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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

Gorgeous Waterfront Home on Highland Lake

Bedrooms 3
Half Baths1
Property type house
Minimum Stay 2 - 5 nights


About the property

2+ bedroom, 2.5 bath, Sleeps 9 w/ full amenities, hot tub, Boat Slip, fire pit

This immaculate home sits pretty on a spacious flat property in first bay of Highland Lake, with plenty of room for family gatherings, outdoor actives, and a large driveway with ample parking space and more room for play! The unique layout of the land allows for a super shallow area along the seawall perfect for small children. The water gradually gets deeper for all and any to go jump off the dock! This rental property also comes with a boat slip and jet ski mooring, so bring your water toys to get the most out of your lake vacation! We also have inflatable lake toys and noodles for all to enjoy! Roast marshmallows over the fire pit in the evening and be the last home on the lake to watch the sun go down- this location really is the best! Along with board games and outdoor games, we have two one-man kayaks and a ping pong table ready for action. Home comes equipped with cable TV & wifi.

Home Layout is as follows:

Half bath and laundry room are on Main level- Marble counter kitchen with all stainless appliances, open flow to living room and deck, where natural light floods in. Brazilian teak hardwood flooring tie up this level.

Upstairs there are two bedrooms:

-one bedroom has a queen size bed as well as a day bed with trundle

-the other bedroom has a queen size bed and a pull out twin size sofa sleeper, great for a child- (Or average size adult- 5'7" & below)

There is a full bathroom on this level.

Lower floor- This is the 3rd bedroom, or Lake Suite as we call it - with a queen size bed, Flat screen TV, full bathroom and slider door walk out to paver patio onlooking the lake, and easy access to the hot tub- this is prime real estate for the renters of the home!

In town we have Morsel Munk, an outdoor watersports gear store. You can purchase or rent just about any fun lake toy!

Please begin your summer 2017 weekly inquiries now!


HOLIDAYS- Plan a Fall Wine tasting or Winter weekend getaway! Spend Thanksgiving or Christmas week here, a great spot for family and friends to gather. Or a fun getaway to ring in the New Years! Whatever the holiday or occasion, the home will be well equipped to ensure you enjoy your time spent!

Enjoy the fall foliage of the Berkshires and experience The famous Connecticut Wine Trail- Jerram Winery in New Hartford, Connecticut Valley Winery, Sunset Meadow Vineyards, Miranda Vineyard are all within 20 minutes, and there are several more vineyards just a mile or two further!

Snow skiing- Mohawk, Ski Sundown, and Butternut ski resorts are all within a half an hour.

Highland Lake is also known for it's ice fishing and snowmobiling- check back to see when the local tournaments are held and book a weekend stay to catch a prize winning trout and make trails over the ice with a couple of friends! Stay warm around our fire pit or in the hot tub!

Please contact me with any questions, and make sure to check out the photos and video tour! Thanks so much for your interest!

More Details

Diana Moore
Member since: 2016
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
February 22, 2018

About Diana Moore

Jordan & Diana Moore

We live around Highland Lake, so will always be close by if you need anything at all! You may even see us around on our family pontoon boat- 'Grampie's Pride'- jumping off the deck or going down the slide with our kids, or swimming around in first bay or grilling in the cove of third bay!

We LOVE Highland Lake!

Diana Moore purchased this house in 2016

Why Diana Moore chose Winsted

Location is truly the most drawing feature to this property. The sunsets are killer- this home has the perfect view of the last of the summer daylight, and you get the most out of your days because it truly has the longest hours of sunlight!

What makes this house unique

Large waterfront, shallow play area for little kids- nice and sandy, we removed the rocks this past winter when they drew the lake down-, boat slip, jet ski mooring,HUGE driveway to play around in, flat level yard for BBQ and games and family gatherings make his property hang out central! You can't see it from the road, but once you head down the driveway, you feel like you're in your own secluded hang out on the lake.


Winsted House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
House Rules:
  • Check-in: 3:00 PM / Check-out: 10:00 AM
  • Max. occupancy: 9
  • Minimum Age Limit for Renters ...
  • children welcome ...
  • pets not allowed ...
  • non smoking only ...
Location Type:
  • Lake View ...
  • Lakefront ...
  • Water View
  • Waterfront
  • Air Conditioning ...
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet ...
  • Iron & Board
  • Linens Provided
  • Living Room
  • Parking ...
  • Towels Provided
  • Washing Machine ...
  • Coffee Maker
  • Dishes & Utensils ...
  • Dishwasher ...
  • Kitchen ...
  • Microwave
  • Oven ...
  • Pantry Items
  • Refrigerator ...
  • Stove ...
  • Toaster
  • Dining ...
  • Dining Area
  • seating for 8 people
  • 2 Bathrooms
  • 1 Half Bath
  • Bathroom 1 - toilet
    Bathroom 2 - toilet , shower
    Bathroom 3 - toilet , combination tub/shower
  • 3 Bedrooms, Sleeps 9
  • Bedroom 2 - 1 queen , 1 sleep sofa /futon , Sleeper is a twin size pull out w/ memory foam mattress
    Bedroom 1 - 1 queen , 2 twin/ single , Twin size Daybed has twin trundle bed (Sleeps 2)
    Bedroom 3 - 1 queen
  • Two bedrooms upstairs- one bedroom has a queen bed and a twin size memory foam sofa sleeper pull-out, perfect size for a child (or shorter adult- not normal 'twin size' in my opinion. Can sleep 3. The other upstairs bedroom has a queen bed and a twin size day bed that has a pull out trundle twin bed underneath- that can comfortably sleep 4 adults. The bedroom downstairs is NOT on the main level, but rather the lower level that has the walk out to the patio, lake and hot tub. This bedroom can also be used as a second living space, as the bed is a memory foam pull out sleeper sofa. This may be a drawback for some, but with their own private full bathroom, TV, walk out to the lake and hot tub, and beautiful view- we call this the lake side suite of the home.
  • DVD Player
  • Games ...
  • Ping Pong Table
  • Satellite / Cable
  • Stereo ...
  • Television
  • Toys ...
  • Balcony
  • Deck / Patio
  • Golf ...
  • Kayak / Canoe ...
  • Lawn / Garden ...
  • Outdoor Grill ...
  • Water Sports Gear ...
Pool / Spa:
  • Hot Tub ...
  • cinemas
  • library
  • restaurants
Leisure Activities:
  • antiquing
  • boating
  • miniature golf
  • paddle boating
  • walking
Local Services & Businesses:
  • ATM/bank
  • groceries
  • hospital
  • medical services
Sports & Adventure Activities:
  • cross country skiing
  • cycling
  • fishing
  • freshwater fishing
  • jet skiing
  • kayaking
  • sailing
  • skiing
  • swimming
  • water tubing


