5 BD, 3 Baths, sleeps 12 - the pool is open & a few openings for Summer 2024 !
House in Great Barrington, MA
12 guests · 6 bedrooms · 3 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Includes essentialsGarden, Pool, Kitchen or Kitchenette and more
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About this house rental
NOTE: Our street name has changed to Woodland Hill (from Squaw Peak). Same house, same house number - different street name.)
BOOKING FOR THE REST OF 2024 AND THROUGH 2025!
After a fully booked summer 2023, and bookings into September 2024, we are booking for the remainder 2024 and all of 2025 We are excited to see returning guests as well as new ones.
Our five bedroom, three bath, two fireplaces, and two large 'family' rooms are ready for you and your guests. Almost three acres of property give you privacy, but you are less than 2 miles from Great Barrington, 5 minutes from Ski Butternut, and inches away from a spectacular views of New England 'country' life. Local restaurants for all tastes abound, our kitchen has all the implements you need for staying at 'home' for a meal.
And the house you'll be renting - about that:
A week, a month, a weekend, or a few days in the beautiful Berkshires - - what could be better? Located 130 miles from NYC and from Boston, this “rustic” yet modern beloved family vacation home in the heart of the Berkshires is available year-round. With five bedrooms and three full bathrooms this house easily sleeps 10 in bedrooms, with another double futon in the family room, and plenty of room for extra visitors as you wish. Seat 10-12 around the dining table, in the screened-in porch, or on the spacious deck overlooking the 20 x 40 in-ground pool (closed mid-September until Memorial Day weekend). Ready for campfire time? We have a fire pit all ready for you. Renovated kitchen with new refrigerator and dishwasher is fully equipped for indoor cooking as well as the outdoor gas grill. On those cool or cold nights, cuddle up in front of one of two wood-burning stoves (in the family room or in the living room.) Living room also has a two-story cathedral ceiling with floor to ceiling windows overlooking the pool and yard. Privacy abounds on our 3 acre lot, but access to Great Barrington is easy - 1.6 miles away! When the pool is closed (it is unheated - so you want it closed off-season!), you still have two family rooms, two wood-burning stoves, a Jacuzzi tub and more to relax; you can shoot pool, play games, stream movies, watch tv, and spend time catching up on your reading and fun. Plenty of books, games and puzzles available for your use. Have little ones? We can supply portable cribs, high chairs, bedguards and even potty-trainers! We even have a toddler 'playground' out back (turns out our grown kids don't need it any more. Been there, done that!)
Five bedrooms include two 1st floor bedrooms (one with a double bed, one with two twin beds that can be made up as a king-size bed), two 2nd floor bedrooms (one with a double bed and one with a brand-new queen! and a primary suite above the family room at the opposite end of the house. Primary suite has king-size bed, two walk-in closets, and a bathroom with double-nozzle shower and separate Jacuzzi tub. There are two additional shared full bathrooms in the main part of the house, one downstairs and one upstairs. Hair dryers provided. You'll stay warm (and cool, as appropriate) with our newly-installed ductless heat pump heat and air conditioning systems throughout the house - every room has individual thermostat controls if you need heat in addition to the heat pump systems and wood stoves (we are fully stocked with firewood!)
First-floor laundry room with full-size washer & dryer and closet rod to hang freshly laundered clothes and a tiled floor to dry out your skis and boots. Ironing board and iron provided. Linens provided. Beach towels & pool play toys provided.
Electronics: Wi-Fi, Cable TV (Spectrum), 5 Televisions ( all Flat Screen), and strong mobile phone service.
