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

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A covered outdoor seating area with wicker furniture and a view of a lake. - Berkshire's Best~On the Water~Mt. Views, Museums, Paddling, Hiking, Relaxing (North Adams)
A spacious living room with a dining table, sofas, and a staircase leading to an upper level. - Berkshire's Best~On the Water~Mt. Views, Museums, Paddling, Hiking, Relaxing (North Adams)
Exterior - Berkshire's Best~On the Water~Mt. Views, Museums, Paddling, Hiking, Relaxing (North Adams)
A covered porch with wicker furniture, a patterned rug, and string lights. - Berkshire's Best~On the Water~Mt. Views, Museums, Paddling, Hiking, Relaxing (North Adams)
Beach nearby, sun-loungers, beach towels - Berkshire's Best~On the Water~Mt. Views, Museums, Paddling, Hiking, Relaxing (North Adams)
Escape to the serene shores of Windsor Lake at Windsor Cottage, where a private waterfront awaits. Unwind in the great room with a fireplace, enjoy water activities like kayaking or paddle boarding on the 24-acre lake, and indulge in stargazing from the screened-in porch.

Reviews

10 out of 10
Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 8191 sq m

Popular amenities

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

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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.

Property amenities

Beach

  • Beach nearby
  • Beach loungers
  • Beach towels

Ski

  • Cross-country skiing nearby
  • Ski-in/ski-out access

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Car recommended
  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Hob
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room

Entertainment

  • Books
  • DVD player
  • Games
  • Music library
  • Smart TV with cable/satellite channels
  • Stereo
  • Video library

Outdoor areas

  • Balcony
  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor fireplace
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 4 steps to reach entrance
  • Area rugs in public areas
  • Handrails in stairways
  • In-room accessibility
  • Smooth flooring in public areas
  • Tile flooring in public areas
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Wheelchair-accessible path of travel
  • Smoke-free property
  • Note from host: No smoking in the house, on the deck or porches.

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a rural location
  • In a village
  • In the city centre
  • In the mountains
  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre
  • On a lake
  • On the waterfront

Things to do

  • Boat
  • Kayak
  • Paddleboard
  • Ski-in/ski-out access
  • Water sports equipment
  • Basketball nearby
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Ice skating nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking nearby
  • Mountain climbing nearby
  • Rafting nearby
  • Sledding nearby
  • Swimming nearby
  • Water tubing nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Double-glazed windows
  • Eco-friendly cleaning products used
  • Garden
  • Local artist showcase
  • Local culture and ecosystem education
  • Some LED lighting used
  • Unit size: 2,050 square feet
  • Water-efficient toilets

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Policies

Check-in

Check-in time starts at 3:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 25

Check-out

Check-out before 11:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

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.

Rules

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.

Pets

Pets not allowed

Children and extra beds

Children are welcome

Events

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

Smoking

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

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.
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
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
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

Located in North Adams, this holiday home is in the city centre and on the waterfront. Massachusetts Museum of Contemporary Art and Mohawk Theater are cultural highlights, and some of the area's landmarks include North Adams Public Library and Susan B. Anthony Birthplace Museum. Hopkins Observatory and 62 Center for Theater and Dance are also worth visiting. Enjoy the area's slopes with cross-country skiing and skiing, and don't miss out on the sledging and ice skating. Visit our North Adams travel guide
View more Holiday homes in North Adams
Map
North Adams, MA

What's nearby

  • A pedestrian plaza with a crosswalk, trees with autumn foliage, and buildings with commercial signage.
    Western Gateway Heritage State Park
    3 min drive - 2.2 km
  • Windsor Lake Park
    5 min walk - 0.5 km
  • Campers Beach
    16 min walk - 1.4 km
  • Massachusetts College of Liberal Arts
    18 min walk - 1.5 km
  • North Adams Public Library
    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
  • Cumberland Farms
    3 min drive
  • Dunkin'
    4 min drive
  • Craft Food Barn
    6 min drive
  • Dino Cafe
    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 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 ski-in/ski-out holiday home in North Adams is within a 15-minute walk of Windsor Lake Park and Campers Beach, and is convenient for winter sports, such as cross-country skiing and sledging. North Adams Center and Veterans Memorial Shopping Center are also within 2 miles (3 km).

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

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 91 out of 95 reviews
Rating 8 - Good. 3 out of 95 reviews
Rating 6 - Okay. 1 out of 95 reviews
Rating 4 - Poor. 0 out of 95 reviews
Rating 2 - Terrible. 0 out of 95 reviews

10

Cleanliness

9.8

Location

10

Property conditions & facilities

Reviews

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

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

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
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

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
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
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
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
Verified

10/10 Excellent

Laurice A.

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

Quiet mornings on the lake

We had a lovely week at Windsor Cottage. The house is so special and we were thrilled the moment we walked in the door. The views are so beautiful, especially in the early mornings when the mist is rising from the lake. Terri and Jay have really put their heart into their home and I feel grateful they are sharing it with the rest of us. Might be helpful for folks to know that the half bath is upstairs next to the master bedroom (with absolutely stunning lake view) and room with three beds. Another bedroom on main floor with queen bed next to bathroom with fabulous shower. The multiple decks were a highlight. Who can resist a porch swing that you can nap on! Can't wait to come back! Thank you again.
Stayed 7 nights in Jul 2024
Verified

10/10 Excellent

louise b.

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

Berkshires Delight

We had a wonderful stay! The home is spotless, well-maintained and nicely decorated. It is beautifully situated on a small lake overlooking the mountains. We kayaked through the mist every morning until it burned off. It was extremely hot and muggy, so we toured several wonderful museums in the afternoon and then returned and went for a swim. We definitely appreciated the air conditioning in the home! We dined in restaurants in town, only 5 minutes away, as well as in neighboring towns in Massachusetts and Vermont. (The Vermont border is just 7 minutes away.) We enjoyed the fire pit in the evenings. One evening we listened to a free concert from across the lake; another evening we watched a mesmerizing lightning storm from the screened porch. The owner was extremely responsive and gracious. Sheets and towels are not included, but you can rent them for a fee from the owner, which is what we chose to do.
Stayed 7 nights in Sep 2023
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

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
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
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
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
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

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

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
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

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
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
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
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
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