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Waterfront Cottage Highland Lake-Litchfield Hills Swimming Fishing Kyaking Sail

(6 Reviews)

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Picture from Water with new sea wall and dock


Last updated: 09/16/2016
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates
  • Minimum stay:5-7 nights
  • Sleeps:6
  • Bedrooms:3
  • Bathrooms:1
  • Property type:House
  • Internet:Yes
  • Pets considered:No
  • Wheel chair accessible:No

About the Property

3 bedrooms/1 bath Great Room overlooks 3RD Bay East Side of lake sleeps 6

Litchfield County - Highland Lake three-bedroom lakefront cottage with private dock. Located on the east side of lake -enjoy beautiful sunsets right on your private dock. Beautiful, clean lake 3.5 miles long. Trophy trout lake. Great bass fishing lake. Areas of lake are 85 feet deep. The water is so clean you can see bottom in 30 feet of water. Enjoy boating, wind surfing and canoeing in beautiful third bay or any of the five quiet coves. Cottage is fully furnished with an all-glass great room overlooking the lake. Enjoy a beautiful view of the Berkshire Mountains, magnificent sunsets on your private back yard.

Best Sunsets,Clean, Recreational & Private. : Magnificent Lake with a very private waterfront lakehouse. get away to a new lease on life less than 2 hours from NYC. Best sunset over the Berkshires. Trophy Trout Lake.

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Member since: 2004

Speaks: english
Response time: Within 24 hours
Response Rate: 90%
Calendar last updated: 09/16/2016

Property Type

  • House
  • 1000 sq. ft.

Accommodation Type

  • Vacation Rental


  • Guests Provide Their Own Meals

Onsite Services

  • Housekeeper Optional


  • Long-Term Renters Welcome
  • Children Welcome
  • Non Smoking Only
  • Pets Not Allowed
  • Wheelchair Inaccessible

Bedrooms: 3 Bedrooms, Sleeps 6

Bathrooms: 1 Bathroom

Other Amenities

  • 3 full beds- sleeps 6 comfortably. Canoe with paddles. .


  • Books
  • DVD Player
  • Satellite / Cable
  • Television
  • VCR


  • Away From It All
  • Family
  • Tourist Attractions


  • Autumn Foliage
  • Churches
  • Library
  • Restaurants
  • Winery Tours

Local Services & Businesses

  • Groceries

Leisure Activities

  • Antiquing
  • Bird Watching
  • Horseback Riding
  • Scenic Drives
  • Sight Seeing
  • Sledding
  • Walking

Location Type

  • Downtown:

    Three miles to fantastic antique shops, restaurants & movies go carts, mini golf and college campus. . ...moreless

  • Lake:

    Highland Lake is 444 acres approximately 3.5 miles long-7 miles around & 87 feet deep &spring feed which attributes to it's crystal clear water. Trophy Trout Lake-must be clean!...moreless

  • Lake View:

    Gorgeous view from your great room and 2.5 miles of lake from your private dock....moreless

  • Lakefront:

    Walk right into the water with your private stationary dock made of Brazilian Hardwood. East side of Lake so you enjoy comfortable shade at wakeup and beautiful sun all afternoon & spectacular sunset...moreless

  • Monument View:

    A short Drive to Soldiers Monumentt Park. ...moreless

  • Mountain View:

    Foothills of the Berkshires with beautiful view from your private dock; Deck and Great Room.. Breathtaking views in the backround of Beautiful Highland Lake. ...moreless

  • Rural:

    Enjoy hiking, biking and outdoor activities in the beautiful Northwest Hills of CT- 2 hours from NYC and not much further from Boston- great meeting place. Day trips to Kent Falls- dozens of others ...moreless

  • Water View:

    Beautiful full waterfront View from Kitchen/Great Room and Dinning Area-Wall to wall glass- most beautiful view. Cool comfortable wake up and afternoon sun till Golden Sunset on your private dock....moreless

  • Waterfront:

    Third Bay East side - best part of Highland Lake. Stunning View from Great Room and your private dock. Clean spring fed lake for best swimming. ...moreless

  • Waterfront:

    Steps to the clean gorgeous refreshing water off your private stationary dock made of IPE- Brazilian Hard Wood....moreless

Sports & Adventure Activities

  • Cycling
  • Fishing
  • Fly Fishing
  • Freshwater Fishing
  • Golf
  • Golf Privileges Optional
  • Hiking
  • Hunting
  • Mountain Biking
  • Mountain Climbing
  • Pier Fishing
  • Sailing
  • Scuba Diving Or Snorkeling
  • Skiing
  • Snorkeling
  • Surf Fishing
  • Swimming
  • Water Skiing
  • Wind-Surfing


