Middlefield Rentals USA Massachusetts Middlefield

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

10.0 (4 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 Pet Friendly, Balcony/Terrace, TV, among other amenities. This House features Pet Friendly, Balcony/Terrace, TV, 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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Unique 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
 
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Policies

Event Policy Events allowed: family gatherings, birthday parties, weddings;maximum event attendees: 40;with prior approval and rate discussion.
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
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
Other Policy 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
 
Chester, 01011, United States

What Our Guests say 500 + Reviews

Apr 26, 2025 10:03:25 PM
Summary: 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!
Kevina B. Kevina B.
Apr 14, 2025 01:46:42 PM
Summary: 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!
Tim K. Tim K.

FAQ's

Is this Middlefield house pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Middlefield house have a swimming pool?

No, this Middlefield house does not have a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Middlefield house?

Best-rates for the Middlefield house starts from $769 per night with includes TV, Sports/Activities, Bedding/Linens, Guest Services, Barbecue/Outdoor Cooking, Air Conditioner, Wellness Facilities, Fireplace/Heating, Laundry, Parking, Designated Smoking Area, Entertainment, Child Friendly, Internet, Kitchen, Pet Friendly, Balcony/Terrace StayAndPlay offers fully equipped golf villas, golf hotels, golf resorts, luxury golf cabins, and exclusive golf retreats, making it easier than ever to find your perfect golf escape — ideal for families, peaceful getaways, or pet-friendly retreats with the whole crew.

Is Middlefield house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Middlefield house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Middlefield house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Middlefield house?

Based on the information reported by the owner or manager, the Middlefield house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Middlefield house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Middlefield house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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