Pittsfield Rentals USA Massachusetts Pittsfield

Cozy Berkshire cottage with fireplace. | Cottage in Pittsfield

9.8 (25 Reviews) |   3 Bedrooms  1 Bathroom  5 Guests  Stay&Play
Pittsfield Cottage | Cozy Berkshire cottage with fireplace.

3 Bedroom Cottage in Pittsfield

Relax at this unique, tranquil getaway. Minutes from all the Berkshires' offer; Tanglewood, Bousquet and Jiminy Peak ski resorts, museums, Colonial and Barrington Theater, Shakespeare and Co, Naumkeag, and many more. Conveniently located on the Pittsfield/Lenox line, close to many restaurants and shopping areas but tucked into the woods with hiking trails on the property. Our kitchen has all your cooking essentials. We have smart TV's and WIFI to relax with after your Berkshire adventures.
The South Mountain House is a cozy one level with a nice open flow from the front driveway through the house to your own private back patio. Three bedrooms, one queen, one full, and one twin. The couch doesn't pull out but it's very comfortable. The house sits on 9.5 acres all for your enjoyment. There are cleared paths behind the house that you are encouraged to explore; from the patio, to the orchards, the fire pit to the boulders, there is plenty to do in this home away from home.
The South Mountain House has a big driveway with plenty of free parking. The house is conveniently located in the center of the Berkshires close to shopping centers, Pittsfield downtown and Lenox downtown. 1 mile to Pittsfield country club and golf, 6 miles to Tanglewood, 2.8 miles to Bousquet Ski Resort, 13 miles to Stockbridge, 14 Miles to Jiminy Peak Ski Resort and 19 miles to Great Barrington. Pittsfield has Uber for those nights you want to go out on the town with no worries.

Cozy Berkshire cottage with fireplace is located in Pittsfield. Cozy Berkshire cottage with fireplace provides accommodation, featuring Security/Safety, Entertainment, Child Friendly, among other amenities. This Cottage features Security/Safety, Entertainment, Child Friendly, to make your stay a comfortable one.

Cozy Berkshire cottage with fireplace has 3 Bedrooms , 1 Bathroom, and max occupancy of 5 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 Cottage because of the excellent services rendered by the owner or manager of this Cottage, 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. Cottage has a friendly neighborhood, and the Pittsfield has interesting places to visit. If you want to learn more about the Cottage in Pittsfield, 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
  • TV
  • Balcony/Terrace
  • Security/Safety
  • Sports/Activities
  • Bedding/Linens
  • Wellness Facilities
  • Fireplace/Heating
  • Entertainment
  • Barbecue/Outdoor Cooking
  • Child Friendly
  • Internet
  • Kitchen
  • Laundry
 
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Policies

Event Policy No events allowed
Check-in Check-in time starts at 4:00 pm contactless check-in available minimum check-in age: 21
Check-out Check-out before 11:00 am contactless check-out available
Child Policy Children are welcome. note from host: fireplace that gets hot
Pet Policy Pets not allowed
Smoking Policy Smoking is not permitted
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 onsite parties or group events are strictly prohibited property registration number c0341382360 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
 
Pittsfield, 01201, United States

What Our Guests say 500 + Reviews

Mar 10, 2025 04:16:25 AM
Summary: House and property were beautiful, well stocked and perfectly situated close to everything but also quiet and scenic. Owner was fantastic to deal with. She was helpful and accommodating, even had a sweet card and little gift to welcome us. Would definitely stay here again!!
Carolyn S. Carolyn S.
Dec 29, 2024 05:59:50 AM
Summary: Very good! Enjoyed every moment once we got the thermostat set to the right temp for us. Clean and cozy!
Pamela D. Pamela D.
Oct 16, 2024 10:48:17 PM
Summary: We had a wonderful experience- house was clean and very comfy with all the amenities. Hosts went out of their way both before and during our stay to provide information and make sure all our needs were met! We enjoyed relaxing in the house and the location was also very close to many great Berkshires sights!! Highly recommend this listing!
Caroline N. Caroline N.
Sep 23, 2024 05:31:46 AM
Summary: Cozy is in the description and it is very apt. Very comfortable, great location. Easy to get to anywhere in the Berkshires. Plenty of parking. We didn't get a chance to hike the trails behind the cottage but will next time!
Greg D. Greg D.
Jan 5, 2024 09:12:05 AM
Summary: We had a wonderful time in Pittsfield for the Holidays. Sarah sent me a few different activities prior to our visit so I could plan some local holiday events ahead of time which was WONDERFUL! They were always responsive if there was an issue or question and the house was perfect.
Amanda B. Amanda B.
Nov 28, 2023 01:57:41 PM
Summary: The owners have clearly taken great care to provide a cozy and warm cottage with lovely decorative touches . Sarah and Jesse the owners could not have been more responsive to our requests. This is a great find ! We will definitely return .
David T. David T.
Oct 25, 2023 08:33:27 AM
Summary: se is the perfect place to meet friends and family. It is well kept and so welcoming and inviting. Sarah is wonderful to work with and always answered our questions and met our needs. Looking forward to returning here again.
Deborah B. Deborah B.
Sep 30, 2023 06:00:46 AM
Summary: We felt extremely welcome and right at home. The house had many extras that we appreciated, and Sarah was very accommodating. We would love to return.
Ona Rae B. Ona Rae B.
Aug 28, 2023 05:15:26 PM
Summary: This charming house is wonderfully decorated with every convenience one could want from kitchen appliances to extras in bathroom. Beautifully landscaped yard. It couldn’t be better situated to shopping and local attractions. Communication with hosts was fantastic.
barbara barbara
Aug 13, 2023 08:31:49 AM
Summary: I was very impressed with how well supplied this rental was. Everything we needed was there. I felt that our host put a lot of loving attention into preparing for our stay. And I also appreciated how quickly we received a response when we contacted the host. I recommend this place without reservation.
Annilee O. Annilee O.

FAQ's

Is this Pittsfield cottage pet-friendly for guests?

No, pets are not allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Pittsfield cottage have a swimming pool?

No, this Pittsfield cottage 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 Pittsfield cottage?

Best-rates for the Pittsfield cottage starts from $309 per night with includes Barbecue/Outdoor Cooking, Internet, Laundry, Parking, Security/Safety, Entertainment, Child Friendly, Kitchen, Air Conditioner, Sports/Activities, Wellness Facilities, Balcony/Terrace, TV, Bedding/Linens, Fireplace/Heating 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 Pittsfield cottage 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 cottage Good or guests have recommended them suitable for families. As reported by the owner or manager, the cottage has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Pittsfield cottage wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Pittsfield cottage 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 Pittsfield cottage?

Based on the information reported by the owner or manager, the Pittsfield cottage indicates 1 day stay policy at this cottage. 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 Pittsfield cottage?

Based on the information reported by the owner or manager, details for the cancellation policy for the Pittsfield cottage 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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