Ready to leave the house? It’s hard… but the house is less than 2 miles from Great Barrington with its restaurants and shops, 3 miles from Ski Butternut, 6 miles from Norman Rockwell Museum, 6 miles from Stockbridge, 10 miles from Tanglewood Music Festival (summer season), Jacobs Pillow Dance Festival (summer season), 11 miles from Lee Premium Outlet Mall, and more. Lakes, ponds, hikes, and walks. Whether you prefer hiking a portion of the Appalachian Trail or nearby Bish Bash Falls (Massachusetts highest waterfalls), or visiting Ashintully Gardens in Tyringham to fly fishing in local streams - so many wonderful outdoor activities. The Audubon Society's Pleasant Valley Wildlife Sanctuary's 7 miles of trails through their 1,132 acres in nearby Lenox, and you can go taste fresh maple syrup at Ioka Valley Farm's cafe. More of an indoor fan? - how about a spa visit or yoga class (or two) at the Kripalu Center or Canyon Ranch in Lenox? Looking for the 'arts"? Edith Wharton's beautiful home in Lenox, The Mount, is only a few miles away, another Victorian home Ventfort Hall, was built by the Morgan family (of JP Morgan fame) and is now open for to visitors. Of course the restaurants are open, the Triplex Cinema in Great Barrington is showing first run and classic films, the art galleries and antique shops await you. So much to do and see.
Portable lawn chairs provided to take on family outings (e.g. to Tanglewood Music Festival).
Outdoor shed with room to park bicycles or sleds you might bring.
The beauty of the Berkshires is year-round – and this house can be your home-base for all of it.
Please note: If you are looking for a Hamptons-like mansion, we hope you find your dream vacation home. This isn’t the one. If you want a place that you can play, eat, sleep, relax, spread out and enjoy – we hope you give our home a try!
Questions? Let us know! We will be providing an extensive guide to the house and area for your stay - but in the meantime, ask away. If we don't know the answer, we'll find out for you!
BOOKING FOR THE REST OF 2024 AND THROUGH 2025!
After a fully booked summer 2023, and bookings into September 2024, we are booking for the remainder 2024 and all of 2025 We are excited to see returning guests as well as new ones.
Our five bedroom, three bath, two fireplaces, and two large 'family' rooms are ready for you and your guests. Almost three acres of property give you privacy, but you are less than 2 miles from Great Barrington, 5 minutes from Ski Butternut, and inches away from a spectacular views of New England 'country' life. Local restaurants for all tastes abound, our kitchen has all the implements you need for staying at 'home' for a meal.
And the house you'll be renting - about that:
A week, a month, a weekend, or a few days in the beautiful Berkshires - - what could be better? Located 130 miles from NYC and from Boston, this “rustic” yet modern beloved family vacation home in the heart of the Berkshires is available year-round. With five bedrooms and three full bathrooms this house easily sleeps 10 in bedrooms, with another double futon in the family room, and plenty of room for extra visitors as you wish. Seat 10-12 around the dining table, in the screened-in porch, or on the spacious deck overlooking the 20 x 40 in-ground pool (closed mid-September until Memorial Day weekend). Ready for campfire time? We have a fire pit all ready for you. Renovated kitchen with new refrigerator and dishwasher is fully equipped for indoor cooking as well as the outdoor gas grill. On those cool or cold nights, cuddle up in front of one of two wood-burning stoves (in the family room or in the living room.) Living room also has a two-story cathedral ceiling with floor to ceiling windows overlooking the pool and yard. Privacy abounds on our 3 acre lot, but access to Great Barrington is easy - 1.6 miles away! When the pool is closed (it is unheated - so you want it closed off-season!), you still have two family rooms, two wood-burning stoves, a Jacuzzi tub and more to relax; you can shoot pool, play games, stream movies, watch tv, and spend time catching up on your reading and fun. Plenty of books, games and puzzles available for your use. Have little ones? We can supply portable cribs, high chairs, bedguards and even potty-trainers! We even have a toddler 'playground' out back (turns out our grown kids don't need it any more. Been there, done that!)
