1840's Whaling Captain's Farm Estate, 6-10 guests | House in Chester

10.0 (5 Reviews) |   Pet Friendly   4 Bedrooms  3 Bathrooms  10 Guests
Middlefield House | 1840's Whaling Captain's Farm Estate, 6-10 guests

4 Bedroom House in Middlefield, Chester

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.

1840's Whaling Captain's Farm Estate, 6-10 guests is located in Middlefield. 1840's Whaling Captain's Farm Estate, 6-10 guests provides accommodation, featuring Designated Smoking Area, TV, Sports/Activities, among other amenities. This House features Designated Smoking Area, TV, Sports/Activities, to make your stay a comfortable one.

1840's Whaling Captain's Farm Estate, 6-10 guests has 4 Bedrooms , 3 Bathrooms, and max occupancy of 10 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Middlefield has interesting places to visit. If you want to learn more about the House in Middlefield, such as places to visit and things to do nearby, you can check below to learn more.

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Amenities

Air Conditioner
Parking
Pet Friendly
Designated Smoking Area
TV
Balcony/Terrace
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Soap
  • Towels provided
  • Shampoo
  • Hair dryer
  • 3 bathrooms
  • Toilet paper
  • Bathtub or shower
Bedroom
  • 4 bedrooms
  • Sofa bed
  • Bed sheets provided
  • Dining table
  • Dining room
  • Fireplace
  • Wood stove
  • Living room
Kitchen
  • Microwave
  • Dishwasher
  • Coffee/tea maker
  • Oven
  • Refrigerator
  • Cookware/dishes/utensils
  • Toaster
  • Stovetop
  • Blender
Laundry
  • Washing machine and dryer
  • Laundry facilities
Parking
  • Onsite parking
Pet Friendly
  • 2 total pets
  • Welcoming dogs only
  • Pet friendly
Accessibility
  • Hardwood flooring in public areas
  • Area rugs in public areas
  • 2 stairs to reach property
  • Tile flooring in public areas
  • Wheelchair-accessible path of travel
  • No elevators
  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Thin carpet in public areas
  • Designated smoking areas
Activities
  • Mountain biking nearby
  • Fitness center
  • Cycling nearby
  • Ecotours nearby
  • Birdwatching nearby
  • Hiking nearby
  • Wildlife and game walks nearby
  • Hiking/biking trails nearby
  • Hunting nearby
  • Kayak on site
  • Kayaking nearby
Entertainment
  • Games
  • Books
  • Smart TV
  • Music library
  • Stereo
General
  • Unit size: 3300 sq ft (307 sq m)
  • English
  • Spanish
  • French
  • On the lake
  • Near a health or beauty spa
  • Near outlet shopping
  • In the mountains
  • Computer monitor
  • Printer
  • Desk
Guest Services
  • Stair gate
  • Playground
  • Children's games
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Outdoor furniture
  • Patio
  • Firepit
  • Barbecue grill
  • Garden
Security/Safety
  • First aid kit
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Deadbolt lock

Policies

Check-in
Check-in time starts at 4:00 pm minimum check-in age: 30
Check-out
Check-out before 1:00 pm
Child Policy
Children are welcome. note from host: 2 fire ponds. patio without railing
Event Policy
Events allowed: family gatherings, birthday parties, weddings;maximum event attendees: 40;with prior approval and rate discussion.
Pet Policy
2 total pets pets allowed service animals are welcome, and are exempt from fees welcoming dogs only
Smoking Policy
Smoking allowed: in designated areas

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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property note from host: with prior approval and rate discussion. parties and events (including family gatherings, birthday parties and weddings) are allowed on site; maximum attendees: 40 property registration number c0521279424 safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

License number: C0521279424

Reviews

Kristin L.
Jul 16, 2025 12:56:48 AM
Review Score:   10
Summary: 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.
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