See all properties
Entire home

Beautiful Home in AMAZING Berkshire Location

Photo gallery for Beautiful Home in AMAZING Berkshire Location

Exterior
Exterior
Exterior
Dining
Living area

Reviews

10 out of 10
Exceptional
4 bedrooms2+ bathroomsSleeps 10

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Air-conditioning

Explore the area

View in a map
Lee, MA
  • Place, Housatonic River
    ‪14 min walk‬
  • Place, National Shrine of the Divine Mercy
    ‪7 min drive‬
  • Place, Tanglewood Music Center
    ‪13 min drive‬
  • Airport, Westfield, MA (BAF-Barnes Municipal)
    ‪40 min drive‬

Rooms & beds

4 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

2 Single Beds

Bedroom 4

4 Single Beds

2 bathrooms, 1 half bathroom

Bathroom 1

Bathtub · Toilet · Shower only · Jetted bathtub

Bathroom 2

Bathtub · Shower only

Bathroom 3

Toilet

Spaces

Deck or patio
Kitchen
Outdoor play area
Garden

About this property

Beautiful Home in AMAZING Berkshire Location

Come nestle in the woods at this beautiful retreat in a PRIME location - 5 minutes to both downtown Lee and Stockbridge, and an easy 15 minute drive to Lenox or Great Barrington. This is the perfect home base to enjoy all of the culture that the area has to offer - music at Tanglewood, dance at Jacobs Pillow, art at one of the many museums - or come and Ski at Butternut or Catamount; hike the MANY trails or enjoy the eating, shopping and strolling that all the country towns have to offer!

A beautiful rocking chair front porch welcomes you to the woodland cottage. Once inside you appreciate the the privacy of this 3,440 square foot space, replete with cathedral ceilings in the living room which opens on to a screened in porch which, in turn, overlooks the outdoor deck with built in fire pit and a hot tub. The open kitchen/diving room is perfect for entertaining, and the separated library allows for quiet relaxing. There is a first floor Master Suite with a Four Seasons Mattress and en suite bathroom (with a large jetted tub!). Upstairs are 3 large bedrooms on the second floor which share a double sink bathroom with a shower and tub.

There is hi-speed cable WiFi provided by Spectrum, and two smart TVs.

Across the road is a park that has additional hiking trails. And all this is in the heart of the Berkshires, less than 5 minutes from downtown Stockbridge and Lee and less than 10 to Lenox, and just over 10 minutes from Great Barrington.

5 minutes to Stockbridge Main St
5 minutes to Lee Main St
10 minutes to Tanglewood
15 minutes to Jacob's Pillow
15 minutes to Ski Butternut
10 minutes to Norman Rockwell Museum
15 minutes to downtown Great Barrington

Add dates for prices

Amenities

Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
Air conditioning

Have a question?

AI iconBeta

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

Similar properties

Hudson Valley Vacation Rental | 3BR | 3BA | 2,500 Sq Ft | 2 Steps to Enter
Elegant Hudson Valley Retreat w/ Hot Tub & Pond
  • Hot tub
  • Kitchen
  • Pet-friendly
  • Air-conditioning
10.0 out of 10, Exceptional, (2 reviews)
Elegant Hudson Valley Retreat w/ Hot Tub & Pond

House Rules

Check in after 5:00 PM
Minimum age to rent: 21
Check out before 12:00 PM
default

Children

Children allowed: ages 0–17
default

Events

No events allowed
default

Pets

Pets allowed: dogs (limit 2 total)
default

Smoking

Smoking is not permitted

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
Property Registration Number C0286921500

About the area

Lee

Lee is home to this holiday home. Tanglewood Music Center and Berkshire Theatre Festival are cultural highlights, and some of the area's landmarks include Mission House and Naumkeag Museum. Travelling with kids? Consider Lenox Arts Center and Berkshire Botanical Garden.
View more Holiday homes in LeeOpens in a new window
Map
Lee, MA

What's nearby

  • Housatonic River - 14 min walk - 1.2 km
  • Lee Premium Outlets - 5 min drive - 6.1 km
  • National Shrine of the Divine Mercy - 7 min drive - 6.5 km
  • The Mount - 8 min drive - 8.9 km
  • Tanglewood Music Center - 13 min drive - 15.7 km

Getting around

  • Pittsfield Intermodal Transportation Center - 22 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 21 min drive

Restaurants

  • ‪McDonald's - ‬19 min drive
  • ‪Vivaldi's Pizza - ‬5 min drive
  • ‪McDonald's - ‬6 min drive
  • ‪Dunkin' - ‬6 min drive
  • ‪Starbucks - ‬6 min drive

Frequently asked questions

Is Beautiful Home in AMAZING Berkshire Location pet-friendly?

Yes, this property allows dogs (limit 2 total). Some restrictions may apply, so please contact the property for more details.

How much does it cost to stay at Beautiful Home in AMAZING Berkshire Location?

