Entire home

Classic Stockbridge Cottage

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your current months are December, 2024 and January, 2025.
December 2024
January 2025

Photo gallery for Classic Stockbridge Cottage

Dining
Exterior
TV, fireplace, books, offices
Terrace/patio
4 bedrooms, iron/ironing board, WiFi, bed sheets

Reviews

10 out of 10

Exceptional

Entire home

4 bedrooms3 bathroomsSleeps 8256.8 sq m

Popular amenities

  • Washer
  • Parking available
  • Pet-friendly
  • Kitchen
  • Air conditioning
  • Fireplace

Explore the area

Map
Stockbridge, Massachusetts
  • Berkshire Botanical Garden
    3 min drive
  • Norman Rockwell Museum
    3 min drive
  • Mission House
    3 min drive
  • Great Barrington, MA (GBR-Walter J. Koladza)
    19 min drive

Room options

About the area

Stockbridge

In Stockbridge .Within a 10-minute walk of the vacation home, you'll find Chesterwood and Housatonic River. Norman Rockwell Museum and Berkshire Botanical Garden are also within 2 miles (3 km).

What's nearby

  • Berkshire Botanical Garden - 3 min drive - 2.6 km
  • Norman Rockwell Museum - 3 min drive - 1.8 km
  • Naumkeag Museum - 5 min drive - 4.1 km
  • National Shrine of the Divine Mercy - 6 min drive - 4.7 km
  • Tanglewood Music Center - 14 min drive - 12.0 km

Getting around

  • Pittsfield Intermodal Transportation Center - 25 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 23 min drive

Restaurants

  • ‪McDonald's - ‬14 min drive
  • ‪McDonald's - ‬12 min drive
  • ‪Pleasant and Main - ‬5 min drive
  • ‪Stockbridge Coffee & Tea - ‬4 min drive
  • ‪The Locker Room - ‬12 min drive

About this property

Entire place

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

Classic Stockbridge Cottage

Summary:
Classic Southern Berkshire escape, built in the early 1900s by a cartographer for the NY Times. The home boasts a living room sized for entertaining, a separate library and an additional sitting space. The wood burning fireplaces in the living room and library bring warmth to enjoy your coffee on cold mornings. Light and bright kitchen adjoins the dining room with a screened-in porch for outdoor dining. Large decks on the front, side and back invite one outside at every turn.

The Space:
Upon arriving at the home you will see the lush landscaping and the Goshen stone steps that take you to the front door. You will notice the large deck

Enjoy a quiet moment in the living room with a crackling wood burning fireplace, antique spinet piano, comfortable sofa and four lounge chairs. This room also allows you to pick up the excitement by breaking out a board game in the nook with a game table and four chairs. If you’re looking to enjoy a good book or family movie, move over to the library where you will find a loveseat, two lounge chairs, wood burning fireplace and a Roku TV that you can log into your streaming apps such as Netflix, Hulu, amazon Prime, etc. At the end of your evening, relax and enjoy a drink in the lounge between the living room and kitchen. You will find a cozy loveseat, chair and classy bar cart. .

The dining area has lots of natural light with two sets of french doors leading to the outdoor wrap around deck. Easy access to the kitchen with the open peninsula to make setting up for large family meals easy. With the dining table with seating for eight and four seats at the peninsula, there is room for everyone!

The large open kitchen is recently updated and has some new appliances. The open spaces allow for you to be able to cook with friends and family without bumping into one another. With a clean white palate and glass french doors that lead to the backyard makes the space bright and cheerful. Well stocked kitchen with all the necessary cooking/serving items including cookware, pots, pans, plates, bowls, glasses, mugs, silverware, and 12 cup drip coffee maker. Dishwasher makes cleaning up a breeze!

The spacious primary bedroom with window seating, lounge chairs, chaise lounge and a queen bed has an adjoining ensuite. The remaining bedrooms have lots of natural light, small desk and lounge chairs that make for a peaceful retreat.

In total, there are four bedrooms to accommodate up to 8 guests during your stay, for easy planning, here are the bedroom layouts:
Main Bedroom: Queen size bed w/ ensuite bathroom and private porch
Second Bedroom: Queen size bed
Third Bedroom: Queen size bed
Fourth Bedroom: Full size bed

This home boasts two and a half bathrooms. The primary bedroom ensuite has double sinks and a tub/shower combo. The second full bath has a stand up shower with two shower heads and a handheld shower wand. The half bath powder room is on the first floor, convenient to everyone.

