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Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air

Photo gallery for Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air

Lone Pine Cottage Guesthouse, Highland Lake
Southerly section of Lake (Third Bay)
Lawn and dockage (right)
Deck is off living room
Living area, deck at left
Reviews
10

Exceptional

3 bedrooms2 bathroomsSleeps 7121 sq m

Popular amenities

  • Fireplace
    FireplaceFireplace
  • Kitchen
    KitchenKitchen
  • Barbecue grill
    Barbecue grillBarbecue grill
  • Free WiFi
    Free WiFiFree WiFi
  • Air conditioning
    Air conditioningAir conditioning
  • Washer
    WasherWasher

Explore the area

Map
Winchester, CT
  • Popular LocationHighland Lake1 min walk
  • Popular LocationBurr Pond State Park1 min walk
  • Popular LocationWarner Theater11 min drive
  • AirportWestfield, MA (BAF-Barnes Municipal)62 min drive

Rooms & beds

3 bedrooms (sleeps 7)

2 bathrooms

Bathroom 1

Bathroom 2

Spaces

Deck or patio
Kitchen
Garden
Dining Area

About this property

Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air




RATE NOTE: Email for reduced on rate for off-season visits for more than 6 nights (November through April) .



Charming, traditional cottage design fully renovated and modernized, located among the very best of locations at Highland Lake.

If you are aesthetically minded, if you are looking for something particularly charming and special, you will love this Victorian era waterfront cottage totally restored from the ground up in 2016. If you are seeking a very nice spot on the lake, you will love this property. Canoe, Kayak, Sunfish Sailboat, and more to enjoy.

If you have rented cottages before, you know that location on the lake makes a difference. Our cottage is located on the favored east side of the lake, with best sunshine. It is located away from the boat traffic and boat wake waves, on a quiet cove open to the largest of the lakes bays. Nice swimming area for kids. It has the important things experienced visitors to our lake recognize.

It is a Victorian beauty, but fully restored in 2016 to high standards. Toasty warm in winter with lower level radiant heated floor, air conditioned for summer.

Fully equipped kitchen, open-concept. We re-purposed original and vintage materials for this loved Victorian era cottage during our restoration. Every window and door has a story. Just ask us!

Easy to use gas fireplace. Great for crisp mornings.

Bedrooms include: one queen, one full and 2 bunks. Wake up in the queen and full bedrooms to sunrise on the lake. Spectacular views. Also upstairs, is a comfortable reading area and desk, a full bathroom with a 2 person, fully tiled shower, while the downstairs bath boasts a sparkling, new claw foot soaking tub.

Downstairs, you will find a fully equipped kitchen, full-sized fridge, dual-fuel stove (gas stove top/electric oven), dishwasher and apron farm sink. Guests can dine on the old world dining table and Hitchcock chairs made locally, or at the kitchen peninsula. We have an open concept kitchen/dining/living room area which opens, through french doors, onto a large deck, just steps from the lake front. Enjoy the gas grill and picnic table for afternoon BBQs or glowing white lights and sunsets for a lovely evening dinner party.

Bring your boat or jetski and tie up at our lakefront dock. This lake is great for swimming, boating, water-skiing and fishing. Private lawn and water front. Sunny side of the lake. The cottage is close to 'the Secret Spot,' (shallow area great for small children to play in the water). We live next door to the cottage. Our boat is parked on the south side of the dock in front of our place, your boat, if you bring one, is docked on the right north side directly in front of your cottage.

Our area offers wonderful restaurants and grocers using locally produced food, Farmer's Markets (don't miss Litchfield's Saturday Farmer's Market!), the Gilson Cinema/Cafe, Antiquing, nearby fly-fishing, hiking, and biking. Stop in at a local farm for just picked corn or tomatoes, or an after dinner ice-cream cone.

For anyone up for a Berkshires experience, we are less than a one hour, country drive from Tanglewood, Shakespeare and Co., Stockbridge, Great Barrington, Lenox, and the Outlets at Lenox.

