Title: 1840's Whaling Captain's Farm Estate, 6-10 guests - Latest Reviews, Deals & Photos 2026 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # 1840's Whaling Captain's Farm Estate, 6-10 guests Lakefront vacation home with kitchen and patio ## Photo gallery for 1840's Whaling Captain's Farm Estate, 6-10 guests ![Terrace/patio - 1840's Whaling Captain's Farm Estate, 6-10 guests (Chester)](https://images.trvl-media.com/lodging/92000000/91610000/91600400/91600333/66c4ab8f.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Interior - 1840's Whaling Captain's Farm Estate, 6-10 guests (Chester)](https://images.trvl-media.com/lodging/92000000/91610000/91600400/91600333/8e519cc2.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Interior - 1840's Whaling Captain's Farm Estate, 6-10 guests (Chester)](https://images.trvl-media.com/lodging/92000000/91610000/91600400/91600333/b7f3aa82.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds - 1840's Whaling Captain's Farm Estate, 6-10 guests (Chester)](https://images.trvl-media.com/lodging/92000000/91610000/91600400/91600333/5d12d085.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Dining - 1840's Whaling Captain's Farm Estate, 6-10 guests (Chester)](https://images.trvl-media.com/lodging/92000000/91610000/91600400/91600333/fa01aa4f.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Location - Amenities - Policies 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 Exceptional ### Entire home 4 bedrooms3 bathroomsSleeps 103300 sq ft ## Popular amenities - Kitchen - Washer - Dryer - Pet friendly - Free WiFi - Air conditioning ## Add dates for prices Check-in Check-out Travellers ## 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 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 amenities ### Internet - Available in the house: Free WiFi ### Parking and transportation - Parking on site ### Kitchen - Blender - Coffee grinder - Coffee/tea maker - Cookware, dishware, and utensils - Dishwasher - Electric kettle - Ice maker - Kitchen island - Lobster/crab pot - Microwave - Oven - Paper towels - Refrigerator - Spices - Stovetop - 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 elevator - 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 mall - 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 ## Similar properties ![Living area](https://images.trvl-media.com/lodging/106000000/105490000/105481700/105481601/4e7c7b38.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Cozy 3bd 1ba Free Parking Springfield - Air conditioning [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-29&endDate=2026-01-30&selected=105481601&PinnedHotelID=105481601&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/107000000/106620000/106613700/106613604/5f6d319d.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Lakefront cabins for family and friend gatherings Brookfield - Kitchen - Washer - Dryer - Pet friendly 10 Exceptional 7 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-29&endDate=2026-01-30&selected=106613604&PinnedHotelID=106613604&HadPinnedHotel=true®ionId=-1&adults=2) ![Interior](https://images.trvl-media.com/lodging/68000000/67260000/67255100/67255071/4b89dca4.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Private Island - Largest Fresh Water Reservoir in Mass Otis - Kitchen - Pet friendly - Free WiFi - Air conditioning 8.6 Excellent 9 reviews [](https://www.expedia.ca/Hotel-Search?startDate=2026-01-29&endDate=2026-01-30&selected=67255071&PinnedHotelID=67255071&HadPinnedHotel=true®ionId=-1&adults=2) ![House (3 Bedrooms) | Interior](https://images.trvl-media.com/lodging/106000000/105900000/105898600/105898516/9e79992b.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Westfield Vacation Rental w/ Porch, Pets Welcome! 