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An In-Town Beauty with Late Checkout

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Enjoy a romantic meal under the shade of a white umbrella, surrounded by lush greenery and a barbecue grill nearby.
Enjoy a fully equipped kitchen with a coffee maker, toaster, blender, and kettle, perfect for preparing a meal.
Stunning two-story home with a charming front porch and central entrance, surrounded by a beautifully manicured lawn and lush greenery.
Relax in this stylish bedroom with a large bed, comfortable chair, and convenient nightstand.
Enjoy cooking in this kitchen with a central island, sink, microwave, and oven, complemented by cabinetry and a countertop.

Entire home

3 bedrooms2 bathroomsSleeps 61650 sq ft

Popular amenities

  • Dryer
  • Washer
  • Kitchen
  • Barbecue grill
  • Parking available
  • Outdoor Space

Explore the area

Map
Great Barrington, MA
  • Housatonic River Walk
    ‪3 min walk‬
  • Mahaiwe Performing Arts Center
    ‪10 min walk‬
  • Ski Butternut
    ‪6 min drive‬
  • Hudson, NY (HCC-Columbia County)
    ‪51 min drive‬

Room options

About the neighborhood

Great Barrington

This vacation home places you next to Housatonic River and within a 10-minute walk of Housatonic River Walk. The vacation home includes a kitchen, a patio, and a dining area.
View more Vacation Homes in Great BarringtonOpens in a new window

What's nearby

  • Housatonic River - 2 min walk - 0.1 miles
  • Housatonic River Walk - 3 min walk - 0.2 miles
  • Mahaiwe Performing Arts Center - 10 min walk - 0.6 miles
  • Lake Mansfield Park - 19 min walk - 1.0 mile
  • Ski Butternut - 6 min drive - 3.1 miles

Getting around

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

Restaurants

  • ‪McDonald's - ‬3 min drive
  • ‪The Marketplace Kitchen - ‬2 min drive
  • ‪Great Barrington Bagel Company - ‬4 min drive
  • ‪SoCo Creamery - ‬12 min walk
  • ‪Fuel Coffee Shop - ‬10 min walk

About this property

Entire place

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

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.




The vacation home is air-conditioned and features a kitchen, 2 bathrooms, and a patio. There's space to spread out with 3 bedrooms and a dining area. Guests can enjoy a Smart TV and stay connected with free WiFi. Other standard amenities include a washing machine, a coffee maker, and an ironing board.

Property manager

Karen Waddell

Languages

English, French, Indonesian

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  • Kitchen
  • Washer
  • Dryer
  • Pet friendly
7.2 out of 10, Good, 45 reviews
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Property amenities

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Blender
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Separate dining area

Entertainment

  • Smart TV

Outdoor areas

  • Barbecue grill
  • Garden
  • Outdoor furniture
  • Patio

Laundry

  • Laundry facilities
  • Washing machine

Work spaces

  • Desk chair

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • In a village

Safety features

  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
  • Smoke detector (host has indicated there is a smoke detector on the property)

General

  • Garden
  • Property does not allow children
  • Unit size: 1,650 square feet

Policies

Check-in

Check-in time starts at 3:30 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 2:00 PM
Contactless check-out available

Special check-in instructions

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

Pets

  • This property doesn't allow pets

Children and extra beds

  • This property doesn't allow children

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
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
  • Check-in: 3:30 PM
  • Check-out: 2:00 PM
  • Minimum check-in age: 25
Property Registration Number C0381741130

We should mention

Details about charges, deposits, or other important information:

  • This property is managed by a private host, not a professional engaged in trade or business.
  • Charges for extra guests may apply and vary depending on the property's policy.
  • A cash deposit, credit card, or debit card for incidental charges, as well as a government-issued photo ID, may be required at check-in.
  • Special requests are subject to availability at the time of check-in and can't be guaranteed. Certain requests may come with additional charges.
  • Onsite parties or group events are strictly prohibited.
  • Onsite safety features include a smoke detector.

Frequently asked questions

What can I see around this vacation home?

This vacation home in Great Barrington is within a 10-minute walk of Housatonic River and Housatonic River Walk. You'll also find Mahaiwe Performing Arts Center and Lake Mansfield Park less than a mile away.

