Entire home

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

Overview
Amenities
Policies
Location
Host

Exceptional

3 bedrooms2+ bathroomsSleeps 81650 sq ft

Popular amenities

Gym
Parking available
Pet-friendly
Dryer
Washer
Fireplace

Explore the area

Stockbridge, MA

Norman Rockwell Museum
‪6 min drive‬
Naumkeag Museum
‪8 min drive‬
National Shrine of the Divine Mercy
‪9 min drive‬
Pittsfield, MA (PSF-Pittsfield Municipal)

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.

Property manager

Alison Baker & Robert Podgursky

Languages

English

Add dates for prices

Amenities

Kitchen

Washing machine

Dryer

Pet-friendly

Free WiFi

Air conditioning

Have a question?

Beta

Get instant answers with AI powered search of property information and reviews.

Ask a question

Similar properties

Kitchen
Washer
Dryer
Pet-friendly

House Rules

Check in after 4:00 PM

Minimum age to rent: 25

Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

Pets allowed

100% Housebroken pets considered.

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

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

Property Registration Number C0140342830

We should mention

A car is required for transport to and from this property

About the area

Glendale

Located in Glendale, this holiday home is in a rural area. Tanglewood Music Center and Norman Rockwell Museum are cultural highlights, and some of the area's attractions include Berkshire Botanical Garden and Hoffman's Pottery. Charles H. Baldwin & Sons and Hotchkiss Mobile Studio are also worth visiting. Make sure you get close to the area's animals with activities such as game walks and birdwatching.

Stockbridge, MA

What's nearby

Norman Rockwell Museum - 6 min drive - 1.7 km
Berkshire Botanical Garden - 7 min drive - 3.1 km
Naumkeag Museum - 8 min drive - 3.1 km
National Shrine of the Divine Mercy - 9 min drive - 3.5 km
Tanglewood Music Center - 16 min drive - 11.9 km

Getting around

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

Restaurants

‪McDonald's - ‬15 min drive
‪Pleasant and Main - ‬6 min drive
‪The Red Lion Inn - ‬4 min drive
‪Berkshire Mountain Bakery - ‬7 min drive
‪Stockbridge Coffee And Tea - ‬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.

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).

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

9.8/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

David A.

11 Aug, 2025

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

10/10 Excellent

Joshua R.

21 Oct, 2024

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

10/10 Excellent

Suzy B.

19 Mar, 2025

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

10/10 Excellent

Jeffrey C.

18 Feb, 2025

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

10/10 Excellent

Felicia S.

27 May, 2024

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

10/10 Excellent

Alan F.

1 Sept, 2024

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

10/10 Excellent

Phillip B.

19 Jun, 2024

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

10/10 Excellent

Bert R., Mineola

4 Nov, 2023

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

10/10 Excellent

Joshua R.

30 Apr, 2024

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

10/10 Excellent

Suzy B.

17 Mar, 2024

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

10/10 Excellent

Shira B.

21 Feb, 2024

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

10/10 Excellent

Sarah H.

17 Jan, 2024

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

10/10 Excellent

Ruth S., Barrington, IL

29 May, 2023

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

10/10 Excellent

Sarah H.

16 Jan, 2023

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

10/10 Excellent

David A.

3 Aug, 2024

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

10/10 Excellent

Elizabeth H.

5 Sept, 2023

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

10/10 Excellent

Cyra K.

15 Jan, 2018

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

10/10 Excellent

Alan F.

31 Jul, 2023

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

10/10 Excellent

Eric F.

2 May, 2024

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

Look No Further

Where to begin and what to add that hasn't already been shared? The approach up the driveway to Modern Cottage activates a feeling of intrigue. At this point, what lies around the bend is a photo that may or may not look as advertised. As soon as a sight line is established, a feeling of a warmth washes over as the house extends an inviting embrace and lures you in to indulge in a peaceful and relaxing setting. This home may look small from the exterior, but there are ample bonuses that await once you step through the front door. The private deck off the upper level master bedroom that overlooks the backyard. The bonus she shed and the amenities that go with it. The backyard space and deck. The artwork over the bed in the den area was a conversation and a piece that was shared with younger family members that could not make the trip. Modern Cottage is versatile. It is amply appointed and we were sorry our visit was not longer. The hosts (Alison and Robert) are excellent. This is the property you want to stay at if a trip to the Berkshires is in the cards.

Stayed 2 nights in Apr 2024

2/10 Terrible

Judi B., Rye, NY

2 Jan, 2023

Liked: Check-in, communication, location

Disliked: Cleanliness

Great location, dirty, no heat in frigid weather

We had high expectations of this property given the 5-star reviews it received. It's a well-stocked, large home and the little shed is fantastic. The location is convenient to most places. However, our stay was suboptimal, to put it kindly. When we arrived, the heat on the lower level was not working. The weather outside was around 20F and we had young children. It seemed like the power had gone out before we arrived as the time was wrong on the microwave/stove/etc. We called the property owners who arranged for the heating company to come out the next day. Not a great start --- we had to build a fire, which ended up making the lower floor extremely smokey since the fireplace wasn't enclosed. Rusty water had dripped through the masterbath vents onto the floor. The shower curtains were nasty and the master tub had a ring around it - clearly not cleaned prior to our arrival. The vents were filthy, multiple rooms had cobwebs and spiders on the ceiling, and the sofa/carpets had pet hairs on them. The floors were so dirty that the socks we wore indoors were stained quickly. We developed horrible dust allergies due to the dirt and unclean vents, and had to resort to antihistamines to make our trip bearable. The irony in all of this is that this place charges a hefty cleaning fee and requires insurance to book a visit. The owner stated that the place was cleaned after the last group of visitors left, which she claimed was a week prior to our arrival. I find it very strange that they didn't even bother to walk-through prior to our arrival, or notice on their remote temperature app that the place was frigid. This is a lovely place on the surface, but dirty and dangerous if you have allergies/young children. The owners provided a refund for the first night; I wish I could have my time back as I would have stayed at a place that wasn't a health hazard and was properly maintained. Stay here at your own risk. Unfortunately VRBO doesn't allow for picture uploads in reviews, but the VRBO team were grossed out by the pictures we sent them. I hope the owners clean this place properly so that folks here in the future don't put their health at risk.

Stayed 7 nights in Dec 2022

10/10 Excellent

Maureen K.

9 Jun, 2025

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

10/10 Excellent

Jennifer S.

24 Feb, 2025

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

10/10 Excellent

kate b.

14 Nov, 2023

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

10/10 Excellent

Verified traveller

4 Dec, 2022

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

Cozy and comfortable

My friends and I thoroughly enjoyed our stay. The access to Stockbridge was easy and the acccomodations were perfect for our group of 6. We would all highly recommended Alison and her property to all considering a stay in the Berkshires.

Stayed 2 nights in Dec 2022

10/10 Excellent

kate b.

23 Nov, 2022

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

Our 3rd Fabulous Stay !

Berkshire perfection-you won’t want to leave and you need pack nothing but your clothes.

Stayed 3 nights in Nov 2022

About the host

Hosted by Alison Baker & Robert Podgursky

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.