Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air | House in Winchester

10.0 (56 Reviews) | 3 Bedrooms 2 Bathrooms 7 Guests

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

3 Bedroom House in Winchester

Charming, traditional cottage design fully renovated and modernized, located among the very best of locations at Highland Lake.
If you have rented cottages before at Highland Lake, you know that location on the lake makes a big 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. VERY nice swimming area for kids and adults, with shallow comfortable area for kids and deep are for grown-ups. It has the important things experienced visitors to our lake recognize.
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.
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. Also upstairs, is a comfortable reading area and desk, a full bathroom with a 2 person, fully tiled shower, while the downstairs bath has a 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 dining table 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 and sunsets for a lovely evening dinner party.
Bring your boat or jetski and tie up at our lakefront dock in front of the cottage. 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. We live next door, if you need help with anything. 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!

Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air is located in Winchester. Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air provides accommodation, featuring Fireplace/Heating, Laundry, Air Conditioner, among other amenities. This House features Fireplace/Heating, Laundry, Air Conditioner, to make your stay a comfortable one.

Immaculate Year-Round Lakefront-Charming cottage, swimming, boating, central air has 3 Bedrooms , 2 Bathrooms, and max occupancy of 7 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Winchester has interesting places to visit. If you want to learn more about the House in Winchester, such as places to visit and things to do nearby, you can check below to learn more.

Amenities

Air Conditioner
Parking
TV
View
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Fireplace/Heating
Guest Services
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Policies

Event Policy No events allowed

Check-in Check-in time starts at 3:00 pm contactless check-in available minimum check-in age: 25

Check-out Check-out before 11:00 am

Child Policy Children are welcome.

Pet Policy Pets not allowed

Smoking Policy Smoking is not permitted

Other Policy 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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property onsite parties or group events are strictly prohibited safety features at this property include a fire extinguisher and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

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Reviews

Colleen S. Dec 17, 2024 04:15:54 AM

Summary: This was our second time staying here. Although we’ve only come in the winter, we would definitely return to enjoy the lake in the summer. Always a comfortable, easy stay.

Janine M. Oct 12, 2024 01:47:53 AM

Summary: The house was charming and the lake views are absolutely beautiful! Enjoyed our stay! Excellent host!!!

Bethanie T. Sep 23, 2024 10:17:17 AM

Summary: Beautiful location, spacious amenities. The soaking tub was absolutely amazing!

Linda H. Sep 1, 2024 08:53:10 PM

Summary: My husband and I owned a home on Highland Lake and had to unfortunately sell it but I’ve always wanted to go back. This lakeside home is well kept and comfortable. The Nextdoor owner couldn’t be nicer and offered his help at any time. His explanation of every detail of this home was very accurate

mike m. Aug 28, 2024 09:49:18 PM

Summary: Our week at Jack's lakehouse was really great. Jack took us out on his boat, and we had a great time swimming off the dock. The house was perfectly clean and had everything you would need to do some cooking/grilling. Nice big deck. Cant wait to go back!!

Teri D. Aug 25, 2024 07:20:59 AM

Summary: This was our second year renting this gorgeous, lovingly restored lakeside cottage. We love the attention to detail in the restoration including leaded windows and stunning wood floors plus a wonderful claw foot tub. The lakeside location could not be more perfect with stunning views from the sitting room, bedrooms and deck. Swimming, fishing and kayaking were just a few of our activities. To top it off, the owner is there at your beck and call. We asked for a fire pit and we had one in a few hours. Dishwasher broke down, we had a new one the same day. John even gave my grandsons a boat ride and let the 10 year old drive the boat! We just love this place so much! It’s the best! Thank you John!

Claudia M. Jul 14, 2024 03:00:26 AM

Summary: Property was immaculate. Host very accommodating. Great swimming, boating and relaxing. Looking forward to renting again next year!

Roger K. Jun 24, 2024 08:38:19 AM

Summary: My family enjoyed a week at the cottage on Highland Lake. The cottage was very clean and well appointed. Situated on the eastern shore provides evening sunsets. Jack lives next door and was very helpful. We plan on returning.

Carole K. Apr 29, 2024 02:47:30 AM

Summary: 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.

Elaine C. Sep 27, 2023 11:00:06 AM

Summary: 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.

FAQ's

Is this Winchester house pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Winchester house have a swimming pool?

No, this Winchester house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Winchester house?

Best-rates for the Winchester house starts from $282 per night with includes Fireplace/Heating, Laundry, Sports/Activities, Air Conditioner, TV, Bedding/Linens, Guest Services, Entertainment, Barbecue/Outdoor Cooking, Internet, Parking, View, Child Friendly, Kitchen, Balcony/Terrace, Security/Safety with all other amenities. Perfect for Weddings is committed to ensuring every guest experiences a comfortable and extraordinary stay, whether planning a romantic getaway, a honeymoon, a pet-friendly stay, or celebrating with the entire wedding party.

Is Winchester house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Winchester house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Winchester house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Winchester house?

Based on the information reported by the owner or manager, the Winchester house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Winchester house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Winchester house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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Nightly rates from:

US $282