Entire home·Private host

Leaf-Peeper Paradise in the Berkshires

Photo gallery for Leaf-Peeper Paradise in the Berkshires

A staircase leading to a second floor, a living room with a sofa, and a kitchen area. - Leaf-Peeper Paradise in the Berkshires (Great Barrington)
A kitchen with wooden cabinets, a refrigerator, and a window with a view. - Leaf-Peeper Paradise in the Berkshires (Great Barrington)
A dining room with a wooden table, chairs, and a vase of flowers. There is a window with a view of greenery outside. - Leaf-Peeper Paradise in the Berkshires (Great Barrington)
A house with two front doors, a potted plant, and a window with a view of greenery. - Leaf-Peeper Paradise in the Berkshires (Great Barrington)
A living room with a sofa, a television, a fireplace, and a dining area with a table and chairs. - Leaf-Peeper Paradise in the Berkshires (Great Barrington)
Riverside Retreat in the Berkshires provides laundry facilities and more. Guests can connect to free in-room WiFi.

Reviews

9.6 out of 10
Exceptional

Entire home

3 bedrooms1 bathroom

Popular amenities

  • Kitchen
  • Washing machine
  • Dryer
  • Pet-friendly
  • Free Wi-Fi
  • Air-conditioning
The current price is €284
includes taxes & fees
6 Oct - 7 Oct

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.”

Property amenities

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Electric kettle
  • Hob
  • Oven
  • Paper towels
  • Refrigerator
  • Toaster

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 1 bathroom
  • Bathtub or shower
  • Bidet
  • Hair dryer
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Separate dining area

Entertainment

  • Books
  • Games
  • Music library
  • Smart TV
  • Stereo

Outdoor areas

  • Outdoor furniture
  • Porch/lanai

Laundry

  • Laundry facilities
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • Pet friendly
  • Welcoming dogs only
  • 2 pets total

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Area rugs in public areas
  • Handrails in stairways
  • Hardwood flooring in public areas
  • Upper floors accessible by stairs only
  • Well-lit path to entrance
  • Smoke-free property

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near an outlet shopping centre
  • On a river

Things to do

  • Bicycle parking
  • Bicycle storage
  • Basketball nearby
  • Birdwatching nearby
  • Fishing nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Hunting nearby
  • Ice skating nearby
  • Kayaking nearby
  • Mountain biking nearby
  • Sledding nearby
  • Swimming nearby
  • Wildlife walks nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • Bicycle parking
  • Bicycle storage
  • Recycling
  • Reusable cups

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in and check-out are available
Minimum check-in age - 18

Check-out

Check-out before 11:00 AM
Contactless check-out

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you to complete the following before checking out:
Remove personal items and remove leftover food and drinks
Turn off the lights, lock the doors and return the keys
Please return key to lockbox on the front door.
Please turn off all lights, space heaters and fans.
Failure to complete these may result in a negative review from the host.

Pets

Pets are allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total pets
Note from host: Dogs must be cat-friendly and cleaned up after.

Children and extra beds

Children are welcome

Events

No events allowed

Smoking

Smoking is not permitted

Important information

You need to know

This property is managed by a private host (a party not acting within their trade, business or profession). EU consumer law, including the right of withdrawal, will not apply to your booking. The cancellation policy set by the private host will cover your booking.
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
Long-term renters welcome
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, a first aid kit and a deadlock
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Property Registration Number C0547681130

We should mention

This property does not have any lifts

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 ice skating and sledging. Visit our Great Barrington travel guide
View more Holiday homes in Great Barrington
Map
Great Barrington, MA

What's nearby

  • A wooden bridge over a river, surrounded by lush greenery and large rocks.
    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
  • Marketplace Kitchen Table
    5 min drive
  • Café Holli
    7 min drive
  • Berkshire Mountain Bakery
    14 min walk
  • Cumberland Farms
    7 min drive

Frequently asked questions

Is Riverside Retreat 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 2 Oct 2026, prices found for a 1-night stay for 2 adults at Leaf-Peeper Paradise in the Berkshires on 6 Oct 2026 start from €284, 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 Riverside Retreat in the Berkshires?

On-site parking is available at the property.

What time is check-in at Riverside Retreat in the Berkshires?

Check-in begins at 4:00 PM.

What time is check-out at Riverside Retreat in the Berkshires?

Checkout is at 11:00 AM.

Where is Riverside Retreat 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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Leaf-Peeper Paradise in the Berkshires Reviews

Reviews

Exceptional

All reviews shown are from real guest experiences. Only travellers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
More informationOpens in a new window
Rating 10 - Excellent. 20 out of 27 reviews
Rating 8 - Good. 6 out of 27 reviews
Rating 6 - Okay. 1 out of 27 reviews
Rating 4 - Poor. 0 out of 27 reviews
Rating 2 - Terrible. 0 out of 27 reviews

9.2

Cleanliness

9.8

Location

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
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

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