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Romantic Berkshires Cottage - Stunning Views, Pool

Photo gallery for Romantic Berkshires Cottage - Stunning Views, Pool

A landscape with a rainbow, a swimming pool, and a house in the background.
A two-story house with a front porch, surrounded by a well-maintained garden with flowering shrubs.
A kitchen with green cabinets, a coffee maker, a wine bottle, and a toaster.
A dining area with a table set for two, a chair, a wine bottle, and a lamp.
A small building with a wooden deck and a gate, surrounded by trees and a grassy field.

Reviews

10 out of 10, Loved by Guests
Top 10% of guest reviews in this area

Highlights

  • Made for relaxation
    Top-rated for comfort — guests feel right at home here.
  • Outdoor pool
    The outdoor pool is a refreshing retreat under the open sky - a rare gem in this area.
  • Centrally-located
    You're never far from where you need to be with this convenient location.

Popular amenities

  • Private pool
  • Dog-friendly
  • Kitchenette
  • Toys
  • Barbecue
  • Refrigerator

Explore the area

View map
Great Barrington, MA
  • Place, Mahaiwe Performing Arts Center
    ‪7 min drive‬
  • Place, Housatonic River
    ‪7 min drive‬
  • Place, Housatonic River Walk
    ‪7 min drive‬
  • Airport, Hudson, NY (HCC-Columbia County)
    ‪49 min drive‬

Rooms & beds

1 bedroom (sleeps 3)

Only bedroom

1 Queen Bed

1 bathroom

Only bathroom

Bathtub or shower · Bathtub · Toilet · Shower only

Spaces

Kitchen
Kitchenette
Garden
Dining area

Add dates for prices

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About the area

Great Barrington

Located in Great Barrington, this cottage is in a rural area. The area's natural beauty can be seen at Monument Mountain and Monument Mountain Reservation, while Tanglewood Music Center and Great Barrington Historical Society & Museum are cultural highlights. Consider Roe Jan Brewing Co. for a night out or Mahaiwe Performing Arts Center if you're travelling with kids. Swimming offers a great chance to get out on the surrounding water, or you can seek out an adventure with hiking/biking trails nearby.
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Map
Great Barrington, MA

What's nearby

  • Mahaiwe Performing Arts Center - 7 min drive - 4.6 km
  • Housatonic River - 7 min drive - 5.0 km
  • Housatonic River Walk - 7 min drive - 5.0 km
  • Lake Mansfield Park - 8 min drive - 5.0 km
  • W.E.B. Du Bois Boyhood Homesite - 9 min drive - 6.4 km

Getting around

  • Pittsfield Intermodal Transportation Center - 38 min drive
  • Pittsfield, MA (PSF-Pittsfield Municipal) - 34 min drive

Restaurants

  • ‪Guido’s Kitchen - ‬8 min drive
  • ‪McDonald's - ‬10 min drive
  • ‪Café Holli - ‬7 min drive
  • ‪Cumberland Farms - ‬7 min drive
  • ‪Marketplace Kitchen Table - ‬9 min drive

Frequently asked questions

Does Romantic Berkshires Cottage - Stunning Views, Pool have a pool?

Yes, this property has an outdoor pool.

Is Romantic Berkshires Cottage - Stunning Views, Pool pet-friendly?

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

How much is parking at Romantic Berkshires Cottage - Stunning Views, Pool?

On-site parking is available at the property.

What time is check-in at Romantic Berkshires Cottage - Stunning Views, Pool?

Check-in begins at 3:00 PM.

What time is check-out at Romantic Berkshires Cottage - Stunning Views, Pool?

Checkout is at 11:00 AM.

Where is Romantic Berkshires Cottage - Stunning Views, Pool located?

This family-friendly Great Barrington cottage is located in a rural location, within 3 mi (5 km) of Lake Mansfield Park, Mahaiwe Performing Arts Center and Housatonic River Walk. Housatonic River is 2.8 mi (4.6 km) away.