Five bedrooms include two 1st floor bedrooms (one with a double bed, one with two twin beds that can be made up as a king-size bed), two 2nd floor bedrooms (one with a double bed and one with a brand-new queen! and a primary suite above the family room at the opposite end of the house. Primary suite has king-size bed, two walk-in closets, and a bathroom with double-nozzle shower and separate Jacuzzi tub. There are two additional shared full bathrooms in the main part of the house, one downstairs and one upstairs. Hair dryers provided. You'll stay warm (and cool, as appropriate) with our newly-installed ductless heat pump heat and air conditioning systems throughout the house - every room has individual thermostat controls if you need heat in addition to the heat pump systems and wood stoves (we are fully stocked with firewood!)
First-floor laundry room with full-size washer & dryer and closet rod to hang freshly laundered clothes and a tiled floor to dry out your skis and boots. Ironing board and iron provided. Linens provided. Beach towels & pool play toys provided.
Electronics: Wi-Fi, Cable TV (Spectrum), 5 Televisions ( all Flat Screen), and strong mobile phone service.
Ready to leave the house? It’s hard… but the house is less than 2 miles from Great Barrington with its restaurants and shops, 3 miles from Ski Butternut, 6 miles from Norman Rockwell Museum, 6 miles from Stockbridge, 10 miles from Tanglewood Music Festival (summer season), Jacobs Pillow Dance Festival (summer season), 11 miles from Lee Premium Outlet Mall, and more. Lakes, ponds, hikes, and walks. Whether you prefer hiking a portion of the Appalachian Trail or nearby Bish Bash Falls (Massachusetts highest waterfalls), or visiting Ashintully Gardens in Tyringham to fly fishing in local streams - so many wonderful outdoor activities. The Audubon Society's Pleasant Valley Wildlife Sanctuary's 7 miles of trails through their 1,132 acres in nearby Lenox, and you can go taste fresh maple syrup at Ioka Valley Farm's cafe. More of an indoor fan? - how about a spa visit or yoga class (or two) at the Kripalu Center or Canyon Ranch in Lenox? Looking for the 'arts"? Edith Wharton's beautiful home in Lenox, The Mount, is only a few miles away, another Victorian home Ventfort Hall, was built by the Morgan family (of JP Morgan fame) and is now open for to visitors. Of course the restaurants are open, the Triplex Cinema in Great Barrington is showing first run and classic films, the art galleries and antique shops await you. So much to do and see.
Portable lawn chairs provided to take on family outings (e.g. to Tanglewood Music Festival).
Outdoor shed with room to park bicycles or sleds you might bring.
The beauty of the Berkshires is year-round – and this house can be your home-base for all of it.
Please note: If you are looking for a Hamptons-like mansion, we hope you find your dream vacation home. This isn’t the one. If you want a place that you can play, eat, sleep, relax, spread out and enjoy – we hope you give our home a try!
Questions? Let us know! We will be providing an extensive guide to the house and area for your stay - but in the meantime, ask away. If we don't know the answer, we'll find out for you!
Amenities
Pool
Air conditioner
Kitchen or Kitchenette
Internet / Wifi
Fireplace
Parking
Laundry
Balcony or Patio
Dishwasher
Hot tub or spa
TV
Garden
Family friendly
Map of Great Barrington, MA
$$$$
Ratings and reviews
10.0 / 10.0
The house was exactly what we were looking for- a comfortable place to stay and enjoy a long weekend with our young kids. The pool was the biggest attraction, but we also brought bikes to ride around the property. Kitchen and dining layout was perfect for family meals. The entertainment room had toys and games we enjoyed as well. It was a wonderful place to stay.
10.0 / 10.0
The "gray house" (as my grandson called it) was a perfect location for an extended family vacation. We had 6 adults and 3 toddlers. The grounds are extensive (3 acres) while being private. The house has several parts which allowed us to close doors to corral kids. There was a wonderful deck (my favorite spot), a screened porch for rainy day art, a pool for the adventurous and a small playground (big hit). The rooms were all comfortable. The kitchen, although compact, was one of the best equipped of the several rentals that I have stayed in. The owners have a detailed manual which I really liked. And their responsiveness to questions/issues was excellent. The area is gorgeous with several short trips to Great Barrington. I will definitely return.
10.0 / 10.0
This house is wonderful .
