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Berkshire's Best~On the Water~Mt. Views, Museums, Paddling, Hiking, Relaxing

Photo gallery for Berkshire's Best~On the Water~Mt. Views, Museums, Paddling, Hiking, Relaxing

We are right on the water with non-motorized boats of all kinds to enjoy.
This is the side of the house you will see when you arrive! Welcome!
There is parking for three cars right in front of the cottage.
Full kitchen with plenty of counter space and everything you need for fab meals!
Enjoy dinner for eight with views of the lake or a game on the oversized table.

Reviews

10 out of 10
Exceptional
3 bedrooms1+ bathroomSleeps 82050 sq ft

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Free Wi-Fi
  • Outdoor space

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed and 2 Single Beds

Bedroom 3

1 Queen Bed

1 bathroom, 1 half bathroom

Bathroom 1

Bathtub or shower · Toilet · Hair dryer

Bathroom 2

Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Balcony
Outdoor play area
Garden
Dining area

About this property

Berkshire's Best~On the Water~Mt. Views, Museums, Paddling, Hiking, Relaxing

Windsor Cottage is a relaxing, lakeside retreat located on Windsor Lake in North Adams, MA where you will enjoy your own private waterfront! You will feel like you are in the middle of the forest, yet you are in walking distance to the town, Mass MoCA and Massachusetts College of Liberal Arts as well as many bars and restaurants. In addition, it is a 10 minute drive to Williamstown, Williams College and the Clark Art Museum. Wander through ancient forests on a hike up the tallest mountain in Massachusetts, Mt. Greylock. Visit several nearby treetop adventure parks or go white water rafting on the Deerfield River. The 24 acre lake offers non-motorized boating, swimming and spectacular fishing. A row boat, a canoe, 2 kayaks and 2 paddle boards are available for you to explore the lake and take in the views of the Hoosac and Appalachian Mountain ranges, including Mt. Greylock. On Wednesday evenings in July & August you can sit on your deck and enjoy concerts that are held in the pavilion across the lake. There is a public swimming area and a playground across the lake as well. The home offers a large great room for relaxing and dining, 2 cozy electric fireplaces, a well equipped full kitchen for all of your cooking needs, one and a half baths, comfortable beds, a walkout basement family room, a huge deck and a spectacular screened in porch where you can relax the night away or take a nap on a unique, twin sized porch swing. Spend an evening cooking s’mores around the outdoor fireplace or cook dinner on the outdoor grill. You can entertain yourself and your family with a multitude of games and over 200 videos. Cable television is provide as well as wifi and three Roku televisions. Cell reception is excellent. New in 2022, we have an eco friendly mini-split air conditioning system and new for 2023 a stacked digital washer and dryer unit and a newly renovated spa like bathroom. Windsor Cottage is a great place to enjoy all of what the Berkshires and Southern Vermont has to offer as the only three bedroom lakeside rental property in the North Adams/Williamstown area. July and August stays are Sat. - Sat. Note: Two ring doorbells with security cameras are in use on the exterior of the property. One at the entrance to the house and one on the shed.

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
A maximum of 8 people at any time.
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Pets

No pets allowed
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Smoking

Smoking is not permitted
No smoking in the house, on the deck or porches.

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Strip any used beds and gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights and lock the doors
Failure to complete these may result in a negative review from the host.
Pets are not allowed, which means you cannot have visitors with pets. Please respect this rule.
No early check-ins or late check-outs in the summer. Our cleaning staff needs to have the time to clean the house to our high standards.
Please do not move inside furniture outside or outside furniture in. Please sweep and return everything the way you found it before leaving.

