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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!

Front of house
Backyard and shed
Back of house
View of front walk and driveway
Kitchen table

Reviews

10 out of 10
Exceptional
3 bedrooms2+ bathroomsSleeps 8

Popular amenities

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

Explore the area

View in a map
Stockbridge, MA
  • Place, Housatonic River
    ‪5 min drive‬
  • Place, Norman Rockwell Museum
    ‪7 min drive‬
  • Place, National Shrine of the Divine Mercy
    ‪9 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪47 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.

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House Rules

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

Smoking is not permitted

Check-out instructions

The host requires you to 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 rubbish
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
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
This property has outdoor spaces, such as balconies, patios and terraces, which may not be suitable for children; if you have any concerns, we recommend contacting the property prior to your arrival to confirm that they can accommodate you in a suitable room

About the area

Glendale

Located in Glendale, this holiday 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 rock climbing and hiking/biking trails.
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Map
Stockbridge, MA

What's nearby

  • Housatonic River - 5 min drive - 1.0 km
  • Norman Rockwell Museum - 7 min drive - 2.4 km
  • Naumkeag Museum - 8 min drive - 3.1 km
  • Berkshire Botanical Garden - 8 min drive - 3.8 km
  • National Shrine of the Divine Mercy - 9 min drive - 3.5 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
  • ‪The Red Lion Inn - ‬4 min drive

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 7 May, 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 9 May, 2026 start from S$542, 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 Modern Cottage in the heart of the Berkshires with new exterior flex space!?

On-site 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!?

Checkout 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 holiday home is within 1 mile (2 km) of Housatonic River and Chesterwood. Norman Rockwell Museum and Berkshire Botanical Garden are also within 3 miles (5 km).

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
Learn moreOpens in a new window
Rating 10 - Excellent. 96 out of 97 reviews
Rating 8 - Good. 0 out of 97 reviews
Rating 6 - Okay. 0 out of 97 reviews
Rating 4 - Poor. 0 out of 97 reviews
Rating 2 - Terrible. 1 out of 97 reviews

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

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

10/10 Excellent

Cyra K.

Relaxing ski weekend

We rented the Valentine Cottage for a long ski weekend at nearby Butternut Ski Mt. and it was perfect! Alison was such a gracious hostess and the cottage was warm, relaxing and comfortable. We felt more like guests than renters! It is the perfect house for two families and I cannot wait to go back.
Stayed 2 nights in Jan 2018
Verified

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

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
Verified

10/10 Excellent

David A.

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

Wonderful Summer Stay at Valentine Lane

My wife and I (and our large golden retriever!) spent a delightful month at Valentine Lane. The property is located just minutes from downtown Stockbridge on a beautiful piece of land down a long private driveway and has a giant backyard that both we and our dog adored. The house is spacious, very well-maintained, and stocked with everything we needed for a comfortable stay. We particularly loved the porch area and the “she shed” that made a great separate office (super helpful as we were both working remotely during the week). Alison the host is terrific — extremely responsive (often getting back to us within minutes) and full of useful information about the house and surrounding area. Overall we had such a wonderful stay and would highly recommend it!
Stayed 32 nights in Jun 2024

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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