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Cozy Winter Retreat

Photo gallery for Cozy Winter Retreat

A well-maintained garden with a variety of flowering shrubs and neatly trimmed hedges.
A small, green wooden structure with a porch, a table, and chairs inside, surrounded by a white picket fence and potted plants.
Terrace/patio
A bedroom with a large window, a bed, a bench, and an air conditioning unit.
A dining area with a round table, four wooden chairs, a vase with flowers, and a flat-screen TV on a stand.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • The great outdoors
    Guests love the outdoor space here.
  • Garage parking available
    Enjoy the convenience of garage parking - a rare offering in the area.
  • Centrally-located
    You're never far from where you need to be with this convenient location.
  • Discover nearby landmarks
    Close to Norman Rockwell Museum
Sleeps 4•1 bedroom•3 beds

Popular amenities

  • Garage parking available
  • Kitchenette
  • Washing machine
  • Air-conditioning
  • Barbecue grill
  • Deck or patio

Explore the area

View in a map
Stockbridge, MA
  • Place, Berkshire Botanical Garden
    ‪10 min walk‬
  • Place, Housatonic River
    ‪11 min walk‬
  • Place, Norman Rockwell Museum
    ‪16 min walk‬
  • Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪26 min drive‬

Rooms & beds

1 bedroom (sleeps 4)

Bedroom 1

1 King Bed and 2 Single Beds

1 bathroom, 1 half bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Bathtub · Toilet · Shampoo · Hair dryer

Bathroom 2

Soap · Toilet

Spaces

Deck or patio
Kitchenette
Outdoor play area

About this property

Cozy Winter Retreat

Our darling cottage is a lovely, quiet retreat just minutes from some of the most iconic spots in the Berkshires!

The Norman Rockwell Museum and Berkshire Botanical Gardens are within walking distance. Chesterwood Museum and Boston Symphony's summer home at Tanglewood are just down the road, along with Herman Melville's Arrowhead, Edith Wharton's The Mount, Ski Butternut and many other local attractions. Fewer than five minutes from Stockbridge's historic main street made famous by Rockwell, this cottage provides the perfect home base for a relaxing and memorable stay exploring all that Western Massachusetts has to offer.

The upstairs king bedroom suite boasts a pastoral view of the spacious grounds and forest beyond. Enjoy a generous living/dining space and relax on the adjoining patio overlooking the groomed lawn and gardens. Kitchenette is equipped with countertop convection oven, coffee pot, four-burner cooktop, and mini-fridge. Upstairs also accommodates a double trundle (two twin beds) for couples with small children. Garage bay available with remote for convenient parking, loading/unloading during inclement weather.

***Ask about our off-season rental option!! ***
***Special monthly rates Nov 2025 through April 2026 ***

Perfect for the remote worker who would love to escape the city for beautiful Berkshire living in the wintertime. Bring your laptop, books, winter clothes, and skis and prepare to snuggle in for a beautiful season in one of the most idyllic spots in western Massachusetts.

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House Rules

Check in after 4:00 PM
Minimum age to rent: 18
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

No pets allowed
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Smoking

Smoking is not permitted
Please reference the binder in the cottage for tips and instructions regarding local wildlife. Fireplace may not be operated without notification.

Important information

You need to know

Property Registration Number C2132179702
Property # 3529604vb
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
Long-term renters welcome
Host has indicated that there are no carbon monoxide detectors or gas appliances on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher

About the area

Stockbridge

Stockbridge is home to this cottage. Chesterwood and Mission House are local landmarks, and travellers looking to shop may want to visit Lee Premium Outlets and Guido's Marketplace. Berkshire Botanical Garden and Hoffman's Pottery are also worth visiting.
View more Cottages in StockbridgeOpens in a new window
Map
Stockbridge, MA

What's nearby

  • Berkshire Botanical Garden - 10 min walk - 0.8 km
  • Housatonic River - 11 min walk - 1.0 km
  • Norman Rockwell Museum - 16 min walk - 1.4 km
  • Chesterwood - 4 min drive - 3.2 km
  • National Shrine of the Divine Mercy - 4 min drive - 2.9 km

Getting around

  • Pittsfield Intermodal Transportation Center - 23 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 17 min drive

Restaurants

  • ‪McDonald's - ‬12 min drive
  • ‪McDonald's - ‬11 min drive
  • ‪Dunkin' - ‬12 min drive
  • ‪Starbucks - ‬12 min drive
  • ‪Berkshire Mountain Bakery - ‬7 min drive

Frequently asked questions

Is Cozy Winter Retreat pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at Cozy Winter Retreat?

As of 19 Aug, 2026, prices found for a 1-night stay for 2 adults at Cozy Winter Retreat on 1 Dec, 2026 start from S$845, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

How much is parking at Cozy Winter Retreat?

On-site parking is available at the property.

What time is check-in at Cozy Winter Retreat?

Check-in begins at 4:00 PM.

What time is check-out at Cozy Winter Retreat?

Checkout is at 11:00 AM.

Where is Cozy Winter Retreat located?

Situated in Stockbridge, this cottage is within a 15-minute walk of Berkshire Botanical Garden and Norman Rockwell Museum. Housatonic River and Chesterwood are also within 2 miles (3 km).

About the host

Hosted by Mary Evelyn Wallace

Host profile image

Premier Host

They consistently provide great experiences for their guests
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