Is parking available on site at this vacation home?

No, this vacation home doesn't offer parking.

Is this vacation home associated with a casino?

No, this vacation home is not connected to a casino.

Is there an indoor pool at this vacation home?

No, there is no indoor pool at this vacation home.

Is An In-Town Beauty with Late Checkout a good place to stay for couples?

Couples staying at this vacation home will appreciate amenities like a kitchen and a smart TV as well as a garden.

Does An In-Town Beauty with Late Checkout have a hot tub?

No, this vacation home doesn't have a spa tub.

Does this vacation home include breakfast service?

No, this vacation home doesn't offer breakfast.

Does this vacation home allow pets to stay for free?

No, pets aren't allowed at this vacation home.

Does this vacation home have connecting rooms?

No, this vacation home doesn't feature connecting guestrooms.

What is the closest airport to this vacation home?

The closest major airport to this vacation home is Pittsfield, MA (PSF-Pittsfield Municipal), which is 19.2 mi away (32 minutes by car). Another top airport is Hudson, NY (HCC-Columbia County), which is located 29.2 mi away (41-minute drive).

Are there rooms with balconies that I can book at An In-Town Beauty with Late Checkout?

Yes, every accommodation at An In-Town Beauty with Late Checkout comes with a deck.

An In-Town Beauty with Late Checkout Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 24 out of 25 reviews
Rating 8 - Good. 1 out of 25 reviews
Rating 6 - Okay. 0 out of 25 reviews
Rating 4 - Poor. 0 out of 25 reviews
Rating 2 - Terrible. 0 out of 25 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Elliot B.

Liked: Cleanliness
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

10/10 Excellent

Andrea J.

Liked: Cleanliness

Great stay!

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

10/10 Excellent

Mandi W.

Liked: Cleanliness

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

10/10 Excellent

Kayoor G., Houston

Liked: Cleanliness

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

10/10 Excellent

Eve C.

Liked: Cleanliness

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

10/10 Excellent

Lisa L., Long Branch, NJ

Liked: Cleanliness

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

10/10 Excellent

William M.

Liked: Cleanliness

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

10/10 Excellent

Joanne R.

Liked: Cleanliness

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

10/10 Excellent

Susan H.

Liked: Cleanliness

Summer 2024

The house is comfortable and attractive and the kitchen is great for cooking/food prep. Especially fun for this coffee lover was multiple ways to make coffee. The house was also very clean, important to me. Karen met us upon arrival and showed us around. She was very responsive with questions along the way. I was there for two weeks joined at various points by my partner and my son and his partner . The house worked well for all of us.
Stayed 15 nights in Aug 2024

10/10 Excellent

Bob K.

Liked: Cleanliness

Very nice property

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

10/10 Excellent

anni c.

Liked: Cleanliness

Beautiful house in convenient location

We absolutely loved this house. Everything was sparkling clean, the owner was very responsive, and the house has a style you rarely find on short term rentals. Lots of fabulous artwork, textures, color, balance, light. The comfortable furnishing and bedding really made us feel like we were in a home. The deck in the back is spacious, and morning coffee on the porch a delight. Gt. Barrington has a lot to offer. We took a morning walk to a reservoir nearby and to a wonderful bakery on Main Street the owner had directed us to. It's a town and a house we hope to return to.
Stayed 1 night in May 2024

10/10 Excellent

warren s.

Liked: Cleanliness

Great house

Great house
Stayed 5 nights in Nov 2023

10/10 Excellent

Krysty K.

Liked: Cleanliness

Super clean and convenient

Mayself and 3 girlfriends did a weekend retreat to Great Barringron. Super clean house Conveniently located one block off of Main Street and walking distance to many restaurants and shops. House is stocked with all amenities. Karen is a wonderful accommodating host who is very responsive. HIGHLY RECOMMEND!
Stayed 2 nights in Nov 2023

10/10 Excellent

Christopher P.

Liked: Cleanliness

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

10/10 Excellent

Darren S.

Liked: Cleanliness

Great stay

Great accommodations
Stayed 2 nights in Oct 2023

10/10 Excellent

Verified traveler

Liked: Cleanliness

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

10/10 Excellent

Rob and Cindy H.

