Entire home

Grandma's Cottage on The Bowl

Photo gallery for Grandma's Cottage on The Bowl

Terrace/patio
Property grounds
Living area
Dining
Living area
3 bedrooms2+ bathroomsSleeps 6

Popular amenities

  • Dryer
  • Pet-friendly
  • Parking available
  • Washer
  • Barbecue grill
  • Fireplace

Explore the area

Map
Stockbridge, MA
  • Tanglewood Music Center
    ‪5 min drive‬
  • The Mount
    ‪6 min drive‬
  • National Shrine of the Divine Mercy
    ‪8 min drive‬
  • Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪19 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

2 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Spaces

Kitchen
Dining area

About this property

Grandma's Cottage on The Bowl

Welcome to our rustic summer cottage—quaint, quirky, and perfectly imperfect! Nestled right at the Stockbridge Bowl in the Berkshires, it’s the spot for water lovers and Tanglewood fans alike. With more charm than shiny new, this cozy retreat is ideal for those who appreciate rustic charm and a splash of personality. Just 3 minutes from Tanglewood, it’s a step back in time where moments with family abound and good times float freely!

Location & Views
Imagine waking up and stepping onto the deck, where you’re greeted by sweeping vistas of Stockbridge Bowl. This outdoor space is ideal for breakfast, lunch, or dinner with friends and family while gazing out over the shimmering water. It’s the perfect spot to soak in the peaceful surroundings of the berkshire hills.

Living Space & Bedrooms
The house, though on the older side, is still quite comfy. It features a spacious open living room and a generous dining area—great for cozy nights in. With three bedrooms and 2.5 baths, there are five beds ready to host your group. We prefer keeping it to a maximum of six guests to maintain a mellow neighborhood vibe, but there’s plenty of room for everyone to relax and enjoy.

Kitchen & Amenities
A simple, functional kitchen equipped with the basics—perfect for whipping up home-cooked meals or snacks after a day on the water. While it doesn’t boast modern upgrades, it’s fully set up to help you create delicious memories.

Setup & Outdoor Fun
The home spans two levels, so guests will need to be comfortable with stairs. Outside, you’ll find a few sun loungers ready for basking in the sun, plus a straightforward propane grill for backyard barbecues. Whether you’re relaxing by the water, grilling with friends, or just enjoying the serene lake views, this spot has everything you need for an enjoyable stay.

***IMPORTANT NOTE, WE ARE NOT ALLOWED TO HAVE TRASH CANS AT THE COTTAGE. ALL GUESTS WILL NEED TO BRING THEIR TRASH TO THE TOWN DUMP, JUST A FEW MINUTES DOWN THE ROAD.
***IMPORTANT NOTE, PER HOA REGULATIONS WE ARE NOT ALLOWED TO KEEP ANY TRASH BINS OUTSIDE AT THE PROPERTY. ALL GUESTS WILL BE REQUIRED TO BRING TRASH TO THE LOCAL TRANSFER STATION, JUST A SHORT DRIVE DOWN THE ROAD.

To make your stay at Mahkeenac Shores more pleasant and safe for both you and your summer neighbors here, we respectfully ask that your group observe the following:

• Please observe all stop signs and the 10 mph speed limit at all times. All drivers should be extremely careful of children and others and be mindful that Mahkeenac Shores Road is one-way.

• All persons must be quiet after 9 p.m. This is a Town ordinance.

• No child under 10 years of age may fish unless supervised by an adult. All fishing should be done from the end of the wood dock that is perpendicular to the shoreline, or from a boat; no fishing should be done from the wood dock that is parallel to the shoreline.

• Members and their guests are expected to carry away all their own litter, trash and personal belongings, including toys and gear, from the community lot and dock when they leave for the day.

• Our umbrellas at the community dock can be a delight and relief. Please help us extend their lives by closing them before you leave our dock.

• No person may use any boat unless he/she has the permission of the owner.

• If you plan to use a boat that has been in another body of water in the past week, you must first clean it with soap and water; or bring it to be washed at the Inspection and Washing Station on Route 183, just south of Kripalu. This measure is a must, to prevent the invasion of Zebra Mussels that can destroy our lake.

• No person may play with either a baseball or a softball in the community lot, unless the ball is soft or lightweight (think wiffle ball!).

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Amenities

Kitchen
Washer
Dryer
Pet-friendly
Free WiFi
Air conditioning

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House Rules

Check in after 3:00 PM
Minimum age to rent: 25
Check out before 11:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

Pets allowed
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Smoking

Smoking is not permitted

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
On-site parties or group events are strictly prohibited
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 and a first aid kit

We should mention

A car is recommended for transport to and from this property

About the area

Stockbridge

Located in Stockbridge, this holiday home is on a lake. Pleasant Valley Wilderness Sanctuary and Fairfield Brook WMA reflect the area's natural beauty and area attractions include The Bookstore and Berkshire Botanical Garden. Berkshire Scenic Railway Museum and Hoffman's Pottery are also worth visiting.
Map
Stockbridge, MA

What's nearby

  • Tanglewood Music Center - 5 min drive - 4.3 km
  • The Mount - 6 min drive - 3.9 km
  • Berkshire Botanical Garden - 6 min drive - 4.6 km
  • National Shrine of the Divine Mercy - 8 min drive - 6.4 km
  • Norman Rockwell Museum - 9 min drive - 6.4 km

Getting around

  • Pittsfield Intermodal Transportation Center - 22 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 21 min drive

Restaurants

  • ‪McDonald's - ‬19 min drive
  • ‪Stockbridge Coffee & Tea - ‬8 min drive
  • ‪Joe's Diner - ‬12 min drive
  • ‪Lucky's Ice Cream & Grill - ‬12 min drive
  • ‪Tanglewood Cafe - ‬3 min drive

Frequently asked questions

Is Grandma's Cottage on The Bowl pet-friendly?

Yes, pets are allowed at this property.

What time is check-in at Grandma's Cottage on The Bowl?

Check-in begins at 3:00 PM.

What time is check-out at Grandma's Cottage on The Bowl?

Checkout is at 11:00 AM.

Where is Grandma's Cottage on The Bowl located?

Situated on a lake, this holiday home is steps from Stockbridge Bowl and within 3 mi (5 km) of Frelinghuysen Morris House and Studio and Tanglewood Music Center. The Mount and Lenox Library are also within 3 miles (5 km).

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