Entire home
1840's Whaling Captain's Farm Estate, 6-10 guests
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Reviews
10 out of 10
Exceptional
4 bedrooms 2+ bathrooms Sleeps 10 306.6 sq m
Popular amenities
Explore the area
Chester, MA
- Glendale Falls9 min drive
- Skyline Trail14 min drive
- Jacob's Pillow39 min drive
- Pittsfield, MA (PSF-Pittsfield 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.
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.
Add dates for prices
Amenities
Kitchen
Washing machine
Dryer
Pet-friendly
Free WiFi
Air conditioning
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House Rules
Check in after 4:00 PM
Minimum age to rent: 30
Check out before 1:00 PM
Children
Children allowed: ages 0–17
2 fire ponds. Patio without railing
Events
Events allowed: family gatherings, birthday parties, weddings
With prior approval and rate discussion.
Pets
Pets allowed: dogs (limit 2 total)
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.
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: 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
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.
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
Restaurants
- Neon Newt - 23 min drive
- Liston's Bar & Grill - 20 min drive
- Carm’s Restaurant - Charlies Garage - 17 min drive
- The Goldenrod Country Inn - 23 min drive
- Classic Pizza - 17 min drive
Frequently asked questions
About the host
Hosted by Marcia Kebbon

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.
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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