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
Note from host: A maximum of 8 people at any time.
This property uses eco-friendly cleaning products
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, a first aid kit and a deadlock
Property Registration Number C0060272090

We should mention

This property does not have any lifts
A car is recommended for transport to and from this property

About the area

North Adams

Located in North Adams, this holiday home is in the city centre and on the waterfront. Mohawk Theater and MCLA Gallery 51 are cultural highlights, and some of the area's landmarks include North Adams Public Library and Susan B. Anthony Birthplace Museum. Berkshire Scenic Railway Museum and Hopkins Observatory are also worth visiting. Enjoy the area's slopes with cross-country skiing and skiing, and don't miss out on the ice skating and sledging.
View more Holiday homes in North AdamsOpens in a new window
Map
North Adams, MA

What's nearby

  • Windsor Lake Park - 5 min walk - 0.5 km
  • Kemp Park - 13 min walk - 1.1 km
  • Massachusetts College of Liberal Arts - 16 min walk - 1.4 km
  • Campers Beach - 16 min walk - 1.4 km
  • Western Gateway Heritage State Park - 3 min drive - 2.2 km

Getting around

  • Pittsfield Station - 31 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 46 min drive

Restaurants

  • ‪Cumberland Farms - ‬19 min walk
  • ‪Dunkin' - ‬4 min drive
  • ‪Cumberland Farms - ‬3 min drive
  • ‪Papa Gino's - ‬4 min drive
  • ‪McDonald's - ‬4 min drive

Frequently asked questions

Is Berkshire's Best~On the Water~Mt. Views, Museums, Paddling, Hiking, Relaxing pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Berkshire's Best~On the Water~Mt. Views, Museums, Paddling, Hiking, Relaxing?

As of 2 Apr, 2026, prices found for a 1-night stay for 2 adults at Berkshire's Best~On the Water~Mt. Views, Museums, Paddling, Hiking, Relaxing on 28 May, 2026 start from S$450, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Berkshire's Best~On the Water~Mt. Views, Museums, Paddling, Hiking, Relaxing?

On-site parking is available at the property.

What time is check-in at Berkshire's Best~On the Water~Mt. Views, Museums, Paddling, Hiking, Relaxing?

Check-in begins at 3:00 PM.

What time is check-out at Berkshire's Best~On the Water~Mt. Views, Museums, Paddling, Hiking, Relaxing?

Checkout is at 11:00 AM.

Where is Berkshire's Best~On the Water~Mt. Views, Museums, Paddling, Hiking, Relaxing located?

Located in the mountains, this North Adams holiday home offers ski-in/ski-out access and is within a 15-minute walk of Windsor Lake Park, Kemp Park and Campers Beach. Massachusetts College of Liberal Arts and Eugene L. Freel Library are also within 15 minutes.

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. 90 out of 94 reviews
Rating 8 - Good. 3 out of 94 reviews
Rating 6 - Okay. 1 out of 94 reviews
Rating 4 - Poor. 0 out of 94 reviews
Rating 2 - Terrible. 0 out of 94 reviews

10/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

10/10

Check-in

10/10

Communication

9.8/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Wilma R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful place to stay

We really enjoy the house, the location, the lake (!), and exploring northwestern Massachusetts.
Stayed 7 nights in Jul 2023
Verified

10/10 Excellent

tracy

Liked: Cleanliness, amenities, property conditions & facilities
Absolutely charming and well kempt. Hosts communicative and available and attention to details throughout. Loved the lake and paddleboards and morning coffee on the deck. Great for family of 6 for gathering and meals
Stayed 4 nights in Jun 2025
Verified

10/10 Excellent

Dana M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stunning cottage on a lake that is home to the city's beach and public fishing areas. No motorized boats are permitted (it is a small lake), which allowed us to safely enjoy quiet paddles around the water, and a quiet porch and deck. Loved that there were extra rooms to get away when we needed some quiet time too. Our toddler grandson loved the playgrounds across the pond. We all took advantage of the proximity to museums and landmarks. Such a wonderful stay! Terri & Jay are amazing hosts!
Stayed 7 nights in Aug 2025
Verified

