Winchester Rentals USA Connecticut Winsted Winchester

Cozy WATERFRONT Cottage on Highland Lake, CT - central a/c & heat | Cottage in Winsted

10.0 (23 Reviews) |   2 Bedrooms  2 Bathrooms  5 Guests
Winchester Cottage | Cozy WATERFRONT Cottage on Highland Lake, CT - central a/c & heat

2 Bedroom Cottage in Winchester, Winsted

Welcome to our cottage on Highland Lake, a 445-acre lake located in Winsted (Winchester), nestled in the rolling hills of Northwestern Connecticut.
This 2-bedroom, year-round cottage features living room, two bedrooms- each with flat screen TV, bathroom, washer/dryer, and a country eat-in kitchen. Lakefront home with dock. Home has central A/C and heat for your climate control preference!
Enjoy your morning coffee while watching the boats and wildlife from the screened-in porch!
For outdoor entertaining, there is a Weber gas grill, beverage cooler, picnic table, lounge chairs, firepit, corn hole, badminton and walkout basement with summer kitchen, basement bath, and washer/dryer. New patio and driveway in 2024.
We allow early check-in at 11 a.m.
MAIN LEVEL:
Bedroom: #1- king bed
Bedroom: #2- full-size bunk bed
Living Room: full-size sleeper sofa
Eat-in Kitchen
Full bathroom
Screened in porch with seating
WALK-OUT BASEMENT:
Washer/ Dryer- basement
bathroom in walk-out basement
summer kitchen
PLEASE NOTE: Home has no internal staircase leading to basement. Guests must access basement through lower level outside entrance.
This lake getaway is stocked with bed linens, towels and basic cooking needs, spices, sugar, coffee, tea, cooking oil. Please, no smoking, no pets or large parties.
There are two single-user kayaks available for guests.
Enjoy swimming, fishing off the dock!

Cozy WATERFRONT Cottage on Highland Lake, CT - central a/c & heat is located in Winchester. Cozy WATERFRONT Cottage on Highland Lake, CT - central a/c & heat provides accommodation, featuring Parking, Wellness Facilities, Balcony/Terrace, among other amenities. This Cottage features Parking, Wellness Facilities, Balcony/Terrace, to make your stay a comfortable one.

Cozy WATERFRONT Cottage on Highland Lake, CT - central a/c & heat has 2 Bedrooms , 2 Bathrooms, and max occupancy of 5 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 Cottage because of the excellent services rendered by the owner or manager of this Cottage, 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. Cottage has a friendly neighborhood, and the Winchester has interesting places to visit. If you want to learn more about the Cottage in Winchester, such as places to visit and things to do nearby, you can check below to learn more.

Show more
OneKey Logos

This Property is OneKey Eligible

Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.

JOIN TODAY

Unique Amenities

  • Air Conditioner
  • Parking
  • TV
  • View
  • Ocean View
  • Balcony/Terrace
  • Security/Safety
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
Read More Read Less

Policies

Check-in Check-in time starts at 11:00 am 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
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 first aid kit 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
 
Winsted, 06098, USA

What Our Guests say 500 + Reviews

Mar 19, 2025 09:01:04 PM
Summary: Very clean and detailed. Cozy cottage on the lake. One of the nicer places to stay on the lake. Host communicates very well. Enjoyable experience. We would stay here again!
Zack S. Zack S.
Nov 14, 2024 02:33:27 AM
Summary: Me and a buddy of mine spent a few nights here. It was exactly what we were looking for. We grilled out each night and had some drinks around the fire. The house had everything we needed to feel relaxed and get refreshed. It was close enough to outdoor hiking, YMCA, and ATV riding. I highly recommend this location for a weekend/week getaway.
Robert D. Robert D.
Oct 15, 2024 12:10:13 AM
Summary: We had a fantastic stay! The beautiful backyard right on the lake was a highlight, and we spent plenty of time kayaking, playing cornhole, outdoor Jenga, and relaxing around the fire pit. The house itself was spotless and well-stocked with everything we needed. Nicole, the host, was wonderful—she provided all the necessary information and even surprised us with a thoughtful card and dessert to celebrate a birthday. We would definitely stay here again!
Bradley W. Bradley W.
Sep 15, 2023 02:32:14 AM
Summary: Very nice clean place right on the lake. The pictures don’t do it justice, lower level is very nice and finished
Garrett C. Garrett C.
Aug 22, 2023 12:12:50 AM
Summary: This is a beautiful home , very clean, very inviting. Second year in a row and we will be coming back next year, hopefully!! We had a lot of rain, so we spent more time indoors than we would have liked. Such beautiful views with the fog coming down over the mountains. Nicole was excellent to work with. Hope to see you next year! Bill and Diane
Jun 30, 2023 08:42:02 PM
Summary: Upgraded cottage with a wonderful screened in porch to view the lake. Had a nice mini vacation.
Kathy T. Kathy T.
May 30, 2023 11:28:15 AM
Summary: We had a great time staying at Highland lake. The lake house fit our family of four perfectly. It great having a dock for our boat as well.
Joe R. Joe R.
Nov 29, 2022 05:27:15 AM
Summary: We had a great stay over Thanksgiving! Property was so cute and clean!! Our kids loved the bunk beds!
Melissa S. Melissa S.
Sep 1, 2022 08:44:04 PM
Summary: This cottage was perfect for a getaway at the lake. Everything you need is there plus special touches. Spent our time kayaking and sitting outside or on the screened porch enjoying the view! Nicole quickly got back to us when we had a question. We will plan on staying there again!
Larry S. Larry S.
Aug 28, 2022 10:34:34 PM
Summary: We loved our stay on Highland Lake. The house was beautifully decorated, stocked with everything we needed to cook, grill, clean, etc. The overall layout of the place was perfect for a family and the beds we so comfortable! The weather did not completely cooperate with our plans, so we hope to return next summer and make more use of the kayaks, fire pit and beautiful back yard. Nicole got back to us quickly when we couldn't figure something out. Thank you Nicole!
Victoria C. Victoria C.

FAQ's

Is this Winchester cottage 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 cottage have a swimming pool?

No, this Winchester cottage 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 cottage?

Best-rates for the Winchester cottage starts from $339 per night with includes Air Conditioner, Parking, Wellness Facilities, Balcony/Terrace, Security/Safety, Fireplace/Heating, Barbecue/Outdoor Cooking, View, Bedding/Linens, Kitchen, TV, Ocean View, Child Friendly, Internet, Laundry StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Winchester cottage 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 cottage Good or guests have recommended them suitable for families. As reported by the owner or manager, the cottage 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 cottage wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Winchester cottage 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 cottage?

Based on the information reported by the owner or manager, the Winchester cottage indicates 1 day stay policy at this cottage. 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 cottage?

Based on the information reported by the owner or manager, details for the cancellation policy for the Winchester cottage 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.

People Also Ask

Check Cottage Availability
Nightly rates from:
US $339
Price Details
You will be redirected to  
Hot Deal - It has been viewed 140 times today
Not the right fit? Check out our other properties in Winchester
1.0 (1 Review)
Bed & Breakfast
L&R
  • Air Conditioner
  • Parking
  • Pool
View Availability
view more places to stay

Recently Booked Locations

Recently Booked Properties