Entire home

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

Photo gallery for 1840's Whaling 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
Exceptional
4 bedrooms2+ bathroomsSleeps 10

Popular amenities

  • Pet-friendly
  • Dryer
  • Parking available
  • Washer
  • Fireplace
  • Kitchen

Explore the area

Map
Chester, MA
  • Glendale Falls
    ‪9 min drive‬
  • Skyline Trail
    ‪14 min drive‬
  • Jacob's Pillow
    ‪39 min drive‬
  • Westfield, MA (BAF-Barnes Municipal)

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 Whaling Captain's Farm Estate, 6-10 guests

Jump back to an idyllic time when all you hear and see is nature all around. 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 old Colonial, family home - with the texture and lived in feeling that adds to its charm. This home is in a tranquil location perfect for a friends or family retreat. 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.

There is something for everyone here at Sunday Farm. 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.

For 5 guests or less, please reach out for discount.

Property manager

Marcia Kebbon
Premier Host

Languages

English, French, Spanish

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Pet-friendly
Free WiFi
Air conditioning

Have a question?

AI iconBeta

Get instant answers with AI powered search of property information and reviews.

Similar properties

House Rules

Check in after 4:00 PM
Minimum age to rent: 30
Check out before 12:00 PM
default

Children

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

Events

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

Pets

Pets allowed: dogs (limit 2 total)
default

Smoking

Smoking allowed: in designated areas
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.

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
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 20
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 and a first aid kit
Property Registration Number C0521279424

We should mention

This property does not have any lifts

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. Make sure you get close to the area's animals with activities such as game walks and birdwatching.
Map
Chester, MA

What's nearby

  • Glendale Falls - 9 min drive - 3.1 km
  • Skyline Trail - 14 min drive - 6.7 km
  • Jacob's Pillow - 39 min drive - 28.7 km
  • National Shrine of the Divine Mercy - 55 min drive - 40.9 km
  • Tanglewood Music Center - 60 min drive - 42.2 km

Getting around

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

Restaurants

  • ‪The Goldenrod Country Inn - ‬23 min drive
  • ‪Chester Common Table - ‬17 min drive
  • ‪Listons Bar & Grill - ‬20 min drive
  • ‪Route 8 Pub - ‬23 min drive
  • ‪The View at Ridge 113 - ‬24 min drive

Frequently asked questions

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

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

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

Check-in begins at 4:00 PM.

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

Checkout is at 12:00 PM.

Where is 1840's Whaling 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. 3 out of 3 reviews
Rating 8 - Good. 0 out of 3 reviews
Rating 6 - Okay. 0 out of 3 reviews
Rating 4 - Poor. 0 out of 3 reviews
Rating 2 - Terrible. 0 out of 3 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

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

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

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

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