Reviews

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.
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Rating 10 - Excellent. 68 out of 69 reviews
Rating 8 - Good. 1 out of 69 reviews
Rating 6 - Okay. 0 out of 69 reviews
Rating 4 - Poor. 0 out of 69 reviews
Rating 2 - Terrible. 0 out of 69 reviews

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
My husband and I were looking for a weekend getaway up in the Berkshires Frederica was a wonderful host always available for any questions that we may have had. The property was amazing. It was clean and absolutely beautiful. It was just what we were looking for.
Stayed 2 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful time Frederica couldn't have been more accommodating. The nights were cool and the cottage was so cozy . The grounds are beautiful with wonderful views and the cottage is located minutes from everything
Stayed 3 nights in Oct 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We were impressed by how clean and well-maintained everything is, including a decent-sized pool (which we enjoyed). The hosts are great: they are welcoming, prompt with replies, and responsive to needs big and small. Our stay was brief, but we had a great time hiking and enjoyed some superb meals out. An excellent choice for 2 in the Berkshires.
Stayed 3 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful, scenic, and cozy stay. We booked last minute after another guest likely had a change of plans, and Frederica was quick to respond and provide all the details for a smooth check in. The yard and pool were absolutely gorgeous, we were able to accommodate our small dog, and the room had everything we needed for 2 nights.
Stayed 2 nights in Jun 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Wonderful location and setting.We loved the views from the heated pool.The host was very welcoming and easy to communicate with. Such a charming spot-very close to downtown GB and lots of beautiful hikes.Would highly recommend!
Stayed 2 nights in Jun 2026
Response from VrboOwner on 19 June 2026
Colin and his wife were the perfect guests from start to finish. They were the beneficiaries of a few warm days prior to their arrival, so the water in the pool was nicely warmed up for them. Just a note to correct the record: the pool is not heated with electricity. It's in full sun!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
It was a lovely get away for us , views are stunning and Fredrica was kind enough to let us bring our three dogs, as we never separate them. The only way to cook is on an outdoor charcoal grill, which isn't always doable in bad weather but GB restaurants are great and there is a beautiful park 2 minutes from the house, with a dog park and tennis courts. The house pool was closed but that must be fun in the summer season. We are foodies and although the VRBO details were accurate, I didn't realize how much we would miss an oven/ stove. Entirely my fault. Would I recommend this cottage, YES! The Berkshires are lovely. And the hosts are super nice!
Stayed 3 nights in Sep 2026
Response from VrboOwner on 22 September 2026
We were skeptical, but Laura was super reassuring and her dogs were super neat. The kitchen has a full-sized frig, a microwave, a toaster, an electric kettle, and a large Breville toaster oven--plus there's a Weber grill in the garage for guests' use. Thank you, Laura!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Tidy, charming, with a wonderful view.
Stayed 2 nights in Oct 2025
Verified review

10/10 Excellent

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

Beautiful location

Fantastic location. Beautiful place.
Stayed 2 nights in Jun 2024
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We love everything about this place! The hosts, the view, the pool — they’re all amazing. I’d highly recommend staying here.
Stayed 7 nights in Aug 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Beautiful, clean place that fit our needs perfectly. The host is extremely friendly and helpful. Highly recommended!
Stayed 5 nights in Sep 2025
Verified review

10/10 Excellent

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

For those who love the Berkshires

On a quiet country road but close to culture and great food. Charming and comfortable place to stay.
Stayed 4 nights in Jun 2023
Verified review

10/10 Excellent

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

Great weekend getaway

Beautiful property right outside of Great Barrington. We loved exploring the Berkshires and enjoying the summer days by the pool. Would highly recommend!
Stayed 3 nights in Jun 2025
Verified review

10/10 Excellent

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

Charming stay with incredible views

It was an excellent stay overall. Particular highlights were the breathtaking views from the property, especially at sunrise and on clear nights, and the central location affording convenient access to all of the Berkshires.
Stayed 5 nights in Oct 2023
Verified review

8/10 Good

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

Weekend Stay

Apartment was very quaint and peaceful. It was in great proximity to Great Barrington.
Stayed 3 nights in Oct 2024
Verified review

10/10 Excellent

Beautiful location, lovely hosts.

