Skip to main content

Hillside Haven

Spacious and Contemporary Home near Great Barrington, Sleeps 10!
4.96 27 reviews
  • Egremont
  • House

Book your summer getaway in the Berkshires now!

Hillside Haven is a contemporary and spacious family retreat, with 4 bedrooms and 3.5 bathrooms, elevated furnishings and finishes in the woods near Great Barrington and Hillsdale. Whether you’re here with family or friends, for vacation or a work getaway, you’ll find everything you need! A woodburning fireplace, large terrace with outdoor dining and grill, sunroom office, and convenient workstations, and a bonus meditation or yoga room.

10

Guests

4

Bedrooms

3.5

Bathrooms

Rooms and Beds

Bedroom 1

king beds: 1
sofa beds: 1
1

Bedroom 2

queen beds: 2
2

Bedroom 3

king beds: 1
3

Bedroom 4

king beds: 1
4

Features and Amenities

Air conditioning
Outdoor seating (furniture)
Bathtub
BBQ grill
Bed linens
Carbon monoxide detector
Coffee maker
Cookware
Crib
Dishes and silverware
Dishwasher
Dryer

Rates and Availability

Save 15% on weekly and 20% on monthly stays!
Red Cottage members save on every stay.
Join now
Taxes and fees are additional

Need Help With Flexible Dates or a Longer Term Rental?
Let Us Find You The Perfect Home!