Relax on an expansive deck that has room for everyone! Enjoy your morning coffee or use the gas grill to make your favorite meal as the sun goes down.

Other things to get excited about:
-Inside the home, you will find hardwoods throughout the main and top floors with rugs in each room.
-Stay cool this summer with single zone central air on the first level and mini splits upstairs.
-Circular driveway can fit four to six cars and a side driveway to fit an additional car.
-New Samsung front loading washer / dryer upstairs next to all Bedrooms.
-Several stairs to enter the house, so it may not be the best rental for those with limited mobility.

The Neighborhood:
Charming neighborhood around the corner from Chesterwood is within walking distance to beautiful nature trails, the Rockwell Museum and Main Street. This home is also a short drive from all the Berkshires has to offer. This location is only short drives to Tanglewood, Berkshire Botanical Garden, Stockbridge Bowl, West Stockbridge, Housatonic, Great Barrington, Lenox, Butternut, Lee, Shaker Village, and Jacob ' s Pillow.

Some of our favorite eating places are the Red Lion Inn (Stockbridge) , Once Upon A Table (Stockbridge) , Brava (Lenox), and Prairie Whale (Great Barrington)

Other Things to Note:
We look forward to welcoming you soon!
Standard rules like no smoking, no partying, and being respectful of the neighbors apply.
Bring your furry friends, two dogs are allowed. $50 per dog per stay. Dogs must be at least one year old, sorry no puppies!

No sweat on accidental & reported damage! Your rental includes an accidental reported damage waiver fee up to a maximum of $800. The cost to repair any accidental and reported damage to the rented property including any missing or broken items up to a maximum of $800 will be covered at no charge to you as long the damage is reported to your Host before you depart.
*Damage caused by pets is not covered by the accidental damage waiver.

Property manager

Lucas

Property amenities

Internet

  • WiFi available

Parking and transportation

  • Onsite parking

Kitchen

  • Refrigerator
  • Stovetop
  • Microwave
  • Oven
  • Dishwasher
  • Toaster
  • Coffee/tea maker
  • Cookware/dishes/utensils

Bedrooms

  • 4 bedrooms
  • Bed sheets provided

Bathrooms

  • 2.5 bathrooms
  • Shower
  • Hair dryer
  • Towels provided

Living spaces

  • Fireplace

Entertainment

  • TV with cable/satellite service
  • Books

Outdoor areas

  • Balcony
  • Barbecue grill
  • Garden

Laundry

  • Washing machine and dryer

Work spaces

  • Office

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly

Suitability/Accessibility

  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Safety features

  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
  • Fire extinguisher

General

  • Unit size: 2764 sq ft (256.8 sq m)

Policies

Check-in

Check-in time starts at 4:00 PM
Minimum check-in age: 25

Check-out

Check-out before 11:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Pets

  • Pets are welcome
  • Service animals are exempt from fees
  • Note from host: Charge may apply

Children and extra beds

  • Children are welcome.

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
This property accepts cash
Onsite parties or group events are strictly prohibited
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
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
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
    This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. This property accepts cash. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, and a smoke detector in each accommodation.

Property Registration Number C0197200870

Property is also known as

640b69033db03a002cacd12d

Classic Stockbridge Cottage Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 12 out of 13 reviews" "
Rating 8 - Good. 1 out of 13 reviews" "
Rating 6 - Okay. 0 out of 13 reviews" "
Rating 4 - Poor. 0 out of 13 reviews" "
Rating 2 - Terrible. 0 out of 13 reviews" "

9.8/10

Cleanliness

10/10

Amenities

10/10

Property conditions & facilities

Reviews

10/10 Excellent

mary v.

Liked: Cleanliness
Great place to stay.
House is great . It is very spacious and well stocked. We were agroup of 4 woman and enjoyed the fact that we could take short drives to restaurants and shopping. We visited the Shrine and the Norman Rockwell museum.
Stayed 2 nights in Oct 2024

10/10 Excellent

Sara M.