Spacious, well equipped in all
Aspects, delightful deck
Recommended without reservations
My only suggestion would be a WiFi booster
Owners are very responsive
10.0 / 10.0
We thoroughly enjoyed our three-generation family vacation. Very well-equipped kitchen, linens, toys, etc. We have already reserved the house for 2025.
10.0 / 10.0
It was lovely as always, and pool was great. Even saw deer, rabbits, and fireflies on the property which was fun.
10.0 / 10.0
Beautiful location and house. Very accommodating hosts. Our 4th year and we will be back for more.
10.0 / 10.0
This was my first time using VRBO. Everything was perfect. Easy check in and the house was completely stocked with everything we needed. House was plenty big enough for 11 of us. Great yard too. I would definitely stay here again.
10.0 / 10.0
Beautiful property with lots of outdoor space for kids. Plenty of room inside too, for playing, relaxing, sleeping. Very well-equipped for adults & children alike. Owners were very responsive. Big swimming pool (we didn't use - off season). Perfect for our 3-generation group.
10.0 / 10.0
Never a hitch. Always return home with smiles. Thanks!
10.0 / 10.0
This was our 4th stay at this house--it's terrific for adults and children (especially the large family room for the kids to enjoy)! Incredibly complete from pool towels to toys and everything you could want in the kitchen.
10.0 / 10.0
I've this place- it is comfortable, incredibly well-eaipped, quiet, on besitiful property with lovely screened porch, deck and pool! Ideal place for either adults or children!
2.0 / 10.0
We were eight guests, ranging in age from 12-85. The property was perfect for our group.
We enjoyed the pool and were pleased that there were two outdoor gathering places, an expansive uncovered deck and a screened porch, the latter having a table that seated ten.
The kitchen was very well stocked, there were lots of games, and the layout was very functional.
We could not have been happier and enthusiastically recommend it.
10.0 / 10.0
We had a wonderful stay at Ruth & Barry’s home in Great Barrington. The home was very clean and comfortable for our group of adults and children in town for our annual 3rd of July visit (the huge pool was definitely a plus!!). Ruth & Barry were gracious and thoughtful hosts - gifting wine on arrival - and were also very responsive and easy communicate with. Would definitely book again.
10.0 / 10.0
Lovely green surrounds a large comfortable house with a nice pool. In summer look for the bunnies and fireflys in the yard.
10.0 / 10.0
This property was perfect for my family get together!
Ruth and Barry were great in answering all of our question and needs.
Really recommend this property!
10.0 / 10.0
This home has it all! Plenty of room for the whole family and great gathering spaces for feasting, games and chats! The teens loved the pool table—the younger ones, a great selection of toys and puzzles. The kitchen is first rate and stocked with every thoughtful convenience. Close to Butternut and Catamount! Can’t say enough—thank you to our super hosts!
10.0 / 10.0
Loved this house. Had everything you could possibly need. Clean, warm and cozy. Fabulous yard. Great beds, lots of sitting space. Just loved all of it. Planning now to come back next year.
10.0 / 10.0
Well equipped kitchen. Adequate parking. Winery and museum close by.
5.0 / 10.0
We truly enjoyed our long get-away weekend with our family. Barry and Ruth are such attentive hosts and have made their house a kind of playground for young children. We will certainly be returning.
10.0 / 10.0
This was a perfect place for our family reunion - well equipped, spacious and comfortable. The landscaping is attractive with plenty of space for badminton and croquet, and the pool was a wonderful treat. We loved having the screened in porch available, and we took advantage of the pool table and great supply of jigsaw puzzles and games. Something for everyone!
10.0 / 10.0
Have stayed at many properties over the years, & this house had the most dishes, etc. in the kitchen…even supplying tons of paper products. Flew to Florida in February for a month’s stay at a 4-bedroom, & literally had to go buy a cookie sheet, & other kitchen items, as homeowner locked kitchen cabinets! Plenty of beds for all! (Extra sheets, blankets, towels…pool towels for all). Very comfortable house indoors & out. We all loved the pool! & yard! So many games, toys, etc for families ! …. & a beautiful rabbit family to watch. Extremely nice property owners. 100% recommend this house.