10/10 Excellent

William G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Windsor cottage

We had an absolutely wonderful stay at Windsor cottage. Jay and Terri were fantastic, making the entire stay incredibly enjoyable!
Stayed 4 nights in Jun 2024
Response from VrboOwner on 14 Jul, 2024
We appreciate you too. Thank you and we hope to see you in the future!
Verified

10/10 Excellent

Maureen S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Lake week

Terri and Jay were very helpful. The house was terrific with a well- equipped kitchen, comfortable beds and plenty of space. I used the kayak each morning and we enjoyed sunsets from the deck each night.
Stayed 7 nights in Jun 2025
Verified

10/10 Excellent

Patty W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Williams College Graduation Trip

Beautiful property! Wonderful hosts!
Stayed 4 nights in Jun 2023
Archival

10/10 Excellent

Tania S.

Great base for 2 families for reunion weekend

The lake house was comfortable, well-equipped, and peaceful. The view over the lake, and access to a boat and kayak, were a wonderful bonus.
Stayed 4 nights in Jun 2016
Response from VrboOwner on 23 Aug, 2023
I am so glad that the lake house worked out well for your reunion. We just added a dock which will make boating even easier. Thank you for staying with us!!
Verified

10/10 Excellent

Konnie G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful getaway

This is our third stay and it was even better than the previous two stays. Wonderful upgrades all around. Clean and beautiful place to stay for a getaway!
Stayed 6 nights in Aug 2020
Response from VrboOwner on 23 Aug, 2023
Thank you Konnie! We certainly appreciate guests like you and your family and we are so glad that you were able to make it back again. Stay tuned! I can assure you that there will be more positive changes and upgrades next year!!
Verified

10/10 Excellent

LeAnn B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Lake Getaway

This is a pretty home with a lovely view of the lake. It is close to many wonderful Berkshire experiences and we thoroughly enjoyed our stay. Terri and Jay were excellent hosts; welcoming and responsive to any questions we had.
Stayed 4 nights in Jun 2023
Response from VrboOwner on 23 Aug, 2023
Thank you for staying and I am so glad that you had a good time and that you were able to take advantage of all that our area has to offer.
Verified

10/10 Excellent

larry s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

sweet cottage at the lake

Very cozy cottage right on Lake Windsor. Terrific hosts who were very friendly and responsive to any issues that came up.
Stayed 14 nights in Jul 2023
Verified

10/10 Excellent

Kathy T.

Liked: Cleanliness, communication, listing accuracy

Mini lake stay

The property sits on a very narrow small mini lake well stocked with fish. It is perfect for kayaking, paddle boarding and fishing. The house had everything you need for a comfortable stay.
Stayed 7 nights in Jun 2023
Response from VrboOwner on 23 Aug, 2023
Thank you for your review. I am glad that you and your family were able to spend some time enjoying our tranquil little lake.
Verified

10/10 Excellent

Linda O.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely spot!

Quiet spot—loved Windsor Lake and being on the water. Nice, cozy house. Lots to do in the area. 🌏💙🌏
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

Judy F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A Little Taste of Paradise

This was the best time away from home we ever had. The cottage and the lake are so peaceful and beautiful. The hosts were kind and helpful thru the hole planning stage. We hope to visit again next year....and one special thing we will never forget is the wonderful quiet...
Stayed 3 nights in Sep 2023
Response from VrboOwner on 14 Oct, 2023
Thank you Judy. We are so glad that you enjoyed your stay and we certainly appreciate guests like you. I really hope that you can come back and visit again sometime.
Verified

10/10 Excellent

Konnie G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Awesome

Had a wonderful time, loved the upgraded bathroom and shower downstairs. House is clean and well stocked kitchen and board games. Highly recommend!!
Stayed 7 nights in Jul 2023
Response from VrboOwner on 27 Jul, 2023
Thanks for coming back again Konnie. We love having your family stay and we appreciate guests like you!
Verified

10/10 Excellent

Amy H.

