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An In-Town Beauty with Late Checkout

Photo gallery for An In-Town Beauty with Late Checkout

You will love dining and working in this rich and colorful room
The living room flows into the dining room.
Master bedroom features a giant Tongan panel
Rugs and textiles I brought back from Istanbul
A warm and inviting bedroom with very good mattress and bedding

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area
3 bedrooms2 bathroomsSleeps 61650 sq ft

Popular amenities

  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning
  • Outdoor Space

Explore the area

View in a map
Great Barrington, MA
  • Place, Housatonic River
    ‪2 min walk‬
  • Place, Housatonic River Walk
    ‪3 min walk‬
  • Place, Mahaiwe Performing Arts Center
    ‪10 min walk‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪40 min drive‬

Rooms & beds

3 bedrooms (sleeps 6)

Bedroom 1

1 Queen Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

2 bathrooms

Bathroom 1

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

Bathroom 2

Soap · Towels provided · Bathtub or shower · Toilet

Spaces

Deck or patio
Porch or lanai
Kitchen
Separate dining area
Garden

About this property

An In-Town Beauty with Late Checkout

The Berkshires and all its attractions are at your doorstep in this newly renovated, well-insulated 1900 Victorian, situated on a quiet residential street in downtown Great Barrington. A 5-minute stroll takes you to the heart of Main Street, while short drives take to you all the area's attractions: Butternut and Catamount ski centers, Tanglewood, the Appalachian Trail, Rockwell Museum, beautiful Lake Mansfield less than a mile away, and the multitude of mountain lakes in our region.

The eclectic look and feel of my home reflects my twenty years as a boutique innkeeper and restaurateur in Bali, as well as being the daughter of a New York art dealer. You'll rest well on the comfy mattresses, 100% percale cotton bedding, duvets, and both down and microfiber pillows and enjoy fine Turkish cotton towels. I've stocked the kitchen with the high-quality cookware, equipment, and utensils (think vintage All-Clad, Lodge, Cuisinart, Vitamix, Nespresso, Microplane etc) that help produce a great meal. I also have my personal spice collection that I leave for guests to use. The spacious deck behind the house has a gas grill, dining table, comfortable chairs, and sun umbrella, suitable for 6-8 people.

With the house's dimmable lighting throughout as well as decorative lamps and bedside reading lamps in every bedroom, you will feel the warm ambience of every space throughout the house.

And I never like having to check out at as early as 10 am, so please settle in and sleep in. Check out time is 2 pm.




Our prices include all fees. No hidden fees.

Add dates for prices

Amenities

Kitchen
Washer
Dryer
Free WiFi
Air conditioning
Outdoor Space

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House Rules

Check in after 3:30 PM
Minimum age to rent: 25
Check out before 2:00 PM
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Children

Adults only
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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
We have some good pots and pans that we are happy for you to use. But PLEASE wash them my hand, not in the dishwasher. Thank you.

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
Onsite parties or group events are strictly prohibited
Host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip
Host has indicated there is a smoke detector on the property
Property Registration Number C0381741130

About the neighborhood

Great Barrington

Great Barrington is home to this vacation home. Tanglewood Music Center and Great Barrington Historical Society & Museum are cultural highlights, and some of the area's attractions include Mahaiwe Performing Arts Center and Lenox Arts Center. Berkshire Botanical Garden and Hoffman's Pottery are also worth visiting.
View more Vacation Homes in Great BarringtonOpens in a new window
Map
Great Barrington, MA

What's nearby

  • Housatonic River - 2 min walk - 0.2 km
  • Housatonic River Walk - 3 min walk - 0.3 km
  • Mahaiwe Performing Arts Center - 10 min walk - 0.9 km
  • Lake Mansfield Park - 19 min walk - 1.7 km
  • Ski Butternut - 5 min drive - 5.0 km

Getting around

  • Pittsfield Intermodal Transportation Center - 33 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 32 min drive

Restaurants

  • ‪Cumberland Farms - ‬6 min walk
  • ‪Café Holli - ‬6 min walk
  • ‪Dunkin' - ‬20 min walk
  • ‪McDonald's - ‬3 min drive
  • ‪Marketplace Kitchen Table - ‬2 min drive

Frequently asked questions

Is An In-Town Beauty with Late Checkout pet-friendly?

No, pets are not allowed at this property.