Location

Reviews

5
10/20/2024
2024.10.21
Absolutely beautiful home! Plenty of space for girls weekend, and lots of space to gather. Very well stocked home, easy to have meals in and many local options for meals out. Enjoyed a local spa for some pampering and lots of choices to get a nice hike. A perfect spot that we will hope to return again!!
5
10/5/2024
2024.10.06
The house and location exceeded our expectations. The house is modern w many great amenities like the whirlpool tub in the master bedroom which I loved! The layout worked for us as my husband and I stayed in the downstairs master bedroom while our family all stayed upstairs. All 3 bedrooms upstairs were perfect.
We loved gathering for meals in the kitchen dining room and family room. The layout was perfect for spreading out. The screened in porch was also beautiful and we loved being surrounded by nature!
I loved the decor as it suited me! It wasn’t to modern it was eclectic and just right. The location was great as our daughter was getting married right down the road just 7 mins away and we had to drive back and forth quite a bit over the weekend so that was great too. There were a few minor things that weren’t perfect but the communication w the management was easy. I look forward to hopefully staying there again in the future!
5
8/3/2024
2024.08.04
Wonderful inviting home, well appointed and rooms well sized. We loved the screened in porch’s on the main floor and the master also on the main.
The location was terrific we could hike at Bash Bish falls, drive into Egremont center, Great Barrington or go the other direction to Hillsdale and the book barn, Copake lake etc. we spent most of our time together in the house though because it feels like home and all talked and played games and used the beautiful deck and BBG. Highly recommend and plan to stay again!
5
7/20/2024
2024.07.21
We had a great stay! The home is immaculate and beautifully designed and decorated. Everything is in great condition and well above the quality of most Airbnbs. The host communicated exceptionally well and gave us great instructions/resources. Our family loved staying at Red Cottage and will definitely go back!
Reviews for Hillside Haven
10/20/2024
2024.10.20
2024.10.20
Absolutely beautiful home! Plenty of space for girls weekend, and lots of space to gather. Very well stocked home, easy to have meals in and many local options for meals out. Enjoyed a local spa for some pampering and lots of choices to get a nice hike. A perfect spot that we will hope to return again!!
10/5/2024
2024.10.05
2024.10.05
The house and location exceeded our expectations. The house is modern w many great amenities like the whirlpool tub in the master bedroom which I loved! The layout worked for us as my husband and I stayed in the downstairs master bedroom while our family all stayed upstairs. All 3 bedrooms upstairs were perfect.
We loved gathering for meals in the kitchen dining room and family room. The layout was perfect for spreading out. The screened in porch was also beautiful and we loved being surrounded by nature!
I loved the decor as it suited me! It wasn’t to modern it was eclectic and just right. The location was great as our daughter was getting married right down the road just 7 mins away and we had to drive back and forth quite a bit over the weekend so that was great too. There were a few minor things that weren’t perfect but the communication w the management was easy. I look forward to hopefully staying there again in the future!
8/3/2024
2024.08.03
2024.08.03
Wonderful inviting home, well appointed and rooms well sized. We loved the screened in porch’s on the main floor and the master also on the main.
The location was terrific we could hike at Bash Bish falls, drive into Egremont center, Great Barrington or go the other direction to Hillsdale and the book barn, Copake lake etc. we spent most of our time together in the house though because it feels like home and all talked and played games and used the beautiful deck and BBG. Highly recommend and plan to stay again!
7/20/2024
2024.07.20
2024.07.20
We had a great stay! The home is immaculate and beautifully designed and decorated. Everything is in great condition and well above the quality of most Airbnbs. The host communicated exceptionally well and gave us great instructions/resources. Our family loved staying at Red Cottage and will definitely go back!
6/30/2024
2024.06.30
2024.06.30
Fantastic stay. The house is beautiful. It’s well-appointed. We found everything we needed. The screened in porch / deck was fabulous. Looks like we were the first to use it as we saw the boxes in the garage. The property manager was always responsive.
3/2/2024
2024.03.02
2024.03.02
Beautiful home in a perfect location- just 4 min drive to catamount! Photos accurately reflect the beautiful home and amenities. The home was spotless, well-designed and spacious.
2/22/2024
2024.02.22
2024.02.22
We had a wonderful stay at Hillside Haven with another family for a ski vacation. The house was beautifully decorated, clean and stocked with household supplies. We will absolutely stay here again!
2/18/2024
2024.02.18
2024.02.18
The description of the property was perfect. As a family, we felt right at home and the photos don’t do the home justice as it far exceeded our expectations. The home was clean and well organized with everything at your finger tips. The location was minutes to Catamount and not far from Butternut. It was also close to Great Barrington which has great restaurants and shops. The kitchen was well equipped to make family dinners and breakfasts. The living room was cozy and the variety of games allowed for a fun family game night. The hosts were responsive and provided clear and concise instruction to check in and check out. Well worth the value. We look forward to visiting again in the future.
2/14/2024
2024.02.14
2024.02.14
Beautiful home and location. Pillows were hard so if you like soft pillows bring your own. Was a bit disappointed the fireplace was not available to use as it was very cold and I was planning a romantic evening with my girlfriend so a fire would have been nice. Also surprised that they were charging extra for an early check in and later checkout. Never experienced that before and seems a bit greedy to me. Aside from that everything was great and its a lovely place.
2/3/2024
2024.02.03
2024.02.03
Great place! Very close to Catamount mountain and Great Barrington. The house was clean and fully stocked and the hosts were responsive
