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Leaf-Peeper Paradise in the Berkshires

Photo gallery for Leaf-Peeper Paradise in the Berkshires

A dining area with a wooden table, chairs, and a ceiling fan. - Leaf-Peeper Paradise in the Berkshires (Great Barrington)
A kitchen with wooden cabinets, a black countertop, a window with a view, and a hanging bag. - Leaf-Peeper Paradise in the Berkshires (Great Barrington)
A staircase with a wooden handrail and a white wall with a light switch. - Leaf-Peeper Paradise in the Berkshires (Great Barrington)
A hallway leading to a bedroom with a dresser and a mirror on the wall. - Leaf-Peeper Paradise in the Berkshires (Great Barrington)
A two-story house with a wrap-around porch, a fenced yard, and a driveway leading to the house. - Leaf-Peeper Paradise in the Berkshires (Great Barrington)
Leaf-Peeper Paradise in the Berkshires provides laundry facilities and more. Guests can connect to free in-room WiFi.

Reviews

9.6 out of 10
Exceptional

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning
The current price is NZ$546
includes taxes & fees
2 Nov - 3 Nov

Add dates for prices

About this property

Leaf-Peeper Paradise in the Berkshires

  • A leaf-peeper’s paradise in the heart of the Berkshires. Stay in our charming historic home along the Housatonic River, with peaceful river views and plenty of classic New England character. You’ll be surrounded by stunning foliage while downtown Great Barrington is just five minutes away.
    Planning a winter getaway? You’ll be about 15 minutes from both Butternut and Catamount, making this an easy home base for snowy adventures.
    And then there’s Studley the cat, our resident “host with the most.”

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About the area

Located in Great Barrington, this holiday home is on a river. Chesterwood and Mahaiwe Performing Arts Center are local landmarks, and the area's natural beauty can be seen at Monument Mountain Reservation and Monument Mountain. Berkshire Botanical Garden and Hoffman's Pottery are also worth visiting. Enjoy the area's slopes with cross-country skiing and snowboarding, and don't miss out on the sledging and ice skating. Visit our Great Barrington travel guide
View more Holiday homes in Great Barrington
Map
Great Barrington, MA

What's nearby

  • A red covered bridge spanning a river with autumn foliage in the background.
    Housatonic River
    2 min walk - 0.2 km
  • A mountainous landscape with a river, autumn foliage, and scattered buildings.
    Monument Mountain Reservation
    5 min walk - 0.5 km
  • A wooden pergola structure with a pathway covered in fallen leaves, surrounded by trees and grass.
    Tanglewood Music Center
    20 min drive - 19.5 km
  • Art et Industrie
    2 min drive - 1.5 km
  • Ski Butternut
    11 min drive - 11.3 km

Getting around

  • Pittsfield Intermodal Transportation Center
    30 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal)
    34 min drive

Restaurants

  • McDonald's
    5 min drive
  • Café Holli
    7 min drive
  • Cumberland Farms
    7 min drive
  • Marketplace Kitchen Table
    5 min drive
  • Berkshire Mountain Bakery
    14 min walk

Frequently asked questions

Is Leaf-Peeper Paradise in the Berkshires pet-friendly?

Yes, this property allows dogs (limit 2 total).

How much does it cost to stay at Leaf-Peeper Paradise in the Berkshires ?

As of 28 Oct 2026, prices found for a 1-night stay for 2 adults at Leaf-Peeper Paradise in the Berkshires on 2 Nov 2026 start from NZ$546, 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 Leaf-Peeper Paradise in the Berkshires ?

On-site parking is available at the property.

What time is check-in at Leaf-Peeper Paradise in the Berkshires ?

Check-in begins at 4:00 PM.

What time is check-out at Leaf-Peeper Paradise in the Berkshires ?

Checkout is at 11:00 AM.

Where is Leaf-Peeper Paradise in the Berkshires located?

Situated on a river, this holiday home is within 1 mile (2 km) of Monument Mountain Reservation and Art et Industrie. Housatonic River and Monument Mountain are also within 3 miles (5 km).