During the summer, we request a minimum 7 day booking, Saturday to Saturday. Also, we cannot accommodate pets, due to potential allergies of renters. However, there is a highly respected kennel close to the other side of the lake.

Of course, it's great in the summer, but fall and winter offer their own special activities. Fall leaves, apple picking, hay rides and pumpkin patches in the country. Winter snow, skiing, flannel sheets and cozy fires. Our cottage can comfortably accommodate all seasons!





Property manager

JohnSalvatoreHerman

Languages

English, Spanish

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor space

House Rules

Check in after 3:00 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
Not a location for wild parties. We live next door. Families are welcome - keg parties are not.
IMPORTANT - In winter months 4-wheel or All-Wheel drive vehicles are require. 2-wheel drive vehicles will not work.

Important information

You need to know

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
Safety features at this property include a fire extinguisher and a deadlock

We should mention

A car is required for transport to and from this property

About the area

Winsted

Located in Winsted, this holiday home is on a lake. Winchester Historical Society and Warner Theater are local landmarks, and some of the area's activities can be experienced at Connecticut Valley Winery and KidsPlay Museum. Laurel Lanes and Action Wildlife Foundation are also worth visiting. Discover the area's water adventures with jet skiing and waterskiing nearby, or enjoy the great outdoors with hiking/biking trails and cycling.
Map
Winchester, CT

What's nearby

  • Highland Lake - 1 min walk
  • Burr Pond State Park - 1 min walk
  • Platt Hill State Park - 3 min drive
  • Warner Theater - 11 min drive
  • Connecticut Valley Winery - 13 min drive

Getting around

  • Hartford, CT (BDL-Bradley Intl.) - 45 min drive

Restaurants

  • ‪McDonald's - ‬9 min drive
  • ‪McDonald's - ‬11 min drive
  • ‪Wendy's - ‬11 min drive
  • ‪Taco Bell - ‬11 min drive
  • ‪Dunkin' - ‬10 min drive

Frequently asked questions

Is Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air?

Check-in begins at 3:00 PM.

What time is check-out at Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air?

Checkout is at 11:00 AM.

Where is Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air located?

Situated on a lake, this holiday home is steps away from Highland Lake and Burr Pond State Park. Platt Hill State Park is 1.2 mi (2 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 47 out of 48 reviews" "
Rating 8 - Good. 1 out of 48 reviews" "
Rating 6 - Okay. 0 out of 48 reviews" "
Rating 4 - Poor. 0 out of 48 reviews" "
Rating 2 - Terrible. 0 out of 48 reviews" "

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

10/10 Excellent

Carole K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful unique property
We absolutely loved our getaway at John's place. So many unique touches to the lakefront cabin and we loved the overall retro style of the place. Brought me back to simpler times. The beds were comfy and the place offered space for all. We enjoyed our nights sitting in front of the fire pit looking out at the lake. Host was extremely friendly and receptive. Highly recommend.
Stayed 3 nights in Apr 2024

10/10 Excellent

Elaine C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Highland Lake I’ve missed you
This property could not have been better. It was clean as could be and set up to be very comfortable. The kitchen is complete for all your cooking needs. The views of the lake were stunning. We have stayed in VRBOs in the States and Europe and of all of them John is the best host so far. He saw to our every need without hesitation and then some. He is a cool dude. We will stay here again! Thank you John, you rock.
Stayed 6 nights in Sep 2023

10/10 Excellent

Rick M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Best
All excellent -- waterfront, layout, kitchen, host, feel, area! Really nice. Mattresses are on the firm side.
Stayed 7 nights in Aug 2023

10/10 Excellent

kathy r.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Love this sweet cottage
Weather didn’t cooperate much, but we still had a beautiful week at the lake. When it was raining, we played games. Highly recommend.
Stayed 7 nights in Jun 2023