Liked: Cleanliness
Quiet, beautiful, and close to everything
My husband and I stayed here while on our first trip to the Berkshires. The house has a warm, cozy feel while being big enough to accommodate a family. The hosts left us some tourist info that extremely helpful and helped us decide how to structure our days. Thank you for sharing your beautiful home with us!
Stayed 4 nights in Oct 2024

10/10 Excellent

Beverly P.

Liked: Cleanliness
Fall in Stockbridge
There were 3 couples who stayed at the house. It was easy to find and to get into. The door locks made it easy, as we did not need a key! The house was wonderful. Everything it advertised and more. Very comfortable and roomy. We enjoyed our stay.
Stayed 3 nights in Oct 2024

10/10 Excellent

Lynne S.

Liked: Cleanliness
Perfect combination of Old and New
This was an annual get-together for the Seniors in our family. We all did just fine with the stairs! I appreciated all of the artwork and beautiful coffee table books. Comfy beds in all rooms! Updated and well-equipped kitchen and baths where a plus. Everything we wanted to see was well within 30 minutes driving time. The majority of sites being 5-10 minutes.A pleasant and relaxing reunion! Thank you, Lucas for your great communications. ⭐️⭐️⭐️⭐️⭐️, Lynne
Stayed 3 nights in Sep 2024

10/10 Excellent

Jeffrey S.

Liked: Cleanliness
Perfect place for a week in the Berkshires.
Beautifully maintained, a mile and a half from Stockbridge with easy access to the entire county. Very comfortable. Would definitely go back.
Stayed 7 nights in Aug 2024

10/10 Excellent

Genevieve D.

Liked: Cleanliness
Stockbridge
Beautiful property. Will definitely be back.
Stayed 5 nights in May 2024

10/10 Excellent

Brenda O., South Hampton, NH

Liked: Cleanliness
Ladies Clark and Rockwell Museum and Numkeag Tulip viewing Berkshire Visit
The house was ideal for four mature women to enjoy. It felt like home. It was spacious, inviting, clean, comfortable, and stylish.
Stayed 2 nights in Apr 2024

8/10 Good

michael b j.

Liked: Cleanliness
Stockbridge
Good but steep driveway and steps
Stayed 3 nights in Oct 2023

10/10 Excellent

Mike Z.

Liked: Cleanliness
Stockbridge retreat great location
Great location, very clean and neat, nice touch with cut flowers, decorated very nice, love the two fireplaces
Stayed 4 nights in Oct 2023

10/10 Excellent

Nick S.

Liked: Cleanliness
Berkshire House
Beautiful home, clean and centrally located. Good communication, would rent again.
Stayed 6 nights in Aug 2023

10/10 Excellent

Richard, New York

Travelled with family, Travelled with group
Liked: Cleanliness, amenities, property conditions & facilities
This Stockbridge home was delightful. Spacious, comfortable and stylish, it was a welcoming place that was perfectly outfitted. There were multiple places to congregate for conversation, dining, and relaxing. Simply wonderful!
Stayed 2 nights in Jul 2023

10/10 Excellent

Denise T.

Liked: Cleanliness
Artistic retreat in fantastic location
My family stayed here for four nights and had a great time. The location is convenient to everything (the road shows up on one of those free tourist maps, just to illustrate how centrally located it is). The house itself feels well loved and the decor is unique and we used all the various rooms for gathering and conversation. Beds, pillows and linens were comfortable and clean, and the mini-split air conditioning units in the bedrooms kept us cool even as temps hit the upper 80s. Wifi also worked well. Piano was a nice treat for a rainy afternoon, and there was a lovely picnic hamper in the mud room that we didn’t use but would be great for Tanglewood. The welcome/info book was tucked away on a bookshelf so we didn’t find it til Day 2, but it has good recommendations in it. (Also, eclectic selection of books!) Kitchen was well equipped with pots and pans though if you need anything beyond oil, salt and pepper, you should bring your own supplies. We didn’t manage to find a coffee grinder but there was a drip coffee maker and pour over and filters, plus an electric kettle. Would happily stay here again in the future!
Stayed 4 nights in Jul 2023

10/10 Excellent

Hannah B.

Liked: Cleanliness
Great Berkshires House
We loved this house and the location. It was close to the site-seeing we planned and to the restaurant where we had a reservation. We were a family group of 5 and the house had great "flow" and atmosphere, It was easy to cook together and when it rained we had fun staying in.
Stayed 2 nights in May 2023