How much does it cost to stay at An In-Town Beauty with Late Checkout?

As of Apr 21, 2026, prices found for a 1-night stay for 2 adults at An In-Town Beauty with Late Checkout on Apr 27, 2026 start from $567, 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?

Onsite parking is available at the property.

What time is check-in at An In-Town Beauty with Late Checkout?

Check-in begins at 3:30 PM.

What time is check-out at An In-Town Beauty with Late Checkout?

Check-out is at 2:00 PM.

Where is An In-Town Beauty with Late Checkout located?

Situated in Great Barrington, this vacation home is within a 10-minute walk of Housatonic River and Housatonic River Walk. Mahaiwe Performing Arts Center and Lake Mansfield Park are also within 1 mi (2 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
Learn moreOpens in a new window
Rating 10 - Excellent. 36 out of 37 reviews
Rating 8 - Good. 1 out of 37 reviews
Rating 6 - Okay. 0 out of 37 reviews
Rating 4 - Poor. 0 out of 37 reviews
Rating 2 - Terrible. 0 out of 37 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Jody L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
House was great and in a great location. I would definitely stay here again.
Stayed 3 nights in Feb 2026
Verified

10/10 Excellent

Brandi S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing property and host! Highly recommend!!
Stayed 2 nights in Feb 2026
Verified

10/10 Excellent

Diane Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful home, perfectly clean and well-appointed in the charming town of Great Barrington. Host provided helpful suggestions for activities and restaurants. Weather was too cold and drizzly for outdoor pursuits, so spent a lot of time at the house with family, very warm and comfortable. Guido's has a fabulous array of produce, bread and cheese. Had one of the better meals of my life at Acqua al 2 in West Stockbridge. Overall a terrific long weekend in the Berkshires, would definitely rent again.
Stayed 2 nights in Mar 2026
Verified

10/10 Excellent

Brandi S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful host and property
Stayed 2 nights in Nov 2025
Verified

10/10 Excellent

Julie W.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This lovely home is even better than depicted. It is thoughtfully decorated and appointed with every amenity (comfy beds, kitchen supplies, plentiful heat on very cold days). My family had a wonderful stay and we hope to be back!
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Alisa R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Clean, comfortable, gracious, and convenient! We will be back!!
Stayed 2 nights in Oct 2025
Verified

10/10 Excellent

Meaghan L.

Liked: Cleanliness, check-in, communication, location, listing accuracy
A great space! Well appointed with lots of kitchen equipment that made cooking here a breeze! Bed and bathrooms were updated, clean and spacious. Don’t hesitate to book this one!
Stayed 2 nights in Sep 2025
Verified

10/10 Excellent

Barbara P.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Best-equipped kitchen ever. Dining room open to kitchen, which was nice for conversation. Living room comfy, with large TV. Full bath downstairs as well as upstairs. Beds comfortable and bedding clean and crisp. Would stay again.
Stayed 3 nights in Oct 2025
Verified

10/10 Excellent

Andrea J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay!

Wonderful house. Terrific location.
Stayed 2 nights in Mar 2025
Verified

10/10 Excellent

Darren S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great stay

Great accommodations
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Aliya G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Don't miss an opportunity to enjoy this gem! Beautifully decorated, spotless, and with your every need cared for. The attention to detail and comfort makes it a true standout. The kitchen has everything you could possibly need; we loved cooking our meals throughout our stay and didn't end up eating out. Lovely touches throughout the home and generous provisions for toiletries and supplies. This cozy home was the perfect spot for enjoying peaceful time as a family with easy walks to town and a short drive to two ski areas. We were lucky enough to enjoy a few snow days during our stay and were the beneficiaries of the snow plough service Karen arranged for. Karen is extremely responsive and a pleasure to communicate with. Cannot recommend this charming home highly enough!
Stayed 9 nights in Jan 2026
Verified

10/10 Excellent

Christopher P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Loved this place

Excellent property with nicely designed interior and comfortable furnishings. We had a great time staying here!
Stayed 2 nights in Oct 2023
Verified

10/10 Excellent

Elliot B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved the location of the house - 5 minute walk to the town of Great Barrington. House was very nice, really well maintained and clean. Karen was great to work with and very responsive. She also provided good recommendations for things to do and places to eat in the Berkshires.
Stayed 14 nights in Jul 2025
Verified