10/10 Excellent

tammy g.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lake Getaway
Clean, cute and cozy. As advertised. Only drawbacks were the weather and fish weren’t biting.
Stayed 4 nights in Jun 2023

10/10 Excellent

cathie j., milford, pa

Liked: Cleanliness, check-in, communication, location, listing accuracy
Relaxing
My sister and our two cousins rented this cottage for the week and thoroughly enjoyed it. House was very clean and lovely. Kayaking and hiking were on the to do list and was great fun. We would all highly recommend a stay here.
Stayed 7 nights in May 2022

10/10 Excellent

Regina C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Looking for a lake house experience? Look no further.
Great care went into the update of this home, it is full of charm and all the conveniences of home and sits on a very clean lake! Waking up to the beautiful lake views from the two front bedrooms starts your day off right! The dock provides access to the water with walk-in steps making it easy for both adults and children. We enjoyed the canoe, kayaks and the host was very gracious and gave my family a tour of the lake in his motorboat. We spent many hours on the large front deck, having coffee in the morning and diner in the evening. If you are looking for the lake experience of relaxation and plenty of water activities this is it! Thank you for a wonderful stay!!
Stayed 9 nights in Aug 2021

10/10 Excellent

Terry N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Summer Vacation
This is our sixth year vacationing on a lake in New England with my family. The accommodations were lovely and the lake was pristine. It was a perfect location for my grandchildren (ages 4 & 5). Both were tearful when it was time to leave. Although we spent much of our time in the water, the area had a lot to offer. The owners could not have been more accommodating. This was definitely a vacation to remember and we hope to return.
Stayed 7 nights in Aug 2021

10/10 Excellent

kathy r.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful experience
We had a blast. Peace and quiet when we needed it. And fun in the sun when we wanted it! This lakefront property had it all! Looking forward to next year!!!
Stayed 7 nights in Jul 2021

10/10 Excellent

Karen H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful lake house
Excellent rental experience. Loved the property, the large deck, full kitchen and grill. The lake was clean and refreshing, we enjoyed boating and swimming each day. Friendly and helpful owners/neighbors. Would love to return.
Stayed 6 nights in Jun 2021

10/10 Excellent

Linda W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lakeside idyll
Lovely, peaceful, charming. Beautiful view. Very nice owners.

10/10 Excellent

Janet B., Cape Cod, Massachusetts

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beauty on the lake!
We so appreciated our stay! The home and deck were amazing! Everything we needed was in the home, check in was easy, great communication, clean, cozy with many nice touches!
Stayed 3 nights in May 2021

10/10 Excellent

Lauren K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Relaxing weekend at the lake
We had a great time relaxing at this cute lake house! It was the perfect size for me, my husband and 8 month old son and we enjoyed spending time on the deck looking at the water. We would definitely book again for a future trip especially once the little one gets older and he can enjoy the water more.
Stayed 3 nights in Apr 2021

10/10 Excellent

Vicki K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great week at the lake!
We had a great time at this lake rental. Jack was very responsive and set us up to go canoeing on the lake. The house was very cozy, with beautiful views. Would love to come back in the future!
Stayed 6 nights in Apr 2021

10/10 Excellent

Heather A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Nice lake house with character.
Property was very clean. Property owner lives next door and is very friendly and helpful. He brought over a DVD player for the kids to watch a movie which was nice. Beautiful area.

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Lakehouse
We had a wonderful long weekend at this incredible property. The lake house was immaculate. So cozy and charming. We loved spending time on the oversized deck taking in the beautiful views as well as a little "me" time in the spa like soaking tub. John was a wonderful host, extremely flexible and accommodating to ensure our weekend was perfect. Thank you for sharing your lake house.