As of 18 Mar, 2026, prices found for a 1-night stay for 2 adults at Beautiful Home in AMAZING Berkshire Location on 13 Apr, 2026 start from S$599, 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 Beautiful Home in AMAZING Berkshire Location?

On-site parking is available at the property.

What time is check-in at Beautiful Home in AMAZING Berkshire Location?

Check-in begins at 5:00 PM.

What time is check-out at Beautiful Home in AMAZING Berkshire Location?

Checkout is at 12:00 PM.

Where is Beautiful Home in AMAZING Berkshire Location located?

This family-friendly Lee holiday home is within 2 mi (3 km) of Housatonic River and Greenock Country Club. Lenox Arts Center and Berkshire Theatre Festival 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. 20 out of 20 reviews
Rating 8 - Good. 0 out of 20 reviews
Rating 6 - Okay. 0 out of 20 reviews
Rating 4 - Poor. 0 out of 20 reviews
Rating 2 - Terrible. 0 out of 20 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified

10/10 Excellent

Christine G.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Everything was perfect. The layout of the house works very well for families. We especially loved the gas fireplace!
Stayed 3 nights in Dec 2025
Verified

10/10 Excellent

Margy M.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great visit to the Berkshires. A comfortable and clean home with a very well equipped kitchen. The hosts left us an excellent Cabernet and coffee. The hot tub was a wonderful benefit!
Stayed 4 nights in Oct 2025
Verified

10/10 Excellent

Gwen P.

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

Great home away from home

Enjoyed our first trip to the Berkshires and this house was the perfect place to call home. Clean, cozy and located close to so many activities.
Stayed 6 nights in Jun 2024
Verified

10/10 Excellent

Eun-young S.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We stayed at the house for a little family reunion and truly this was one of the best places! Plenty of room for all of us, including 1 infant, 1 toddler and two elementary school aged kids plus all the adults. The kids room was a bonus and all the toys and decorations were so helpful to distract the kiddos! They had so much fun at the house that they didn’t want to explore the Berkshires! The rooms were large, thoughtfully designed. The house was super clean. Long table was great for big family meals. The front yard was hidden from the main road and safe for my toddlers to run around. I would go back and stay here again!
Stayed 4 nights in Aug 2025
Verified

10/10 Excellent

Laura D.

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

A perfect stay at Woodland Cottage!

We spent a wonderful long weekend at Woodland Cottage and it was so spacious, comfortable and had everything we needed, and then some! This house would be perfect for families, adults, friends, you name it. Here's some of the best parts of the home: - Spacious & updated - this is hard to find in a rental. The house is big and has a perfect mix of large spaces to gather in as well as smaller spaces for more privacy/quiet. The décor was perfect, with everything feeling updated, clean, and well stocked. - Perfect for kids - the bunk bed room says it all! This space is great for kids of all ages, with a massive kitchen table, and they have many other amenities stored away for vacationing with little ones. - Location - This home is close to several really great attractions for all seasons. We skiied at Butternut and took great hikes. - Amenities - Fully stocked kitchen, several smart TVs, toiletries, REALLY SOFT towels and sheets are just some of the reasons staying at home most of the time was a real treat! - Great hosts - they were beyond helpful, providing detailed information on the house as well as a really great guide to western MA! Within the first few hours of arriving, I was already talking about the next time we should rent the house. We will be back for sure, hopefully soon! Thanks again for the great stay and for allowing us to enjoy your beautiful home!
Stayed 3 nights in Mar 2021
Verified

10/10 Excellent

Harvey M.

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

Wonderful Stay/Fabulous House/Great location

We really enjoyed our stay @ Woodland Cottage. The house was spacious, well appointed, & the kitchen was well stocked. The hot tub was great after a long bike ride. The scenic country roads were great for cycling, albeit hilly. We appreciated the information on hiking in the area, local events, farmers markets, as well as restaurant recommendations- Alta was our favorite. The proximity to Tanglewood & Jacob’s Pillow was a plus. We highly recommend Woodland Cottage. Harvey & Maureen
Stayed 14 nights in Aug 2022
Verified

10/10 Excellent

Elyse K.

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

Perfect spit for a low key girls weekend / bachelorette

Everything was great! Communication, welcome, cleanliness, comfort (all beds we so comfy), location, etc.
Stayed 3 nights in Mar 2022
Verified

10/10 Excellent

Crystal T.

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

Amazing

Since the pandemic our travel life is basically road trips and this I have to say was one of our favorite house rentals. Plus the berkshires was an amazing area. I'm really loving exploring close to home. Our boy had a blast playing in the kid room, seriously we'd have to drag him out for bed lol. Speaking of the beds, omg so comfortable. I might call this one of our best family vacations yet. The decor alone made it my favorite as everyone joked you could tell I picked the house (exactly my taste & style) we had an early check in so we could start our vacation early which was just awesome. My hubs, my mom's bf and my son all took a nice hike thru the park right across the street. My son also loved all the chocolate shops in the area which yes we hit up every single one of them. Along with toy stores. This house is just perfect for a family we all had our own space. I loved our boy was upstairs right next to my mom's room, so she could get up with him as we slept in for the rest time in years lol. I also loved the gas fireplace so easy to just turn on as my boy sat watching how the grinch stole Christmas. Actually we watched a ton of Christmas movies, made Christmas cookies, just a wonderful time in this big house. I can't brag about this house enough. Only bad thing and it has nothing to do with the house or host but the fact it didn't snow lol. I think it was going to snow the day we left, of course!
Stayed 3 nights in Dec 2021
Verified

10/10 Excellent

Betsy F.