Exceptional! 5/5 -
(23 traveler reviews)

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Gorgeous Waterfront Home on Highland Lake
average rating of 5.0 based on 23 reviews

Beautiful house

  • 5 of 5

The house was very beautiful with amazing views, the owner Diana was very nice and accommodating to my family, I would like to stay here again, the house was well stocked, this was a very good experience for me and my family. Sandra salley

  • Submitted: Feb 7, 2017
  • Stayed: January 2017
  • Source: HomeAway
Owner's Response: Thank you so much Sandy! I'm so glad you and your family enjoyed the lake house, and we do hope you come back! We would love to have you!
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We had a wonderful stay!

  • 5 of 5

House was cleaned, fully stocked even went out of their way to leave something to make for breakfast if you arrive late and don't have a chance to go to super market. Beautiful home beautiful views! Would definitely stay again!

  • Submitted: Jan 2, 2018
  • Stayed: December 2017
  • Source: HomeAway
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Brooklyn, NY

Perfect and exactly what we needed!

  • 5 of 5

We got the last great weekend of fall to get out on the water. Diana was the most amazing host and made everything so easy for us. Beds were very comfortable and the house was immaculate (and I’m a neat freak!)

We loved everything about the place and the weekend. Gorgeous views and cozy atmosphere. We would definitely stay here again!

  • Submitted: Nov 13, 2017
  • Stayed: November 2017
  • Source: VRBO, from HomeAway
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Fabulous Retreat !

  • 5 of 5

5 * As previous reviews stated Diana Moore’s Highland Lake home is fabulous ! We truly appreciated the extremely clean ,comfortable ,& cozy environment! .

Diana is very hospitable, and quickly available to assist if needed.

Beautiful sunsets,quiet retreat with lake activities for the fall season .... kayaking , fishing or just sitting by the camp fire !

Our family enjoyed every moment !

♥️ The Queck’s

  • Submitted: Nov 3, 2017
  • Stayed: October 2017
  • Source: VRBO, from HomeAway
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Jamaica Plain, MA

Perfect. Just what we needed.

  • 5 of 5

My friends and I had a wonderful multi-family weekend retreat at Diana's gorgeous home. The multiple gathering spots indoors and outdoors were enjoyed by kids and adults alike. We loved relaxing in the jacuzzi, goofing off in the lake ridiculously racing each other on the multiple flotation devices, playing endless rounds of ping-pong, enjoying meals on the beautiful deck, toasting s'mores on the lakeside fire pit, and playing board games indoors (loved the foodie trivial pursuit!). Great space, well appointed amenities, lovely location.

Altogether, it's a great place for families and friends to connect. The only thing that could be improved is that the kitchen knives could use sharpening. Otherwise, an A+ choice I was really happy about!

  • Submitted: Oct 25, 2017
  • Stayed: October 2017
  • Source: HomeAway
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Beautiful house and location

  • 5 of 5

We had a lovely stay at the Highland lake house. The house was immaculately clean and had absolutely everything we needed for a weekend stay for 8 people. Plenty of space, so nice having 3 bathrooms (1 on each floor), and the deck, patio and yard space were beautiful. Diana was an excellent host and was easily reachable via text or phone. We would definitely stay again!

  • Submitted: Oct 17, 2017
  • Stayed: October 2017
  • Source: HomeAway
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Nearest Airport
21 Miles
Bradley International
Nearest Golf
2.5 Miles
Green Woods Country Club
Nearest Ski
7.5 Miles
Ski Sundown
Car: recommended




Additional information about rental rates

Property Damage Protection $59
Refundable damage deposit $200

Please note that Summer Season begins June 17th, 2017- and requires a minimum of 5 nights.
Also- there are NO cleaning charges- but please note if there are extraordinary messes such as food/beverage spills on walls, furniture or inside fridge, oven, cabinets- that would cause for an excessive amount of cleaning beyond our normal time frame turnover, then a cleaning fee would occur and we would bill you for the overage. Please inquire if you have any questions about this. Thank you so much for your interest!

Owner's Cancellation Policy

  • 50% refund if canceled at least 30 days before arrival date.
  • 100% refund if canceled at least 60 days before arrival date.
  • Service Fee fully refunded on cancellations that qualify for 100% refund.

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