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Modern Cottage in the heart of the Berkshires with new exterior flex space!

Photo gallery for Modern Cottage in the heart of the Berkshires with new exterior flex space!

A two-story house with a front porch, surrounded by lush greenery and a stone pathway leading to the entrance.
A room with a round table and chairs, large windows, and a ceiling fan.
A stone pathway leading through a lush garden with flowering plants and a backdrop of tall trees.
A fire pit with three Adirondack chairs in a gravel area, a house with a lit porch in the background.
A cozy cabin interior with a sofa, a dog, and a large window overlooking a forest.

Reviews

10 out of 10
Exceptional

Highlights

  • Bring your furry friends
    Top-rated for creating memorable stays with your pets.
  • Beach equipment
    A rare find — beach equipment ready to go for your days by the sea.
  • At the center of it all
    Stay in a top rated central location, steps from the best attractions, dining, and entertainment.
  • Discover nearby landmarks
    Close to Housatonic River
Sleeps 8•3 bedrooms•3 beds

Popular amenities

  • Garage parking available
  • Pet-friendly
  • Kitchen
  • Washer
  • Air conditioning
  • Barbecue grill

Explore the area

View in a map
Stockbridge, MA
  • Place, Housatonic River
    ‪9 min walk‬
  • Place, Norman Rockwell Museum
    ‪6 min drive‬
  • Place, Chesterwood
    ‪7 min drive‬
  • Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪32 min drive‬

Rooms & beds

3 bedrooms (sleeps 8)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Double Bed

2 bathrooms, 1 half bathroom

2nd Floor Bathroom

Bathtub or shower · Toilet

First Floor Bathroom

Toilet

Master Bathroom

Bathtub or shower · Toilet · Jetted bathtub

Spaces

Deck or patio
Porch or lanai
Kitchen
Office
Balcony
Separate dining area
Garden

About this property

Modern Cottage in the heart of the Berkshires with new exterior flex space!

Drive down our private road to find an adorable and spacious cottage, nestled on four secluded wooded acres, with every modern amenity including central air conditioning, Internet TV and WIFI. Added for 2021 - Custom shed that serves as an office with direct ethernet connection OR for fabulous movie watching or yoga space. Stay plugged in or disconnect and enjoy the faint whooshing sound of the Housatonic River and the exquisite natural beauty around our property and in the Berkshires. Our home has three bedrooms plus a den with a pull-out couch. The three bedrooms are on the second floor. There is a spacious primary bedroom suite with a king bed and an attached, walk-out deck, private bathroom and a large walk-in closet that is big enough for a pack-in-play for the little one. The two other bedrooms have a queen bed and a full/double size bed with ample closet space and a full bath for those bedrooms to share. There is also a half bath on the main level. All of the mattresses are new and extremely high quality. On the first floor, there is a den with a full-sized pull-out couch which doubles as a peaceful reading room or a playroom for the kids. If you like to cook, enjoy the spacious open-concept kitchen. There is a lovely screened-in porch for al fresco dining and a covered porch to relax and unwind, which also has a gas grill. ADDED IN 2022 - 60 amp dedicated outlet in garage to charge your Electric Vehicle. And for added security there is a video doorbell installed on the front door.
Our prices include all fees. No hidden fees.

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House Rules

Check in after 4:00 PM
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
100% Housebroken pets considered.
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Smoking

Smoking is not permitted

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove personal items, remove leftover food and drinks, and take out the trash
Turn off the lights, lock the doors, and return the keys
Return garage door opener to binder.
Return dump pass to binder if used.
Failure to complete these may result in a negative review from the host.

Important information

You need to know

Property Registration Number C0140342830
Property # 871926
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 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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room

About the neighborhood

Glendale

Located in Glendale, this vacation home is in a rural area and near a water park. Tanglewood Music Center and Norman Rockwell Museum are cultural highlights, and some of the area's attractions include Berkshire Botanical Garden and Lenox Arts Center. Hoffman's Pottery and Charles H. Baldwin & Sons are also worth visiting. Discover the area's water adventures with kayaking and fishing nearby, or enjoy the great outdoors with hiking/biking trails and rock climbing.
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Map
Stockbridge, MA

What's nearby

  • Housatonic River - 9 min walk - 0.8 km
  • Norman Rockwell Museum - 6 min drive - 1.7 km
  • Chesterwood - 7 min drive - 2.0 km
  • National Shrine of the Divine Mercy - 9 min drive - 3.5 km
  • Tanglewood Music Center - 17 min drive - 12.6 km

Getting around

  • Pittsfield Intermodal Transportation Center - 25 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 24 min drive

Restaurants

  • ‪McDonald's - ‬15 min drive
  • ‪McDonald's - ‬12 min drive
  • ‪Marketplace Kitchen Table - ‬11 min drive
  • ‪Berkshire Mountain Bakery - ‬7 min drive
  • Starving Artist Creperie and Cafe

Frequently asked questions

Is Modern Cottage in the heart of the Berkshires with new exterior flex space! pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Modern Cottage in the heart of the Berkshires with new exterior flex space!?

