Entire home

Riverside Retreat in the Berkshires

Photo gallery for Riverside Retreat in the Berkshires

A staircase leading to a second floor, a living room with a sofa, and a kitchen area.
A house with two front doors, a potted plant, and a window with a view of greenery.
A dining room with a wooden table, chairs, and a vase of flowers. There is a window with a view of greenery outside.
A sunlit room with a wooden bench, a cushioned sofa, and a small table.
A kitchen with wooden cabinets, a refrigerator, and a window with curtains.

Reviews

9.6 out of 10
Exceptional
Set along the riverbank, this vacation home features 3 bedrooms and 1 bathroom, accommodating 8 guests. It includes 1 separate living room and offers water views. Enjoy nearby activities like swimming, mountain biking, and skiing. The property is pet-friendly.

Highlights

  • Made for relaxation

    Top-rated for comfort — guests feel right at home here.

  • Sledding nearby

    A rare find — snowy slopes for sledding are just minutes away.

  • Discover nearby landmarks

    Close to Housatonic River
3 bedrooms1 bathroomSleeps 8

Popular amenities

  • Onsite parking available
  • Dog-friendly
  • Kitchen
  • Washing machine
  • Air-conditioning
  • Outdoor furniture

Explore the area

View map
Great Barrington, MA
  • Place, Housatonic River
    ‪2 min walk‬
  • Place, Monument Mountain Reservation
    ‪5 min walk‬
  • Place, Art et Industrie
    ‪2 min drive‬
  • Airport, Pittsfield, MA (PSF-Pittsfield Municipal)
    ‪30 min drive‬

Where you'll sleep

3 bedrooms (sleeps 8)

Bedroom 1

1 Double Bed

Bedroom 2

1 Double Bed

Bedroom 3

1 Double Bed

Living Room 1

1 Double Sofa Bed

1 bathroom

Bathroom 1

Soap · Towels provided · Bathtub or shower · Bidet · Toilet · Shampoo · Hair dryer

Spaces

Porch or lanai
Kitchen
Separate dining area
Number of living rooms

About this property

Riverside Retreat in the Berkshires

Stay in our charming historic home nestled along the Housatonic River, where peaceful river views and classic character create the perfect Berkshires getaway. Just five minutes from downtown Great Barrington and 15 minutes from Tanglewood, you're close to the best of the Berkshires while still feeling tucked away in nature. Explore, unwind, or simply slow down and enjoy the view.
And then there's Studley, the feline “host with the most.” He lives on the property and is always happy to greet guests.

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House Rules

Check in after 4:00 PM

Minimum age to rent: 18

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: dogs (limit 2 total)

Dogs must be cat-friendly and cleaned up after.

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Smoking

Smoking is not permitted

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.

Important information

You need to know

Property Registration Number C0547681130
Property # 4810753vb
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

About the area

Great Barrington

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.
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Map
Great Barrington, MA

What's nearby

  • Housatonic River - 2 min walk - 0.2 km
  • Monument Mountain Reservation - 5 min walk - 0.5 km
  • Art et Industrie - 2 min drive - 1.5 km
  • Ski Butternut - 11 min drive - 11.3 km
  • Tanglewood Music Center - 20 min drive - 19.5 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 Riverside Retreat in the Berkshires?

As of 20 September 2026, prices found for a 1-night stay for 2 adults at Riverside Retreat in the Berkshires on 8 June 2027 start from NZ$467, 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).

Reviews

9.6

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 26 reviews
Rating 8 - Good. 5 out of 26 reviews
Rating 6 - Okay. 1 out of 26 reviews
Rating 4 - Poor. 0 out of 26 reviews
Rating 2 - Terrible. 0 out of 26 reviews

9.2/10

Cleanliness

10/10

Check-in

10/10

Communication

9.8/10

Location

9.4/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Great location, excellent communication, would gladly stay again or recommend to friends.
Stayed 1 night in Sep 2026
Response from VrboOwner on 7 September 2026
Thank you so much! 😺
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
What an interesting quirky old house! Marisa was great, very responsive. And the cat is so polite and snuggly - a perfect co-host. Our stay was short and we didn't use the kitchen much, but everything seemed to work fine. For a cat-lover, this is a wonderful rental!
Stayed 2 nights in Sep 2026
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
Response from VrboOwner on 13 June 2026
Thank you so much! Studley really is the host with the most 😸
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
Response from VrboOwner on 15 April 2026
Thanks so much Colin! I can't wait to see the film.
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
Response from VrboOwner on 15 April 2026
Thank you so much! Happy to host you 😊
Verified review

8/10 Good

Liked: Check-in, communication, location
pictures were accurate. kitchen, dining room, and living room were good sized. tv/wifi was great. beds were small. only one socket in the bedroom, and it was damaged so only one plug worked. windows were very old. studley the cat was a charmer, and the host was exceptionally responsive and communicative. the price was low, but I'd probably spend more elsewhere next time
Stayed 1 night in Sep 2026
Response from VrboOwner on 16 September 2026
Thank you for your kind words Peter. I'm happy Studley was a charming host and you found the home to be as advertised. My apologies for the outlet. There was a second outlet in that bedroom, as well as an extension cord. I've had the issue with the outlet mentioned fixed! All the best.
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

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
Response from VrboOwner on 5 March 2026
Thank you Jennifer! I was happy to host you and even happier you enjoyed your stay.
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
Response from VrboOwner on 26 November 2025
Thank you Karla!
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
Response from VrboOwner on 5 March 2026
Hannah, thank you so much for the kind review! I'm so happy you found the house cozy and that you loved Studley so much. He's a king for sure and the host with the most.
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

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
Response from VrboOwner on 27 October 2025
thank you so much for all the positive feedback Rachel - I'm so happy you and your friends had a nice time! :)
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
Response from VrboOwner on 22 June 2026
Thank you so much! This review made me so happy and I love when guests love Studley. He really is such a special guy. 😸
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
Response from VrboOwner on 6 January 2026
Hi Sophia — thanks for your review and the feedback. The listing does mention that cats are on the property, but I’ll follow up with my team about being extra thorough in the harder-to-reach areas. And by my team, I mean me.
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
Very pleasant stay. We would love to come back.
Stayed 1 night in Jul 2026
Response from VrboOwner on 7 August 2026
Thank you! We'd be happy to have you.
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
Response from VrboOwner on 20 July 2026
Thank you so much! The bakery and Studley really are such a great. 😸
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 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
Response from VrboOwner on 28 June 2026
Thank you so much! I'm happy you enjoyed your stay. 😸
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, listing accuracy
Stayed 3 nights in Jul 2026
Verified review

10/10 Excellent

Stayed 1 night in Jul 2026
Response from VrboOwner on 27 July 2026
Thank you!
Verified review

6/10 Okay

Stayed 2 nights in Jan 2026
Verified review

10/10 Excellent

Stayed 4 nights in Jan 2026
Response from VrboOwner on 5 March 2026
Thank you for your review - I really enjoyed having you and your guests at the house.
Verified review

10/10 Excellent

Stayed 1 night in Nov 2025
Response from VrboOwner on 26 November 2025
Thank you!

About the host

Hosted by Marisa

Host profile image

I’m a Berkshire native who loves everything this beautiful county has to offer — from world-class restaurants and theatre to breathtaking hikes. This is my hometown, and I understand why it’s such a special place to visit. I’m always happy to share my favorite local recommendations so you can experience the very best of the Berkshires during your stay!

What makes this property unique

Along with river views and easy access to everything the Berkshires offer, this home has rustic, cozy charm.

Premier Host

They consistently provide great experiences for their guests

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