10/10 Excellent

William M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

comfortable, convenient, great location

We thoroughly enjoyed our stay at this historic, comfortable, convenient and well-appointed home just a short walk from Main Street, shopping and restaurants. The host was thoughtful and quickly responded to our questions.
Stayed 5 nights in Oct 2024
Verified

10/10 Excellent

Bob K.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Very nice property

Nice comfy house, well appointed
Stayed 28 nights in Jul 2024
Verified

10/10 Excellent

Kayoor G.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Outstanding property in a nice neighborhood

We spent our family Thanksgiving at this propperty. The space was fantastic, well stocked and in a great location. The owner was very attentive - we greatly appreciated the hospitality! Thank you so much for a wonderful and memorable stay.
Stayed 5 nights in Nov 2024
Verified

8/10 Good

William M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Good stay

Good stay
Stayed 2 nights in Jan 2023
Verified

10/10 Excellent

Susan H.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My second year in the house. Very comfortable house, well decorated, kitchen is terrific - many choices for making coffee and spices for those inclined to cook. I love sitting on the front porch in the morning and the short walk to town. Karen is a great host and very responsive for questions and to have a minor issue resolved. The check in/check out flexibility is great for my crew who tend to be slow in the morning.
Stayed 14 nights in Aug 2025
Verified

10/10 Excellent

Rob and Cindy H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great Spot

We really enjoyed our stay at this location. The house is very comfortable, well equipped and clean. The location is centrally located in Great Barrington, which makes is close to everything! We look forward to staying here again.
Stayed 2 nights in Sep 2023
Verified

10/10 Excellent

warren s.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house

Great house
Stayed 5 nights in Nov 2023
Verified

10/10 Excellent

Joanne R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Clean, tidy, convenient

The host is a lovely person who went above to make sure we were comfortable and welcome. The home is neat, charming and close to town, hiking, and restaurants.
Stayed 2 nights in Oct 2024
Verified

10/10 Excellent

Eve C.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Lovely Home Great location

The property is well represented by the pictures and description. It was very comfortable. The kitchen was well appointed with all manner of appliances, dishes and cookware. It's an easy walk into town for great shopping and terrific dining! We all enjoyed our stay here.
Stayed 3 nights in Nov 2024
Verified

10/10 Excellent

Mandi W.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Chic Getaway In The Heart of Great Barrington

Our stay at Karen’s home was absolutely wonderful. From the moment we arrived, we felt comfortable. Karen was incredibly helpful and communicative, ensuring everything went smoothly. Her impeccable taste is evident throughout the house :) We couldn’t have asked for a better experience.
Stayed 2 nights in Mar 2025
Verified

10/10 Excellent

Lisa L.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing

This place was perfect. Comfortable, well stocked and clean. Great location near town, quiet neighborhood and cozy. Chef's kitchen, cozy linens. A+
Stayed 2 nights in Nov 2024
Verified

10/10 Excellent

Verified traveler

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot in a cute town for a getaway!

The property was perfect for our needs as we wanted to be able to walk everywhere and enjoy all the downtown has to offer. The host was wonderful and very patient with some changing family demands and she was very responsive. I would suggest that Great Barrington is a better spot to experience the Berkshires than some Of The other adorable little Towns.
Stayed 2 nights in Sep 2023

About the host

Hosted by Karen Waddell

Host profile image
I've been coming to Gt Barrington since I was a kid and always dreamed of owning a home here, which I made happen a few years ago. I live in New York City and make my home available when I'm not enjoying it myself.

Why they chose this property

This is my weekend getaway, in-town sanctuary. I love to walk into town (literally 3 minutes to Main Street Gt. Barrington), and then come back and flop on the super comfy couch or prepare a meal. I'm a food professional, so I've stocked an intelligent kitchen in which you'll be able to make good meals. The dining room is an homage to Indonesia where I lived for 28 years running a hospitality and restaurant company that I founded.

What makes this property unique

I worked with a designer friend to put together a comfortable and cheerful home. Many of the rugs and artworks come from my time spent Bali, Istanbul and other parts of the world.

The insulation of the house is excellent. We've installed good lighting and lamps with dimmers, readings lights by the beds, a full HVAC system, and an industrial dehumidifier in the basement that keeps humidity and mold under control. Many guests remark how our house has no musty smell whatsoever.

Languages:

English, French, Indonesian

Premier Host

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