As of Aug 9, 2026, prices found for a 1-night stay for 2 adults at Modern Cottage in the heart of the Berkshires with new exterior flex space! on Nov 25, 2026 start from $629, 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 Modern Cottage in the heart of the Berkshires with new exterior flex space!?

Check-in begins at 4:00 PM.

What time is check-out at Modern Cottage in the heart of the Berkshires with new exterior flex space!?

Check-out is at 11:00 AM.

Where is Modern Cottage in the heart of the Berkshires with new exterior flex space! located?

Situated in a rural location, this vacation home is within 1 mi (2 km) of Housatonic River and Chesterwood. Norman Rockwell Museum and Berkshire Botanical Garden are also within 3 mi (5 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. 98 out of 99 reviews
Rating 8 - Good. 0 out of 99 reviews
Rating 6 - Okay. 0 out of 99 reviews
Rating 4 - Poor. 0 out of 99 reviews
Rating 2 - Terrible. 1 out of 99 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Steven R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
This house had it all. From a beautiful back yard that was open space surrounded by mountains and forest. 3 large bedrooms with dining room and den with pullout sleeping sofa. Fireplace and fire Pitt. A shed that is paneled in light wood with TV and internet. Oh almost forgot A/C…. My grandkids called it a little house. The house has it all from books ,games ,puzzles and spices in kitchen . It was like going to a friend’s house after they said it’s well stocked just bring you clothes. Oh yes beach chairs laundry machine and on and on. The owner Alison could not be more caring and responsive. She responds quickly. Not much we needed from her but she was always available. I recommend this house highly and renting a house is kind of a partnership between owner and renter. They represent a great house and we take care of it to show our appreciation. Rent it quickly it may go fast.
Stayed 32 nights in Jun 2026
Verified review

10/10 Excellent

Elizabeth M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My family just spent the weekend here and absolutely loved our stay. It was a multi generational stay (myself, my husband, our two small kids and his parents) and everyone loved the home and raved about their stay. My kids were thrilled to find toys in the toy chest on the first floor and had so much fun running around the backyard and watching movies out in the she shed while the adults got to enjoy some time on the spacious and beautiful patio. The house was in pristine condition and our bedrooms were spacious, comfortable and I loved how thought out everything was throughout the home. The multiple dining spaces were also a huge plus as we got to enjoy some meals on the screened in patio and some more casual meals in the kitchen area. Location wise, we were a quick drive to the downtown of Stockbridge but only a 10 minute drive from so many other towns, so we always had something to do. If you are looking for a beautiful, cozy, clean and wonderful location for your next Berkshire getaway this is your home!
Stayed 2 nights in May 2026
Verified review

10/10 Excellent

Jessica Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful wooded property and cozy clean home.Great home base to ski at Butternut and shop/ restaurants in Stockbridge and Great Barrington.
Stayed 4 nights in Dec 2025
Verified review

10/10 Excellent

Jane G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was truly lovely. Comfortable, beautiful, well stocked, thoughtful - and provided great location and perfect in-home gathering spots.
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

greg m.

Liked: Cleanliness, check-in, communication, location, listing accuracy
My third time at this Berkshires charmer. Great secluded intimate home that provides comfort and warmth. Perfectly located a short drive to Lenox, Lee and a Great B.
Stayed 4 nights in Nov 2025
Verified review

10/10 Excellent

Davette B.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great accomodations and fun run area for the dog. Kitchen is well stocked. Just as advertised and conveniently located.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

Joshua R.

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

A great place to stay

Our second stay in the property and we can't recommend it enough!
Stayed 2 nights in Oct 2024
Verified review

10/10 Excellent

Bert R.

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

Great location

We loved the house and the backyard. Great location fir exploring the Berkshires.
Stayed 4 nights in Oct 2023
Verified review

10/10 Excellent

Felicia S.

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

Great Berkshire house!

Highly recommend! Great location, amazing property, good for families.
Stayed 3 nights in May 2024
Verified review

10/10 Excellent

Phillip B.

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

Great spot

Beautiful spot, great house, loved the she shed and yard. Would highly recommend.
Stayed 7 nights in Jun 2024
Verified review

10/10 Excellent

Jeffrey C.

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

Winter Weekend Getaway

Great location in the heart of the Berkshires. The house is secluded (can’t see a single neighbor) yet just minutes from anything you want or need. Flexible space easily accommodated our family weekend (even when we were snowed in). Great communication with our host.
Stayed 3 nights in Feb 2025
Verified review

10/10 Excellent

Maureen K.

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

Great house on a beautiful property

Such a peaceful, private property. We enjoyed sitting on the deck listening to the birds. The house was very clean. The beds were comfortable. Worked well for six adults. Plenty of spots to relax. We had everything we needed. Easy drive to both Great Barrington and Stockbridge. I recommend and would definitely stay again if in the area.
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

Jennifer S.