1/6/2024
2024.01.06
2024.01.06
Fabuloso 😃
12/31/2023
2023.12.31
2023.12.31
Very nice home. Clean. Spacious. Felt very at home the entire stay. Easily accessible to GB town and many walking and hiking trails. Dog friendly so made it all the better. Thank you!
12/26/2023
2023.12.26
2023.12.26
Beautiful home in a wonderful setting. Thanks!
11/6/2023
2023.11.06
2023.11.06
The house was absolutely perfect. Spotless, spacious, confortable, very well decorated and a well equipped kitchen.
I highly recommend it.
8/17/2023
2023.08.17
2023.08.17
Our stay was amazing! We stayed at the property in August and here are my thoughts:
– Property is quiet and private and there weren’t that many mosquitoes considering the wooded area in mid summer.
-Amazing for star gazing. We happened to get to see the Perseid meteor shower from the yard!
-Super clean property. There are no shoes permitted inside so bring a pair of indoor shoes if you pefer.
-Just a note that the provided crib is actually a pack and play but our 6 month old slept really well in it.
-The propane grill on the deck is massive and works very well.
– Driveway can fit several cars the one attached garage spot was large enough to fit a pickup truck.
– Interior of the home is spacious and modern with large bedrooms and bathrooms.
– The landscaping was beautiful. The art work and books were a nice touch.
Not much else to say. We highly recommend this property if you are visiting the Berkshires. Property exceeds expectations and host is super responsive.
7/29/2023
2023.07.29
2023.07.29
We had a wonderful stay! We traveled with my family to celebrate a birthday and the house was perfect for a large group and for children. Not only did it have everything you need, it was clean, well designed and very comfortable. The location was also perfect—near the town of Great Barrington and lots of great restaurants and shops. We had a great stay and would certainly return.
7/22/2023
2023.07.22
2023.07.22
Last Minute change of vacation location due to Vermont Flooding brought us to this Beautiful and Luxurious home…
We were 6 adults and 1 baby(7months)..: There was plenty of room for us all… The rooms were spacious and I loved the open air concept..
Kitchen was state of the art with essentials provided.. We were even gifted a bag of coffee from Great Barrington Roasters.. The back patio and table was large so we ate outside one of the nights..
I love to cook so we made breakfast each morning while there..: Plenty of pots and pans to use…
Location was close to town and I’m an avid hiker so Monument mountain , Bish Bash Falls and other hiking spots were about 10-20 minutes away..
Catamount ski area is 2 minutes away and they had a wine and beer festival which was a pleasant surprise too!
We were close to Ct and Sheffield mass too where there are breweries and restaurants!
Great Barrington is a cute little town!!
We loved it so much, that we will definitely return for another family trip!
7/4/2023
2023.07.04
2023.07.04
Beautiful home. Great amenities. Fully stocked. Convenient to Great Barrington and good hiking. Plenty of room for my family of 7 adults and our pets to spread out. Also ample places to work if need be. The management company was extremely responsive. When there was a problem with the AC they worked quickly to get it fixed. My one recommendation would be to provide more outdoor furniture on the front porch. There were only 2 Adirondack chairs and room for a sofa or additional chairs to enjoy the beautiful surroundings.
6/24/2023
2023.06.24
2023.06.24
We had a great stay at Hillside Haven. We came up to the Berkshires to celebrate a milestone birthday and a belated Father’s Day. The hosts at the Posto group were very responsive and the house looked just like the pictures; it was clean, spacious and well appointed.
5/15/2023
2023.05.15
2023.05.15
My family really enjoyed our stay at this Posto property. The place was modern, cozy and in a really good location. I would definitely stay here again when in town.
4/16/2023
2023.04.16
2023.04.16
Beautiful home, fully stocked and very generous amenities. We loved staying here and definitely plan to book this property again.
3/18/2023
2023.03.18
2023.03.18
Wonderful stay! House was spotless and all set up for a wonderful stay. Beautifully decorated. So close to Catamount. Would love to stay again.
2/25/2023
2023.02.25
2023.02.25
We had a great stay at this house. The house has a great layout, is very clean and well stocked.
It felt very cozy and comfortable. It is clear that the host put a lot of thought in the little details that made our stay perfect.
1/21/2023
2023.01.21
2023.01.21
We had the most wonderful family weekend. The house was gorgeous and right next to catamount. Easy to get to the mountain and bring kids back home who were done. 100% will visit again.
1/15/2023
2023.01.15
2023.01.15
Great stay. Would love to come back!
1/7/2023
2023.01.07
2023.01.07
Perfect ski weekend. House was clean and comfortable for 2 families of 4 to enjoy together.
12/31/2022
2022.12.31
2022.12.31
My friends and I really enjoyed our stay. The house was well stocked, clean, and spacious!
10/1/2022
2022.10.01
2022.10.01
This home is simply stunning and appropriately characterized as “luxury.” Exactly as pictured, well-appointed, and filled with beautiful details. The wide selection of books and games added a personal touch. It was perfect for our family’s weekend getaway, and one of our favorite Airbnb stays. Hosts were responsive and accommodating.
7/31/2022
2022.07.31
2022.07.31
Our stay was wonderful. The house was as described and we will absolutely stay there again. Beautiful rooms, comfortable living, it had it all.
7/9/2022
2022.07.09
2022.07.09
incredible house, and in an A+ location being so close to Great Barrington. it was immaculately cleaned, so many windows and natural light, and had lots of great games and books throughout, too. Hosts were also very accommodating for an early check in and late check out.
The listing did say there would be salt, pepper, olive oil, etc. to cook with – but when we arrived, the host said they aren’t offering that due to covid. Not a huge deal – just inconvenient to buy our own cooking supplies for a short stay, so recommend future guests simply bring their own from home.
Will definitely be back! We had a wonderful stay.

Price Details

When
Save 15% on weekly and 20% on monthly stays!
Red Cottage members save on every stay.
Join now