We had a lovely stay at this perfect location. The cottage has everything we needed, and the view from the pool cannot be beat!! Thank you for your warm hospitality!
Stayed 3 nights in Jul 2018
Response from VrboOwner on 27 March 2020
Marco and Courtney, Thanks so much. You've gotten us off to a good start! Best of luck with the renovations and if you need any further recommendations, just let us know.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Location, location, location! Finding this serene and pleasant studio was a stroke of good luck! The glorious setting with a view of the fields, forest and mountains in the distance couldn’t have been a better choice for relaxation, proximity to cultural attractions like the Norman Rockwell Museum and Tanglewood, unique shopping and food. Guido’s Gourmet Market and every possible tempting restaurant cuisine was just a very short car ride away.The magnificent and pristine pool in which we swam twice a day was the cherry on top! The large room came with a full-size bathroom complete with tub and the bed was even very comfortable.Frederica and Efrem, our hosts, were both very sensitive to our privacy yet always ready to offer good advice when needed. They generously provided us with great Expresso coffee, half and half, wine and peaches. What more could we ask in a vacation?We give this extra-special rental our very highest recommendation and will surely return as soon as possible!
Stayed 7 nights in Aug 2026
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Blissfully quiet and peaceful. Owner was easy to communicate with. Appreciated the full sized fridge.
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We recently stayed at this lovely Berkshires cottage on Round Hill Road. The room was warm and cozy, with a nice kitchenette and a dining table. The views from the cottage were really beautiful, and we took several pictures. Since it was winter, we could not use the pool, but I imagine it would be even more lovely in summer when the pool would be open. I would definitely stay here again.
Stayed 3 nights in Nov 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The place was beautiful, a very nice place, cozy and quiet, ideal to rest and disconnect. Everything was very well taken care of, with details that made the stay even more pleasant. In addition, the owner is very attentive and always aware of everything, which made the experience even better. Overall, it was a great stay and I definitely recommend it. I hope to come back soon!
Stayed 3 nights in Sep 2025
Verified review

10/10 Excellent

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

Berkshire Retreat

Very relaxing, bucolic location with an amazing view. Beautiful swimming pool and grounds. We had everything we needed in our guest house, and Frederica was a very responsive host. We will try to stay here again on our next trip to Great Barrington.
Stayed 4 nights in Jun 2024
Verified review

10/10 Excellent

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

Beautiful Berkshires!

Beautiful views from this adorable studio apartment. Hosts were friendly and helpful. Peaceful location but conveniently located .to Great Barrington..
Stayed 3 nights in Sep 2024
Verified review

10/10 Excellent

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

Wonderful getaway!

Beautiful, quiet country retreat an easy drive from many cultural attractions! Large and airy, with ample room for two, it's an easy place to spend a week without feeling a bit cramped, with great views and a thoughtful host who provided many extras and was always available but respectful of privacy. Hope to return next year!
Stayed 7 nights in Jul 2023
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
We spent a pleasant three days in the area. There were many choices for hikes and restaurants, and we enjoyed good music at the Egremont Bar. The apartment was true to its pictures; the bathroom was clean and spacious, and well stocked. Many thanks to Frederica for her hospitality.Julia
Stayed 4 nights in Oct 2025
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
The studio, set into the hillside below the garage, has an expansive view over the pool area and fields and hills beyond. Very beautiful and peaceful. Frederica is very helpful and responsive, and the studio has everything one needs. We were happy we had chosen this place, and would return.
Stayed 3 nights in Oct 2025
Verified review

10/10 Excellent

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

Perfect Reset

Frederica was very welcoming and was very helpful in pointing out local areas of attraction. The location was very clean and the views very serene. Very peaceful getaway. I would recommend without issue.
Stayed 3 nights in Oct 2024
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