10/10 Excellent

Jeff L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely Lakeside Home
We found everything to be as promised. All bedrooms are upstairs and there are stairs to the ground floor living room and kitchen. The kitchen has most everything you'd need and there is a grill outside. Furniture is comfortable and the gas powered fireplace make it comfy.
Stayed 2 nights in Nov 2020

10/10 Excellent

Sivan B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful cottage
Quaint, sweetly furnished, cozy cabin right on Highland Lake. We wanted to enjoy the foliage and we had a wonderful time. The cottage is in close proximity to all the most charming towns in Litchfield county. Spectacular in autumn! Highly recommend.
Stayed 2 nights in Oct 2020

10/10 Excellent

Michelle w.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful Relaxing Weekend
We really had a wonderful time at The Lone Pine Cottage. The property was immaculate. The house was stocked with everything you could possibly need to make your stay comfortable. Jack was a friendly and fantastic host! My husband and my two boys and I had a nice relaxing weekend which is what we needed. Next time we hope to stay longer. The soaking tub was amazing and the woodburning stove was cozy and warm. The views of the lake and the fall foliage was beautiful and we created memories that will last a lifetime.
Stayed 2 nights in Oct 2020

10/10 Excellent

Mary B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Lovely Lakeside Location
My husband and I spent 3 nights at this beautifully restored lakeside cottage. The house was super clean and well equipped. The weather did not cooperate so we did not spend as much time paddling on the lake as we had wished. However the lake view from the beautiful cottage windows was so pretty. We were treated to a sightseeing ride around the lake in our host John’s boat which was so thoughtful. Hoping to plan another getaway in the future to this lovely cottage. Thank you for sharing it with us! Mary and Jim
Stayed 3 nights in Sep 2020

10/10 Excellent

Leslie A.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Relaxing gem!
Cute, super clean cottage with a beautiful spot on the lake. Kayaks and fire pit were great fun. Hosts, John and Jeaneena, are very attentive and respond quickly to emails. The queen bed is very soft so for those of you that prefer a harder mattress the twin bed is firmer.
Stayed 3 nights in Sep 2020

10/10 Excellent

Lynda R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great Weekend
This cottage is so lovely. We had such a relaxing and fun time. Beautiful, thoughtful details everywhere. We will definitely be back. Thanks for a great weekend!
Stayed 2 nights in Sep 2020

10/10 Excellent

Robin L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This Property is Gorgeous!
The home is filled with all the comforts of home and more. The soaking tub could not be a better spot to relieve the pressures of the outside world and destress. The area on this gorgeous, spring fed lake is perfect. It is very quiet and has limited boat traffic. At night all you hear is the sound of crickets. Once you arrive you never want to leave. I will be back!

10/10 Excellent

Christine C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Outstanding lake vacation
From the moment we stepped into the house we knew the experience would be wonderful and it certainly met and exceeded all expectations. This house had everything we needed to enjoy the week. Truly a home away from home. The location on the lake is perfect. You get your own cove to swim in the clean and clear water. We called it our own natural pool. Easy access with stairs directly in. Do not hesitate to book this gem.
Stayed 7 nights in Aug 2020

10/10 Excellent

Richard C., Oxford,CT, USA

Liked: Cleanliness, check-in, communication, location, listing accuracy
Fantastic Lake Cottage
This property is beautiful, the location is perfect for a relaxing stay. The lake is great for swimming, boating and fishing and just to look at. Jack, the owner is great to work with and is very accommodating. He even provided assistance with putting my boat in the water and stowing the trailer during my visit.
Stayed 7 nights in Jul 2020

About the host

Hosted by JohnSalvatoreHerman

Host profile image
Long time lake resident, long ago it won my heart. We made a lot of memories over the years here. When the time came to rebuild the cottage, we wanted to keep it true to the early 1900's cottage it had always been. It has all the modern conveniences now, but despite this, I hope you agree we maintained its authentic charm. It still feels like the cottage our family grew up in over those many golden summers, long to be remembered. We welcome others now to make special memories too.

Why they chose this property

Great property and location on the lake.

Languages:

English, Spanish
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