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1840's Ship Captain's Farm Estate, 6-10 guests

Photo gallery for 1840's Ship Captain's Farm Estate, 6-10 guests

Sunrise! View from East facing patio.
Back of home
Livingroom
Livingroom
Sunset - dancing tree

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
4 bedrooms2+ bathroomsSleeps 10

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning

Rooms & beds

4 bedrooms (sleeps 10)

Guest Bedroom 1

1 Queen Bed

Guest Bedroom 2

1 Queen Bed

Guest Bedroom 3

1 King Bed

Guest Library

1 Double Sofa Bed

Living Room 1

1 Queen Futon

2 bathrooms, 2 half bathrooms

Downstairs Powder room

Soap · Towels provided · Toilet

Guest Bathroom tub & Shower

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Guest Bathroom walk in shower

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Half bath off of King

Soap · Towels provided · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Outdoor play area
Garden
Dining area

About this property

1840's Ship Captain's Farm Estate, 6-10 guests

Step back in time. This thoughtfully restored, rustic yet elegant, property is surrounded by 72 acres of fields, brooks, and woodland, with all the amenities one could want, while maintaining the home's historic charm. If you are looking for “Restoration-Hardware-Perfect” this might not be the property for you…think historic, colonial, charm with a taste of modern style. This home is in a tranquil location perfect for an off the beaten path retreat or a friends and family get-away. You'll feel as though you've stepped back in time!

A lovely, 35 min drive to Tanglewood, Lenox & Lee , Jacob's Ladder (20), Stockbridge (45), Great Barrington, (55), Williamstown (60), and all that the Hilltowns offer - enjoy hiking, walking, swimming in waterfalls, or enjoy a day pass at Mirival Spa, lunch at the Red Lion Inn, some antiquing, The Clark Museum, Mass Mocha and innumerable gardens and historic home visits - or just lie in a hammock and read or paint while sitting on one of many patios.

We own another VRBO property in Greenport, Long Island with 55 (5) Star reviews.

Please note:
- We are 25min to a real grocery store
- We are 25 min to a hospital in Pittsfield. 40 to Westfield.
- All bedrooms are on the second floor as is the washing machine and dryer.
- 3 formal bedrooms w library pull out - sleeps 7-8 with additional sleeping on new air-mattresses.
- Half bath on the ground floor. 2 full bathrooms, and another half bathroom, upstairs.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 30
Check out before 1:00 PM
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Children

Children allowed: ages 0–17
2 fire ponds. Patio without railing
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Events

Events allowed: family gatherings, birthday parties, weddings
With prior approval and rate discussion.
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Pets

Pets allowed: dogs (limit 2 total)
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Smoking

Smoking allowed: in designated areas

Check-out instructions

The host requires you to complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks and take out the rubbish
Turn off the lights, lock the doors and return the keys
Please leave trash in the bins provided in the small sunroom and do not lock the door.
Failure to complete these may result in a negative review from the host.
The patio nor ponds have safety railings so you are responsible for supervising and maintaining a safe distance.
Weddings and larger events must be agreed upon as a separate fee and with additional guidelines and rules.
Any modifications to reservations must be made by renter by cancelling and rebooking or a 10% processing fee will be applied.

Important information

You need to know

Property Registration Number C0521279424
Property # 3272471vb
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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 40
Note from host: with prior approval and rate discussion.
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

About the area

Middlefield

Located in Middlefield, this holiday home is in the mountains and on a lake. Chester Town Hall and Jacob's Pillow are cultural highlights, and some of the area's activities can be experienced at Bas Ridge Golf Course and Blandford Ski Area. Kayaking and power boating offer great chances to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails and ecotours nearby.
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Map
Chester, MA

Getting around

  • Pittsfield Station - 37 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 49 min drive

Restaurants

  • ‪Neon Newt - ‬23 min drive
  • ‪Chester Village Market - ‬17 min drive
  • ‪Liston's Bar & Grill - ‬20 min drive
  • ‪Carm’s Restaurant - Charlies Garage - ‬17 min drive
  • ‪The Goldenrod Country Inn - ‬23 min drive

Frequently asked questions

Is 1840's Ship Captain's Farm Estate, 6-10 guests pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much does it cost to stay at 1840's Ship Captain's Farm Estate, 6-10 guests?

As of 13 May 2026, prices found for a 1-night stay for 2 adults at 1840's Ship Captain's Farm Estate, 6-10 guests on 29 Aug 2026 start from AU$966, 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 1840's Ship Captain's Farm Estate, 6-10 guests?

On-site parking is available at the property.

What time is check-in at 1840's Ship Captain's Farm Estate, 6-10 guests?

Check-in begins at 4:00 PM.

What time is check-out at 1840's Ship Captain's Farm Estate, 6-10 guests?

Checkout is at 1:00 PM.

Where is 1840's Ship Captain's Farm Estate, 6-10 guests located?

Situated on a lake, this holiday home is 1.9 mi (3.1 km) from Glendale Falls and within 6 miles (10 km) of Fox Den Wildlife Management Area and Skyline Trail. Kushi Institute and Chester Town Hall are also within 9 miles (15 km).