10.0 / 10.0
Wonderful- just need a phd in TVS to figure out how to use them!
10.0 / 10.0
Barry and Susan are without a doubt the nicest, most caring hosts we have ever encountered. The house is stocked with more than you even knew you needed, and if you need anything else, all you have to do is ask. Warm and well loved, the house enabled us to have bonding time in the high-ceilinged living/dining area and game room as well as space apart thanks to a clever layout. The grounds and pool are spacious and beautiful. A+++ all the way.
10.0 / 10.0
Perfect Berkshire family house
This house was perfect for five friends spending a week in the Berkshires. I have been in many vacation houses over the years and this was the best equipped house I have ever rented. The kitchen although small had every utensil,pot,bowl and appliance you would ever need. The living room and bedrooms were very comfortable and we especially enjoyed the screened porch and the shaded patio. The pool is lovely and has very comfy lounge chairs as well as various pool toys.
In short on a rating scale of one to ten I would give this house a ten!!
10.0 / 10.0
Perfect family gathering place
For a third year, our family (6 adults and 4 children) enjoyed a comfortable, fun-filled time together at this property. The grandkids (ages 3-10 years) loved the pool and all the outdoor and indoor games that were available. The house a/c was very comfortable even with temps in the 90's. The hosts are helpful and easy to communicate with..
10.0 / 10.0
Awesome!
From start to finish the owners are awesome, the place is awesome and everything made our get-a-way awesome!
Thank you!
10.0 / 10.0
Perfect three generations vacation spot!
Our 3rd visit to this house in Great Barrington. And it still works perfectly as our grandkids get a little older. Lots of space for everyone to spread out.
10.0 / 10.0
Lovely place for a summer break
Green all around and a very comfortable house, plus a fun pool.
10.0 / 10.0
Splendid Vacation Home in Great Barrington
We have been renting vacation houses for close to 40 years and we have never stayed at a house that was so stocked with linens, towels, kitchen supplies, toilet paper, soaps. paper towels, foil and cling wrap --- the Weber grill and new stove (in the adorable niche of q a high ceiling kitchen) are perfectly clean and state of the art.
My granddaughters spent hours upon hours enjoying the lovely swimming pool. In between swims, the walks around the acres are lined with swaths of lush green grass, pine trees and brilliant Japanese maples.
The "Great" room is aesthetically charming and comfortable --- as is the family room where you can watch TV, play Nintendo or rack up a game of 8 or 9 ball..
The privacy at the house is extraordinary. The only creatures who might interrupt your thoughts are mourning doves, white tailed rabbits, robins and the largest woodpecker we had ever seen.
Moreover, the trips to the the quaint town and nearby waterfalls are convenient and wonderful.
The hosts, Ruth and Barry, are eager to accommodate, not only in providing all of the amenities and accoutrements you could possibly ask for, but in leaving a welcome basket for you after you turn the keys, walk dow the hall and step into the Great room for the first time.
A week in Great Barrington at this impressive abode is bound to be a week that you will treasure and never forget.
10.0 / 10.0
Great time and fun memories made!!
Relaxing and fun experience. Would definitely do it again. Everyone in my family and friends were raving about the amazing time everyone had!!
10.0 / 10.0
The pictures don’t do it justice
This place is great and had everything we could need. The owners were super responsive and helpful. We very much enjoyed our time. The pool was so nice to have but SO cold. We still used it everyday though! I’m sure later in the summer it would be lovely! The game room was great for the kids and every sleeping space felt very separate. We hope to come back!
10.0 / 10.0
Great Berkshires Getaway
Wonderful and personal, yet updated and current home in a great location. Everything you need to get away in the mountains if you want, quiet, wood stoves, yet still feel connected (wifi, amenities, grocery stores and Great Barrington nearby, etc). Owners care a lot about the experience and are really hands on. Very clean. This is a family home, not another rental property. Good, fun amenities for the kids and two separate "living/ areas" with lots of games. For skiers, 7 minutes to Butternut, 17 to Catamount for skiers.