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

Beautiful and spacious house

My four sisters and I spent 3 wonderful nights at this lovely, well appointed house. Using the small room with a daybed on the first floor, we all had our own rooms (plus there were 2.5 bathrooms). The house seems to be pretty new so everything was modern and worked well. The kitchen was large as was the connected dining area. The large couch and tv, and the gas fireplace in the living room were so comfortable. The proximity to Lee, Lenox, Stockbridge, and Great Barrington, and all that they offer, was excellent. Emily and Ken the caretaker, were very responsive and helpful. We did not have a single complaint and we all agreed that we would go back to this house in a heartbeat!
Stayed 3 nights in Sep 2021
Verified

10/10 Excellent

Beverly W.

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

Lovely Stay

The house was lovely. It was very clean when we arrived and the photos are very accurate. It felt homey and relaxing. Plus it was in a fantastic location. We would 100% go back again.
Stayed 3 nights in Sep 2021
Verified

10/10 Excellent

John/Christine C.

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

wedding weekend

We rented the house for my daughters wedding weekend and we were just blown away with the property. Everything was top notch and beautiful.. Plenty of room for the day of the wedding happenings. The make up artists set up on the porch and the hairdressers set up at the huge dining room table. Plenty of room for everyone.. The master bedroom was so beautiful we were able to use it for my daughters getting ready photos. It truly was the perfect location and house for what we needed. I just wish we had more time to relax in the hot tub or sit and relax in the rocking chairs on the front porch. Emily and Selom really has thought of everything that you could potentially need in the house. We were there for a long weekend and wish we could have stayed longer.. The accommodations really made it so special for my family to be able to all stay together for such a monumental milestone in our family . We hope to start a new tradition and visit every year with my family to celebrate my daughters Anniversary. Thank you so much Emily and Selom for opening up your house to us . Christine C
Stayed 3 nights in Sep 2021
Verified

10/10 Excellent

Pat K.

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

Family Reunion Gathering

Great house. Lots of special touches. Emily helped us find babysitters and answered any question we had. I enjoyed reading to my grandson in the small tent that was set up in the "kids room".
Stayed 4 nights in Aug 2021
Verified

10/10 Excellent

William H.

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

Exceeds expectations in every way!

This is an amazing home, thoughtfully designed and more than adequately equipped for guests. Our family of 9 had a wonderful time here and we all look forward to returning. Emily was incredibly gracious and helpful and very prompt in responding to our questions. She provided very helpful notes about what to do, where to eat, available sitters, etc. but these notes could be updated somewhat to more accurately reflect the post-Covid environment at the present time.
Verified

10/10 Excellent

Sari G.

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

Fantastic property

Quick, book this property! It is so well appointed, spacious, quiet, and convenient to all things Berkshire. Perfect for adults and children alike. The owners were super responsive and the caretaker checked in with us to make sure everything was satisfactory. We definitely plan to stay here on our next trip to the area.
Stayed 4 nights in Jul 2021
Verified

10/10 Excellent

Rosemary S.

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

Best in the Berkshires!

This place is just gorgeous. We loved the house and it’s surroundings. A true gem!
Stayed 3 nights in Jun 2021
Verified

10/10 Excellent

Brandi P.

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

The best stay in the Berkshires

This beautiful home exceeded my expectations and I’m not easily impressed. It was even better in person. Easy communication with the owners prior to and during our stay, incredibly peaceful setting, clean and very well-appointmented. My family of 7 (including 3 toddlers) had the most comfortable stay here. The bunk bed room was an absolute hit! We’ll be back!
Stayed 3 nights in May 2021
Verified

10/10 Excellent

Courtney P.

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

Excellent stay

Fantastic home - clean, spacious, well appointed. Owner was communicative, up front, and responsive. We had a great time.
Stayed 3 nights in Apr 2021
Verified

10/10 Excellent

Ariel J.

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

Excellent experience, will be back with the whole family!

Excellent hosts, excellent experience. The house had everything we could possibly need, along with some really nice personal touches. It was a really lovely space and super convenient to everything we wanted.
Stayed 3 nights in Apr 2021
Verified

10/10 Excellent

Marc L.

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

Loved this place!

Everything was excellent!
Stayed 3 nights in Apr 2021
Verified

10/10 Excellent

Anthony C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
Stayed 3 nights in Sep 2024

About the host

Hosted by Emily Aaronson

Host profile image

Languages:

English
Tell us how we can improve our siteShare feedback

Hotels

Holiday Rentals