Liked: Cleanliness

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

10/10 Excellent

Margo s.

Liked: Cleanliness

Kudos

Beautiful house, convenient walk to town. Karen responded immediately whenever we had a question.
Stayed 14 nights in Jul 2023

10/10 Excellent

Margie B.

Liked: Cleanliness

Beautiful home, fantastic location, great host!

Our stay was wonderful -- perfect for a group of adults with varying interests. First, the house is truly beautiful and unique. The owner lived in Bali for over 20 years, and she is attuned to everything a renter could want, from a well equipped chef's kitchen to luxurious bedding and towels. The artwork around the house is interesting and sets up a relaxing, warm, and sophisticated vibe. The 3 bedrooms are spacious and comfortable, and there is plenty of closet and drawer space. The lighting is great too. The house has a great flow with a comfortable living room and dining room downstairs. At one point, we had extended family over for brunch, and the house was comfortable with 10 people!! The backyard has a nice deck with chairs, table, and new grill. Great Barrington has so many wonderful restaurants, shops, and nearby grocery stores that we didn't lack for anything. In addition to hiking and swimming in nearby Lake Mansfield, we attended Tanglewood, Jacobs Pillow, the Rockwell museum, and the Edith Wharton estate. There is so much else do do in the Berkshires . . . we can't wait to return. The house is a very short walk into town. It's on a residential street with friendly neighbors, Some of the houses on the street could use a bit of TLC, but this house was terrific. I loved sitting on the front porch in the morning drinking my coffee. I highly recommend this property.
Stayed 14 nights in Jul 2023

8/10 Good

William M.

Liked: Cleanliness

Good stay

Good stay
Stayed 2 nights in Jan 2023

10/10 Excellent

Francesca C.

Liked: Cleanliness

Bright rugs, well-stocked kitchen

The house was sparkling clean, comfortable with colorful rugs and nice furnishings, and the kitchen has everything you need to enjoy coffee, cooking, and baking––or eating out. In a neighborhood a short drive (or longish walk) from several good restaurants and town shops.
Stayed 4 nights in Dec 2022

10/10 Excellent

Susan H.

Liked: Cleanliness

Perfect Rental!

Myself and two friends wanted a quick getaway to do some hiking and leaf peeping. What a great house! The location was a short walk to Main street where there were many shops and restaurants. The house was warm and cozy and loved the decor. The kitchen was equipped with anything you could need. I especially liked the lighting throughout the house. The bedding was so comfortable especially after a long day of hiking and exploring. The owner was so helpful as this was my first VRBO rental and had lots of questions. Would highly recommend this house!
Stayed 2 nights in Oct 2022

10/10 Excellent

Brad C.

Liked: Cleanliness

Perfect Taste Near Town

We were so lucky to find this property after a disastrous arrival elsewhere. The modern comforts in a renovated historic home were perfect for our long weekend. The beds and furnishings are comfortable, not temporary feeling; the linens provided were high quality; and the bathrooms were each spacious, and stylish. Every detail at this property felt as though we were staying with city friends who have great taste. Definitely a cut above other rentals we’ve experienced. Our host was friendly, responsive, and accommodating.
Stayed 2 nights in Aug 2022

10/10 Excellent

Mira S.

Liked: Cleanliness

Great experience — would return!

After attending a weekend wedding in the Berkshires I extended my stay to explore Gt. Barrington, and I’m so happy I did. The house is clean, tastefully decorated, and exactly like the photos. The couch was super comfortable, and my bed was perfect—slept like a baby! Walking to center of town only took about five minutes. Host was also very helpful with restaurant suggestions and quick to respond to my questions. Would definitely come back!
Stayed 2 nights in Aug 2022

10/10 Excellent

Karen V.

Liked: Cleanliness

Lovely home in a great location

This is a lovely home in a great location. We needed a place near Tanglewood while we attended some performances and this home was a very lucky find. The house is in a quiet residential area with only a short walk to Main Street, restaurants, etc. It was very clean and beautifully renovated, decorated and appointed. The kitchen had everything we needed (or might have needed, had we been able to stay longer). The beds – wow – so luxurious and comfortable. Host is very accommodating and communicative. We’ll be back!
Stayed 2 nights in Aug 2022