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

Perfect blend

Perfect blend of privacy and accessibility. House was clean and comfortable and has everything a family would need for a great vacation. We all loved it
Stayed 5 nights in Feb 2025
Verified review

10/10 Excellent

kate b.

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

ANOTHER Perfect Stay

This was our 5th time as guests and we couldn't be happier with our experience! The loveliest home with the most thoughtful hosts. You won't find a better Berkshires rental.
Stayed 3 nights in Nov 2023
Verified review

10/10 Excellent

Joshua R.

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

Stockbridge

We had a great stay and the property was exactly as listed - couldn’t recommend enough.
Stayed 2 nights in Apr 2024
Verified review

10/10 Excellent

Alan F.

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

Perfect

We stayed for the entire month of August (for the fourth year in a row) and enjoyed every minute. Perfect house in every respect, and terrific hosts.
Stayed 30 nights in Aug 2024
Verified review

10/10 Excellent

David A.

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

Another Amazing Stay in Stockbridge

We had a wonderful stay at Valentine Lane again this summer! This is the second summer that we have stayed for several weeks. The house is incredibly comfortable and has everything we could need and the owner is always helpful and responsive, often replying within minutes if we had a question about anything. The house is particularly well set up for remote work because of the separate and well-finished shed. We love how dog friendly the house is - our large golden retriever really enjoyed the huge backyard. The house also features a beautiful sunroom that is perfect for both working and eating. We look forward to coming back again!
Stayed 32 nights in Jun 2025
Verified review

10/10 Excellent

Suzy B.

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

Another fabulous day!

We had another wonderful weekend! The house is perfectly appointed, the home is clean and welcoming. The property is beautiful. Communication with our hosts was easy and we were able to arrange an early check-in. This is now our fourth time staying in this home and we cannot wait to return. An absolute gem.
Stayed 2 nights in Mar 2025
Verified review

10/10 Excellent

Ruth S.

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

Wedding weekend

This place was perfect for a family weekend while we attended a wedding. It was spotlessly clean, comfortable and lovely and the hosts were very kind and accommodating. Loved the back porch and quiet setting. Thanks for a restful weekend.
Stayed 3 nights in May 2023
Verified review

10/10 Excellent

Sarah H.

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

Lovely!

We had a wonderful stay in Stockbridge. The house is incredibly clean, comfortable, and peaceful. It’s also really well-located. The hosts were communicative and very helpful. We’d love to return!
Stayed 3 nights in Jan 2023
Verified review

10/10 Excellent

Suzy B.

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

Lovely space!

Fabulous weekend. House very well appointed. Hosts so generous. Will definitely return!!!
Stayed 2 nights in Mar 2024
Verified review

10/10 Excellent

Sarah H.

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

Awesome!

This is a great house! It’s centrally located, comfortable, peaceful, clean, and well-appointed. Owners are kind and communicative! Thank you!
Stayed 3 nights in Jan 2024
Verified review

10/10 Excellent

Shira B.

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

Great Berkshires retreat!

We loved this rental. It was clean, comfortable, spacious, and the LOCATION was perfect. We skied butternut and catamount, hung out in great Barrington, and the house was close to everything. It is in the center of it all- and yet feels very private and remote. The hosts were very responsive, and we would certainly return.
Stayed 4 nights in Feb 2024
Verified review

10/10 Excellent

Elizabeth H.

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

Beautiful Berkshires in the woods

This was the perfect spot for our weekend getaway to the Berkshires. The location is easy to find and close to the town. Check in was a breeze. The home is roomy and well appointed. We enjoyed the books and art. The yard is spacious and lovely and the area very quiet. The hosts are helpful and communication is excellent!
Stayed 3 nights in Sep 2023
Verified review

10/10 Excellent

Alan F.

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

Excellent

Perfect. This was the third time staying here for an entire month. That says it all!
Stayed 30 nights in Jul 2023

About the host

Hosted by Alison Baker & Robert Podgursky

Host profile image
We are a fun-loving family of 6 (two parents, two kids, a pug an an old english sheepdog) who share an absolute love of the Berkshires, "our happy place". Nothing beats hanging out under a shady tree while the kids frolic in the lake or a hike that ends in a waterfall. We live full- time in Maplewood, NJ.

We warmly welcome adults (and dogs) of any ethnicity, color, religion and sexual orientation.

Why they chose this property

It was love at first sight. It's such a cute home! It has the perfect balance of privacy and comfort while being a quick drive to amazing restaurants and all the Berkshires have to offer. My kids love the large backyard.

What makes this property unique

Location and modern amenities such as central air, which is wonderful on hot days. This house is suitable for a "working vacation" because of the excellent Wifi and office shed but it is also an ideal place for unwinding and discovering the Berkshires. The house is very kid-friendly and all dogs, even big ones are considered.

Languages:

English
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