Very Relaxing

My family and I really enjoyed staying at Windsor Cottage. It was roomy, comfortable and had everything we needed. I especially loved the swing on the downstairs deck. My 17 year old son loved, loved, loved the fishing. We will definitely be looking to stay there again next year.
Stayed 7 nights in Jul 2018
Response from VrboOwner on 23 Aug, 2023
Thank you so much for taking the time to write this wonderful review and thank you for staying with us. We love the swing too. I just bought a new set of big plush pillows for it for even better naps!! Our stocked lake is a favorite with many locals and tourists as well. I am so glad that you enjoyed your stay and we look forward to seeing you again!!
Verified

10/10 Excellent

Susan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

The good life

Lovely 3-bedroom home on a lake with everything it takes to make a terrific vacation: dock, boats, porch, deck, large LR/DR. And literally a 2 minute car ride or a 5 minute boat ride to a sandy kids' beach with playgrounds.
Stayed 6 nights in Jul 2020
Response from VrboOwner on 23 Aug, 2023
Thank you for taking the time to write a review. I am glad your family was comfortable in the cottage and that you enjoyed some of the many outdoor recreational activities available! Thanks for staying!
Verified

10/10 Excellent

Konnie G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Beautiful

Our family of 5 had a wonderful visit. Very clean. The lake was a little busy with other kayak/rowboats.
Stayed 4 nights in Jun 2019
Response from VrboOwner on 23 Aug, 2023
Very glad to hear that you had a good stay! Our little lake is a place of respite and enjoyment for many. My favorite time is early morning when the fish are everywhere and even the local bald eagle might make an appearance!!
Verified

10/10 Excellent

Ross H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Wonderful Lake House Vacation!

We had an amazing stay here! The house is very cute and well decorated with lots of dishes, games, towels, etc. The screened in porch great. And then the real highlight was the beautiful lake and all the kayaks, paddleboards and boats that come with the house. And the owner was great throughout, answering all of our questions and even shipping us a couple of items we left behind.
Stayed 4 nights in Aug 2024
Verified

8/10 Good

Susan K.

Liked: Cleanliness, check-in, communication, listing accuracy

Lots of people enjoying the lake

The home was well equipped and included boats and a well stocked kitchen. The park across the lake was noisy and lots of people were boating and fishing on a relatively small lake.
Stayed 4 nights in Jun 2023
Response from VrboOwner on 23 Aug, 2023
I am so glad that you enjoyed the cottage. Early June is a very exciting time for us in the Northeast after being inside all winter. Everyone comes out and enjoys the lake with enthusiasm. Once the newness dies down, it gets quieter again, but as long as there are children on the beach we can hear the joyful noises of their playing. Luckily the lake is stocked and there are plenty of fish for everyone. Even if you don’t catch anything (which is doubtful), having the opportunity to float around and just bask in the beauty of being nestled among the Berkshire hills is a treat.
Verified

10/10 Excellent

Susan S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect family trip!

LOVE this place! It has absolutely everything a family could want: dock for little people to collect cattails; canoes and boats for finding the eagle; small, best-kept-secret lake 2 minutes away; 3 playgrounds!; large deck and large screened porch; large living room. And the owner is fabulous about checking in to see everything is okay, telling us about a robin's nest on the deck, etc. We loved it.
Stayed 6 nights in Aug 2020
Response from VrboOwner on 23 Aug, 2023
So glad to hear that you and your family enjoyed your stay. We love that families are making memories at the lake that will last a lifetime. The eagle family has been wonderful to observe, as well as the great blue heron and the turtle families. We welcome you back next year to see more changes and updates!!
Verified

8/10 Good

gloria z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

1 week stay

The house was comfortable. Having the boats was great. The owners were super attentive to any problem. Lovely area. Only problem was with the grill which had problems in starting
Stayed 7 nights in Aug 2023
Response from VrboOwner on 13 Oct, 2023
So glad that my husband was able to get the grill going for you. We now have a brand new one with no starting issues. I am glad that you enjoyed your stay!
Verified

10/10 Excellent

bruce t.

