McDonald's - 4 min drive
- Dunkin' - 3 min drive
- Subway - 6 min drive
- Little Red Barn Brewer - 17 min walk
- Dunkin' - 4 min drive
Frequently asked questions
Is Lakefront Escape on Highland pet-friendly?
No, pets are not allowed at this property.
How much does it cost to stay at Lakefront Escape on Highland?
As of 10 May, 2026, prices found for a 1-night stay for 2 adults at Lakefront Escape on Highland on 27 Jul, 2026 start from S$1,266, 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.
What time is check-in at Lakefront Escape on Highland?
Check-in begins at 4:00 PM.
What time is check-out at Lakefront Escape on Highland?
Checkout is at 11:00 AM.
Where is Lakefront Escape on Highland located?
Situated in Winsted, this holiday home is within a 10-minute walk of Highland Lake and The Marina at Highland Lake. Winchester Historical Society and Laurel Lanes are also within 1 mile (2 km).
About the host
Your host
Tell us how we can improve our siteShare feedback