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. 5 out of 5 reviews
Rating 8 - Good. 0 out of 5 reviews
Rating 6 - Okay. 0 out of 5 reviews
Rating 4 - Poor. 0 out of 5 reviews
Rating 2 - Terrible. 0 out of 5 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Sarah K.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The house and property are even better in person! We spent a lovely 10 days with the dog and baby getting lost in the outdoor maze and soaking up the sunshine from the patios, screen porch, and sunroom. Couldn’t think of a better place for some much needed family time. And Marcia went above and beyond to ensure our stay was magical, including leaving us farm fresh eggs and some lovely wine to enjoy.
Stayed 10 nights in Aug 2025
Verified

10/10 Excellent

Kevina B.

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

Berkshires at its best

Such a beautiful home and property. We had a great time exploring during the day and spending time together at night. Sunsets over the pond are particularly lovely and the screened in porch and sitting around a fire in the chiminea outside are the perfect spots for a cocktail. We look forward to our next visit!
Stayed 2 nights in Apr 2025
Response from VrboOwner on 26 Apr 2025
I’m so happy you and your mother and friend enjoyed your stay! Please come back again and, next time, please take me to Canyon Ranch with you!
Verified

10/10 Excellent

Tim K.

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

Tranquil getaway!

Wow, what a spot, the house and surrounding grounds are beautiful, accurately represented in the pics. It was so nice having coffee looking at the amazing view in the mornings and a fire in the wood stove while making dinner in the evenings. Even though we were off the radar, we went into Lenox for brunch and antique hunting.The house is well furnished, kitchen fully stocked, very comfy mattress/sheets and great water pressure. Marcia was very helpful and quick to respond! Will definitely stay again, thanks Marcia!
Stayed 2 nights in Apr 2025
Response from VrboOwner on 14 Apr 2025
Tim, we are so glad you had a great stay! Please do come back again! Never thought about the water pressure but great to know! Marcia
Verified

10/10 Excellent

Kristin L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had an absolutely unforgettable stay at this stunning property! From the moment we booked, our host’s communication was exceptional — responsive, thoughtful, and genuinely committed to making our visit smooth and special. She went above and beyond, checking in with personalized recommendations and thoughtful touches that made all the difference.The home itself is gorgeous — rich with history and character, yet beautifully maintained. We’re still marveling at its charm! And the yard… what a dream! Our dogs had the time of their lives exploring the lush, expansive grounds — it was a perfect oasis for both humans and pups alike.We left feeling relaxed, cared for, and already looking forward to next year. Highly recommend this property if you're seeking a peaceful getaway with outstanding hospitality.
Stayed 4 nights in Jul 2025
Response from VrboOwner on 17 July 2025
Kristin, thank you so much for such a lovely review! We are so glad you enjoyed your stay and really do hope you come back! There is so much to explore. We just went swimming in the river after raspberry picking to name 2!! Enjoy the rest of your summer! Marcia
Verified

10/10 Excellent

Michele K.

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

Gorgeous Massachusetts getaway

The description of this property is spot on. It is stunningly gorgeous and we never tired of being on the patio, in the grass or exploring the many rooms of this authentic farmhouse. We loved how the original details are preserved, while having updated bathrooms and appliances. We had a group of 8-10 family/friends per night and then a family party with 20 people on the patio. The kitchen/sunroom/deck/patio made for easy circulating and serving food. Evenings on the patio with the party lights and a fire were truly special. We enjoyed every single minute. We also took lengthy walks/runs 4-8 miles (and bike rides) around the area. It is so scenic and we only saw a handful of cars, even on the paved roads.The owner was immediately responsive to questions, but we didn't have many. We pretty much used everything in the house--all the kitchen appliances, washer/dryer, etc--everything was easy. The pantry and kitchen were beyond amply stocked--this made our lives a lot easier because the area is remote with no shopping to speak of; we drove in with groceries.We really appreciated the delivery of farmfresh eggs our first morning--they were delicious.We would definitely return!
Stayed 4 nights in May 2025
Response from VrboOwner on 19 May 2025
We are so happy that you enjoyed your stay so much! That makes us super happy. Please do come back again for a reunion anytime!!

About the host

Hosted by Marcia Kebbon

Host profile image
My husband and I fell in love with this historic property and have spent the last 4 years restoring the house and modernizing it, with the goal of maintaining its bucolic and historic feeling. Renovations are complete and we couldn't be more happy. Feel free to reach out with questions or to learn more. We are looking forward to sharing this home with others!

Why they chose this property

Off the radar but close to everything! No visible neighbors, no leaf blowers - wonderfully peaceful.

What makes this property unique

Please keep in mind that this is a home and not a hotel! We do leave you the basics - from a fully stocked kitchen with anything a seasoned chef would want, a pantry full of spices, oils, various kinds of vinegar (including our own homemade), and condiments for you to use. TP, paper towels, shampoo, soap, and towels are all included. Being off the radar means you just need to bring your special items.

We also own a home on the North fork of LI and rent through VRBO. We have Premier host status and consistent 5-star reviews for 13 years and running.

PLEASE NOTE! The property has numerous patios, stone walls, WITHOUT railings, 2 fire ponds, a stream in the woods - so please enjoy but at your own risk with full knowledge and self-responsibility.

Languages:

English, French, Spanish

Premier Host

They consistently provide great experiences for their guests
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