Liked: Cleanliness, check-in, communication, location, listing accuracy

rest peace and quiet

House was best equipt home we have ever rented from vrbo. Porch was a great place for morning coffee watching a bald eagle and fog lifting. I highly recommend this home. owner was quick to answer all my questions. You will love this place. We all did.
Stayed 7 nights in Jul 2024
Archival

10/10 Excellent

Pamela T.

Lovely cottage on Windsor lake!

We had a great stay at Windsor cottage, I was only disappointed that we hadn't booked it for longer. The cottage was very clean, nicely decorated, well equipped, and comfortable. We enjoyed fishing from the dock, kayaking, swimming in the the lake, and the easy access to nearby biking, hiking, and theatre. We also had many enjoyable meals on the porch overlooking the lake. The owners were very responsive and helpful when we had a question during our stay.
Stayed 5 nights in Aug 2016
Response from VrboOwner on 23 Aug, 2023
We are very happy that you enjoyed your stay and that you found the new dock helpful. Windsor Cottage is a great place to get away from it all!!
Verified

10/10 Excellent

Marie D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

A gem in the Berkshires

We had such a wonderful time at Windsor Cottage. There was plenty of room for 6 adults to spread out. We enjoyed all the lake had to offer, from fishing to lazing on the deck. Sunrises were gorgeous and peaceful. The kitchen was very well appointed. We ordered a grocery delivery from a local store for our first day so we wouldn't have to waste time shopping. Terri was a great host, friendly, polite & available to answer any questions. Overall it was a great vacation!
Stayed 5 nights in May 2024
Response from VrboOwner on 14 Jul, 2024
Thank you for staying. I love the idea to get groceries delivered to enable more time for enjoying the cottage and the surroundings!
Verified

10/10 Excellent

Gina D.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Relaxing Getaway

We enjoyed a very relaxing getaway as a group of 3 generations. There was so much room for all of us and everything you could want or need: kitchen fully equipped, laundry, A/C and fans, games, movies, fishing right off the dock, kayaks, canoe, rowboat and life vests. Beautiful setting with park right across the lake. Screened in porch with large porch swing is heavenly! Owner is very responsive and wonderful to deal with. We really enjoyed Hancock Shaker Village, Mass MoCa, Berkshire Cider Project, and Mt. Greylock, among many other things close by.
Stayed 7 nights in Aug 2023

About the host

Hosted by Terri

Host profile image
We purchased Windsor Cottage in September 2013 from the couple who built it 35 years prior. It was a well loved family retreat, but had not been updated since it was built. Despite the decor, we recognized it as a very special place. We spent 9 months bringing it into the 21st Century, while striving to make it inviting and comfortable. For fun and comparison, we have displayed pictures of each room prior to the renovation throughout the home. It has become a place that we enjoy with friends and family to celebrate life and relax. We have decided to share the home with others so that they can experience the unique beauty and tranquility of Windsor Cottage as well.

Why they chose this property

My husband and I grew up in the Berkshires and we both have fond memories of time spent at Windsor Lake. When the rare chance to purchase one of the few lakeside properties came up we jumped at it. North Adams is the smallest city in Massachusetts, but there are hundreds of cultural and natural attractions in the area and Vermont is only about a 15 minute drive North. No matter what you want to do, golf, ski, shop, tube, fish, take in a play, visit a museum or take a scenic drive, you can do it from here. If you want to visit a big city we are only 2.5 hours from Boston or 3 hours from New York City. Our location truly encompasses the best of both worlds!

What makes this property unique

We fell in love with this property immediately when we walked in the door. There is something special about the place. My favorite pastime is to sit and watch the water and see how it changes from day to day and moment to moment throughout the year and to take advantage of the many hiking trails that can be accessed from the property. The house has been designed for relaxation and enjoyment and we continue to make yearly updates and improvements.

Languages:

English

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