10.0 / 10.0
Wonderful location and comfortable
We stayed in early March with close friends in an annual ski/catch up vacation. We Have been doing this trip for close to 30 years. The home was spacious, comfortable, clean and cozy. We had great weather and you can’t beat the dining options around Great Barrington.
10.0 / 10.0
perfect ski trip
this property is the perfect house for trip to ski butternut and shop great barrington! so clean and beautiful. had everything we needed with everything clearly labeled and written out for us in an arrival book at the house! such a hidden gem! 5 mins from mountain and town! Perfect house! We traveled w 6 adults and 5 kids under 10, there was just the right amount of room. thanks for having us!
10.0 / 10.0
Cozy, Spacious perfect for a winter getaway in the Berkshires
This was a property that definitely underpromised and overdelivered. The hosts were gracious and very communicative/responsive. It’s a ski/summer vacation home (we stayed in January) that’s been obviously loved and attended to by a family for years, yet is definitely not worn or tattered in any way. Maintenance has not been deferred and things obviously updated and improved over time. The wood burning stoves are fantastic and kept the home warm even when the temperature dropped below 0 (F). Water ran hot, nice tub and showers. Cozy kitchen/dining living area, with a nice second living area wood stove/pool table/tv in case kids or groups want to split off. Definitely coming back.
10.0 / 10.0
Great Property and Hosts
The property is spacious and grounds enough to play ball or hang out with good sized group.
The house is totally as described -- clearly a host who has thought through all that is needed for a great stay.
Two indoor gathering spaces allow for different uses -- noisy games in one, for instance, and reading or playing music in the other.
Hosts were friendly and responsive.
Their guidebook -- which they send in advance --- is full of house info and info about the environs.
GO TO Berkshire Mountain Bread if you love superlative rustic sourdough bread [and other goodies.]
Many thanks to the hosts!
10.0 / 10.0
Lovely Property
Our third time staying in this charming property. Close to many activities and also enough room for cozy days relaxing by the fire. Well appointed all around. We will be back!
10.0 / 10.0
Fabulous Family Time Together
Our family so enjoyed being together at this house, cozy in the woods, with wood-burning stoves warming us up! There was ample bedrooms for our family and the hosts had every thing we needed!
10.0 / 10.0
Great house
This house was ideal for our large group of women. It is well furnished and we had everything we needed to cook. We also enjoyed the screened porch with plenty of seating for everyone. There’s plenty of parking with a huge backyard.
Everyone in our group loved it and we are planning on renting it again next September.
Ruth was very helpful and got back to me quickly with a response to an inquiry I made. They were wonderful hosts.
10.0 / 10.0
Perfect fall weekend with friends
My friends and I had a long weekend here to spend time outdoors in the area at peak foliage and relax. The house was spacious, comfortable and had everything we needed. It had a great dining/sitting/ open area with a wall of windows overlooking the backyard. We spent a lot of time cooking meals and playing cards in front of the wood burning fireplace staying cozy. Everything we wanted to do was really close by including hiking, restaurants and zip-lining. It was a much needed getaway and we had a great trip!
FAQs
How much does this house cost compared to others in Great Barrington?
The average price for a rental in Great Barrington is $578 per night. This rental is $151 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at 5 BD, 3 Baths, sleeps 12 - the pool is open & a few openings for Summer 2024 !. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at 5 BD, 3 Baths, sleeps 12 - the pool is open & a few openings for Summer 2024 !. Enjoy the water!
Is 5 BD, 3 Baths, sleeps 12 - the pool is open & a few openings for Summer 2024 ! pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at 5 BD, 3 Baths, sleeps 12 - the pool is open & a few openings for Summer 2024 !?
We found 13 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, internet / wifi, and fireplace.