  • Dining Area
  • Seating for 6 people


  • Activities Guide
  • Alarm Clock
  • Basic Soaps
  • Ceiling Fans
  • Fireplace
  • Heating
  • Internet
  • Living Room
  • Local Restaurant Guide
  • Mobile Phone
  • Paper Towels
  • Parking
  • Parking Off Street
  • Telephone
  • Toilet Paper
  • Wireless Internet


  • 4 Ring Stove
  • Coffee Maker
  • Cooking Utensils
  • Grill
  • Microwave
  • Refrigerator
  • Toaster


  • Balcony
  • Barbecue
  • Beach Chairs
  • Boat
  • Boat Dock
  • Boat With Paddles
  • Canoe
  • Fish Cleaning Table
  • Golf:


  • Outdoor Grill
  • Outdoor Grill Gas
  • Porch / Veranda
  • Raft
  • Terrace
  • Walkway To Water
  • Wood Deck

House Cleaning

  • Housekeeper Optional


Write a review 4.8
from 6 traveler reviews
Rental basis: Per property
Dates Nightly Weekend Night Weekly Monthly * Event
Nov 5 - Apr 1, 2017
5 night min stay

My Standard Rate
7 night min stay


Changeover Day: Saturday

Additional information about rental rates


  • Refundable Damage Deposit $400
  • Cleaning Fee $90
  • Taxes Not included


Monthly Rates during the Fall and winter months are available at a discount. Please contact for rates.

Owner's cancellation policy:

Cancelled bookings will not receive a refund.

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Last updated: 09/16/2016
Check availability
23 Available
21 Unavailable
22 Today
23 Selected dates


20 Miles
Nearest Airport
4 Miles
Nearest Golf
20 Miles
Nearest Train
1 Miles
Nearest Motorway
Route 8
3.8 Miles
Nearest Restaurant
11 Miles
Nearest Ski
Ski Sundown

Car: Recommended

Close to Lenox, Stockbridge, Tanglewood. Great antique shops and restaurants all the way to Millerton, N.Y.

Enjoy Berkshire attractions-Hancock Shaker Village, The Berkshire Museum, Jimminy Peak, Clark Art Institute, Williams College Museum of Art, The Colonial Theatre, Normal Rockwell Museum, Train rides from Lenox to Stockbridge, Shakespeare & Company. The lake is so beautiful, most people never leave!

Golf: Awesome Golf Course- Greenwoods - formerly private club but you are able to pay greens fees and golf when staying at the cottage.

Ski: Ski Sundown New Hartford- 20 minutes and Butternut Basin Great Barrington, MA 50 minutes drive.

R & B Sports- mini golf, go carts, batting machines etc - 10 minute drive

Antique Shopping Downtown Winsted 10 minutes all the way to Millerton NY - one hour drive.


Owner info

Year Purchased: 2001

About the owner: I own a Travel Agency for 30 years and love to travel. I really have been fortunate to see the world but I believe the most beautiful spot is this cottage which I live four doors away from-it is hard to describe the new lease on life you obtain after a week of being on the water and going to sleep after the most beautiful sunsets over the Berkshire Mountains. I am also a licensed realtor with the State of CT to sell and list properties

Why the Owner Chose Winsted, Winchester, CT, USA:
It is in the best location of the lake with beautiful sunsets on your very private dock. Views from the great room are spectacular overlooking the lake. There is a vacant lot next door to you to add to the privacy. You are 240 feet off the road which is great for safety and serenity.

The Unique Benefits at this House:
Stationary dock that does not bob with lake motion. Open kitchen and great room overlooking the lake. Extremely private for a lake house. Private deck overlooking dock with gas grill.

Contact us

Speaks: english
Response time: Within 24 hours
Response Rate: 90%
Calendar last updated: 09/16/2016

Send email



  • Picture from Water with new sea wall and dock

    Picture from Water with new sea wall and dock

  • View from Great Room

    View from Great Room

  • Trees in full bloom adding to privacy

    Trees in full bloom adding to privacy

  • Kitchen with entrance to Bedroom

    Kitchen with entrance to Bedroom

  • dining/great room overlooking water

    dining/great room overlooking water

  • Picture of entrance to bathroom with vaulted ceiling

    Picture of entrance to bathroom with vaulted ceiling

  • Picture of Great room to entrance of Bedroom bedroom

    Picture of Great room to entrance of Bedroom bedroom

  • Another Bedroom

    Another Bedroom

  • Waterfront before renovationi

    Waterfront before renovationi

  • Great Room w Cathedral Ceilings

    Great Room w Cathedral Ceilings

  • Picture from Great Room

    Picture from Great Room

  • Part of Great room with Cathederal Ceilings

    Part of Great room with Cathederal Ceilings

  • Bedroom from Cathederal Ceiling

    Bedroom from Cathederal Ceiling

  • Bedroom


  • Great Room with Kitchen - all open to entertain.

    Great Room with Kitchen - all open to entertain.

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