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Reviews

Leaf-Peeper Paradise in the Berkshires Reviews

9.6

Exceptional

9.2

Cleanliness

9.8

Location
Rating 10 - Excellent. 22 out of 29 reviews
Rating 8 - Good. 6 out of 29 reviews
Rating 6 - Okay. 1 out of 29 reviews
Rating 4 - Poor. 0 out of 29 reviews
Rating 2 - Terrible. 0 out of 29 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
If you like cuddly cats, book it! A quick night stay while in town for a wedding and Studly was a perfect host… and Marissa :)Easy location, was nice to watch the fish jump and bald eagle hunt for his breakfast as we enjoyed our coffee on the step.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome location. Host was very informative and responsive.
Stayed 1 night in Apr 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location and nice size house for a family of 5. We had a couple hiccups but the host responded quickly and handled things promptly.
Stayed 3 nights in Jan 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Loved our time here. It was a very cozy set up for a snowy week away, with a pellet stove, an ample amount of puzzles stocked in the house, and the surprise perk of Studley, a 12 year old cuddle machine of a cat who lives here and provided great company. The host was very responsive to all of my messages, and had the driveway promptly plowed in the inclimate weather
Stayed 6 nights in Feb 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location with nice space to hangout as a group - appreciated the music and games options. Comfortable space. Host was very responsive and checked in with us. Small bathroom for 4 people but nice big windows throughout the house for good light and great views. Everything was clean and ready for us when we arrived. .
Stayed 1 night in Oct 2025
Verified review

8/10 Good

Liked: Check-in, communication, location, listing accuracy
Marisa's place was cozy and well-decorated. We enjoyed staying there for New Years and it was a good distance to the local downtowns while being quietly tucked away by the river.It was unclear to our party that the outdoor cats on the property lived within the rental unit until we received our check-in message. Mentioning this in case anyone is in a similar situation!The rooms were slightly less clean than we would have liked, with dust and hair in the corners, but overall it was well-stocked and served our purposes!
Stayed 2 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had the best time at Marisa's place. It was a charming and comfortable home, and, for our purposes, was an excellent location as we were on a bit of a tour to visit a few different towns where famous American authors lived. Near the house, we found good food -- Prairie Whale and Xicohtencatl Restaurant were our faves -- and my favorite dirty Chai ever at Cafe Holli. We also enjoyed Get Lit Bookstore and Wine Bar. The house was fantastic, the town lovely, but the real star of the show was Studley, the cat. He was truly the host, welcoming us back every time we returned in the rental car, walking us in, and hopping up into one lap after another up for a lounge -- he was truly the friendliest animal ever. Even the allergic one of us loved him! Overall, this stay was excellent. Marisa is a kind and easy host who responds quickly and is super helpful! I want to get back up there soon for more adventures and would certainly stay here again! :)
Stayed 3 nights in May 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The host was exceptional and so kind. The location was in close proximity to 3 quaint New England small towns whose downtowns had many restaurants and local shops to enjoy-Great Barrington (GB Eats for breakfast), Stockbridge (best shopping) and Lenox (exceptional dinner at Frankie’s Italian). The house looked updated on the outside but inside looked like early 1900s with a hint of Victorian influence. My only caution is for anyone with mobility issues as all 3 bedrooms and the only (very small) bathroom are on the second floor. The toilet sits low (below knee level) but a high step in is needed for the claw foot tub/shower. We stayed in mid Sept with highs in mid 70s and lows in the 50’s so it was reasonably comfortable even without AC by leaving windows open at night and using the fans provided during the day.
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We thoroughly enjoyed our stay. The house was very comfortable and convenient. We loved Studley, the resident cat - such a sweetheart.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great stay here with Study, shooting my college thesis film. I'd highly recommend this wonderfully decorated place with such a great host :)
Stayed 2 nights in Mar 2026
Verified review

8/10 Good

Liked: Cleanliness, check-in, communication, location, listing accuracy
Close to a great bakery and near to a farm market and shopping mall.
Stayed 1 night in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Amazing cosy property. The berkshires are beautiful and Marisa was a great host. Thank you for having us!
Stayed 2 nights in Nov 2025
Verified review

10/10 Excellent

Everything was spotless and spot on based on the pictures and the description. What s
Stayed 3 nights in Dec 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
— ‘Whiskers on the Water’ lived up to its poetic name! The ‘whiskers’ were in the form of Studley, the friendliest feline we’ve ever encountered, while the ‘water’ was the picturesque Housatonic, just a stone’s throw from the front porch. Enjoyed a comfortable stay surrounded by elegant woodwork and myriad happy houseplants. Found our host Marisa to be friendly, helpful, and extremely responsive. Convenient location, and Studley’s cuddles and enthusiastic purring were an extra treat. We’ll be back! . . . .
Stayed 5 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We loved our time here! The location was also a highlight, we went to the bakery down the street each morning. I really appreciated Marisa's fast communication and resident cat Studley's friendliness, both were amazing hosts! Thank you for having us!
Stayed 2 nights in Jul 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We enjoyed our stay in South Barrington Its proximity to the river made for a lovely morning run. Studley is super cute and snuggled up with us to enjoy an evening movie. Many thanks to our host for sharing her home.
Stayed 1 night in Jun 2026
Verified review

10/10 Excellent

Stayed 1 night in Jul 2026
Verified review

6/10 Okay

Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

Stayed 4 nights in Jan 2026
Verified review

10/10 Excellent

Stayed 1 night in Nov 2025
Verified review

10/10 Excellent

Stayed 2 nights in Oct 2025