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Entire home·Private host

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

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

Terrace/patio - 1840's Ship Captain's Farm Estate, 6-10 guests (Chester)
Property grounds - 1840's Ship Captain's Farm Estate, 6-10 guests (Chester)
Dining - 1840's Ship Captain's Farm Estate, 6-10 guests (Chester)
Interior - 1840's Ship Captain's Farm Estate, 6-10 guests (Chester)
Interior - 1840's Ship Captain's Farm Estate, 6-10 guests (Chester)
Nestled in the rolling hills, Sunday Farm offers a serene retreat with modern convenience. Unwind on one of many patios, explore 72 acres of fields and woodland or enjoy a day pass at Mirival Spa.

Reviews

10 out of 10
Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 10307 sq m

Popular amenities

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

Add dates for prices

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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.

Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 4 bedrooms
  • Bedsheets provided
  • Sofa bed

Bathroom

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

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area
  • Wood stove

Entertainment

  • Books
  • Games
  • Music library
  • Smart TV
  • Stereo

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Computer monitor
  • Desk
  • Printer

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • 2 steps to reach entrance
  • Area rugs in public areas
  • Hardwood flooring in public areas
  • No lift
  • Thin carpet in public areas
  • Tile flooring in public areas
  • Wheelchair-accessible path of travel
  • Designated smoking areas

Services and conveniences

  • Iron/ironing board

Location highlights

  • In the mountains
  • Near a health/beauty spa
  • Near an outlet shopping centre
  • On a lake

Things to do

  • Gym
  • Kayak
  • Birdwatching nearby
  • Ecotours nearby
  • Fishing nearby
  • Hiking/biking trails nearby
  • Hunting nearby
  • Kayaking nearby
  • Motor boating nearby
  • Mountain biking 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

  • Garden
  • Unit size: 3,300 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM

Minimum check-in age - 30

Check-out

Check-out before 1:00 PM

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

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.

Rules

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.

Pets

Pets are allowed

Service animals are welcome, and are exempt from fees

Welcoming dogs only

2 total pets

Children and extra beds

Children are welcome

Note from host: 2 fire ponds. Patio without railing

Events

Events allowed: family gatherings, birthday parties, weddings

With prior approval and rate discussion.

Smoking

Smoking allowed: in designated areas

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
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 C0521279424

We should mention

This property does not have any lifts

About the area

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. Visit our Middlefield travel guide
View more Holiday homes in Middlefield
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 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).

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

Cleanliness

10

Location

Reviews

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
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
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
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

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