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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 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 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 there is a carbon monoxide detector on the property Host has indicated there is a smoke detector on the property Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock 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 elevators ## About the area Located in Middlefield, this vacation 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. Be sure to check out the area's animals with activities such as game walks and birdwatching. [Visit our Middlefield travel guide](https://www.expedia.ca/Middlefield.dx132966) [View more Vacation homes in Middlefield](https://www.expedia.ca/Middlefield-Private-Vacation-Homes.d132966-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=42.356403,-72.988144&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:srpaGznn%7CL%3FS%3FU%40U%3FS%40S%40U%3FUBS%40U%40S%40UBSBSBUBSBUBQBSDUBSDSDSDSDQDSFSDQFQDSFQFQHQFQFQHOFQHQFOHQHOJOHOHOHMJOHOJKJOJMJMJMJKJMJKLKJKLKLIJKLKLGLKLGJKNGLGLILENGLGLGNELENELENENCLENCNCNCLANANCL%3FNANANAN%3FN%3FN%3FL%3FN%40N%40N%40N%3FNBL%40NBN%40NBLBNDLBNDNDLDNDLDLFNFLFLDLHNFLFLJLFLJJHLHLJLHJJLJJJJJLLJJHLLLJNHLJJHNJNJLHPHLHPHLHPHNFPHPFNHPFPFPFPFPDRFPFRDPFRDPDRBRDRDRBTDRBPBTBRBTBR%40R%40TBR%40T%40R%40T%40T%3FR%40R%3FT%3FT%3FR%3FT%3FT%3FRAT%3FRATARATATCRARATCRCTCRCRCRERCTERERCPERERGPERGRGPERGPGPGNGPIRGNIPGPININININININKNKNILKLILKNMJILKJMLKJKLMJKJMHMHMJKHMHMHMHMHOFMFMFMFOFMFMDODMDODODMBOBMDO%40OBOBM%40O%40O%40O%40O%40O%3FM%3FO%3FO%3FO%3FO%3FOAOAMAOAOAMAOEOAOEMCOCOEMEOEMEOEMGMGOGMGMGMGOIKIMIMIMGMMKIMIMKKKMMKKKMKKKMKKKMKOKMIMKOIOIMIQKMIQIOGOIQGQIOGSGOIQGQGQESGQESGSEQESESEQESCSEUCSCSCSCSCUCSCUASASAUCU%3FSAUAS%3FUAS%3FU%3FU&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=fZqOfrL3J0_5sufrEjqcC1umZLM=) Chester, MA ### What's nearby - Glendale Falls \- 10 min drive \- 3.1 km - Fox Den Wildlife Management Area \- 11 min drive \- 3.8 km - Skyline Trail \- 16 min drive \- 6.7 km - Chester Town Hall \- 26 min drive \- 12.9 km - Tanglewood Music Center \- 59 min drive \- 53.8 km ### Getting around - Pittsfield Station - 37 min drive - Pittsfield, MA (PSF-Pittsfield Municipal) - 49 min drive ### Restaurants - ‪Neon Newt - ‬23 min drive - ‪Liston's Bar & Grill - ‬20 min drive - ‪Carm’s Restaurant - Charlies Garage - ‬17 min drive - ‪Chester Village Market - ‬17 min drive - ‪Route 8 Pub - ‬23 min drive ## Frequently asked questions ### Is 1840's Whaling Captain's Farm Estate, 6-10 guests pet-friendly? ### How much is parking? ### What time is check-in at 1840's Whaling Captain's Farm Estate, 6-10 guests? ### What time is check-out at 1840's Whaling Captain's Farm Estate, 6-10 guests? ### Where is 1840's Whaling Captain's Farm Estate, 6-10 guests located? ## Have a question? Beta Get instant answers with AI powered search of property information and reviews. Ask a question ## 1840's Whaling 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 information](https://www.expedia.ca/lp/b/content-guidelines) 10 - Excellent 5 8 - Good 0 6 - Okay 0 4 - Poor 0 2 - Terrible 0 ### 10 Cleanliness ### 10 Location ## Reviews ### 10/10 Excellent #### Kevina B. Apr 26, 2025 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! ##### Kevina B. Stayed 2 nights in Apr 2025 ### 10/10 Excellent #### Tim K. Apr 14, 2025 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! ##### Tim K. Stayed 2 nights in Apr 2025 ### 10/10 Excellent #### Michele K. May 18, 2025 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! ##### Michele K. Stayed 4 nights in May 2025 ### 10/10 Excellent #### Sarah K. Aug 18, 2025 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. ##### Sarah K. Stayed 10 nights in Aug 2025 ### 10/10 Excellent #### Kristin L. Jul 15, 2025 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. ##### Kristin L. 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