Entire home·Private host

Family-Friendly Home With Incredible Berkshire Views And A Private Swim Pond

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December 2024
January 2025

Photo gallery for Family-Friendly Home With Incredible Berkshire Views And A Private Swim Pond

Property grounds
Exterior
Snow and ski sports
Fireplace, books
Interior

Reviews

10 out of 10

Exceptional

Entire home

3 bedrooms2 bathroomsSleeps 6130 sq m

Popular amenities

  • Parking available
    Parking available
  • Pet-friendly
    Pet-friendly
  • Washer
    Washer
  • Outdoor space
    Outdoor space
  • Barbecue grill
    Barbecue grill
  • Kitchen
    Kitchen

Explore the area

Map
Stephentown, NY
  • Zema's Nursery
    2 min drive
  • Pittsfield State Forest
    8 min drive
  • Mount Lebanon Shaker Village
    8 min drive
  • Albany, NY (ALB-Albany Intl.)
    50 min drive

Room options

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

Family-Friendly Home With Incredible Berkshire Views And A Private Swim Pond

This is an adorable 3 bedroom house on 38 secluded acres. It is located ten minutes from all the amenities of Jiminy Peak Ski Resort and less than a half an hour from all the Berkshire attractions. A perfect escape (with a private swim pond)!

The house sits in the middle of a 38 acre plot of land in the foothills of the Taconic Mountain range in New York. A little over half of the property is gorgeous woodland and the rest is an open, sloping field, affording fantastic views of The Berkshires and Pittsfield State Forest. Up a long driveway, the house is totally hidden and secluded from the street and neighbors (although in the winter, when the branches are bare, you can just make out one of the neighbors house's through the trees). The woods behind the house are filled with rushing streams, huge 100+ year-old trees and are great for hiking. And apart from it's spectacular views, the front field is great for playing (in summer), sledding (in winter) or just relaxing on some lawn chairs and taking it all in (year round).

Froggy Pond is a little over three hours from New York City. A perfect drive up the Taconic Parkway. The closest attraction is Jiminy Peak Mountain Resort only 10 minutes away. During the winter you can actually see the peak of Jiminy Peak from the house. It is a great ski resort during the winter and loads of fun during the summer, with rides and hikes and fun for the whole family. We are also only 10 minutes from Cherry Plains State Park, which has an amazing lake, beach, hiking, biking and cross-country skiing.

We are also a short ride from the heart of the Berkshires. We are less than 20 minutes away from Tanglewood, less than 20 from Williamstown. 25 to MassMoca, 30 to Jacob's Pillow. The Berkshire Museum, The Norman Rockwell, The Clark, Mount Greylock, Hancock Shaker Village, etc. etc..

The house itself is adorable. It was built in 1994 and is in great shape. It has 3 bedrooms, 1.5 baths and a living room / dining room that is surrounded by windows. The downstairs master bedroom itself is big enough for a whole family (with some kids on sleeping bags). There is also a little nook at the top of the stairs that fits our queen-sized blow-up mattress perfectly. So, at times, when we have had relatives or guests, we've had 4 adults, 4 kids and one grandmother all very comfortably sleeping under one roof (we have had more guests on a number of occasions, but after 10 people it starts to get tight).

One of our favorite features of our land is Froggy Pond. It is a huge (over 100 feet wide), concrete-bottomed swimming pond that is stream fed (which means that the water is always flowing and doesn't get stagnant). At one side it is quite shallow (good for the kids) while the other end slopes down to over 15 feet deep. The pond is surrounded by daylilies and a grassy area where you can sun bathe. Froggy Pond gets its name because there are often little tadpoles and frogs swimming along with you. Very cute.

Another interesting addition to the property (which is on stilts next to the pond) is a rustic, newly-renovated, 20x40 glass enclosed studio. It has no running water, but it does have electricity. In the past it has been used as a rehearsal studio, an artists' space and a yoga retreat. You definitely can't live in there (because there is no bathroom or kitchen), but it is fun for hanging out or glamping.
During your stay at this holiday home, you'll be within walking distance of Zema's Nursery. Enjoy your stay with amenities like free WiFi and a kitchen in the holiday home.
  • The holiday home offers a kitchen, a washing machine and 1.5 bathrooms
  • Free WiFi
  • On-site recreation includes a playground
  • Just a 2-minute drive from Zema's Nursery and 10 minutes from Jiminy Peak Mountain Resort
Family-Friendly Home With Incredible Berkshire Views And A Private Swim Pond offers its guests barbecue grills and a garden. The front desk is open around the clock.

Property manager

Owner/Manager

Languages

English

Property amenities

Beach

  • Beach loungers

Ski

  • Cross-country skiing nearby
  • Snowboarding nearby

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

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

Dining

  • Dining table

Bedrooms

  • 3 bedrooms
  • Bedsheets provided

Bathroom

  • 1.5 bathrooms
  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Fireplace
  • Living room
  • Wood stove

Entertainment

  • Books
  • Games

Outdoor areas

  • Barbecue grill
  • Firepit
  • Garden
  • Outdoor furniture

Laundry

  • Washing machine

Work spaces

  • Desk
  • Desk chair

Comfort

  • Heating

Pets

  • Pet friendly
  • 2 pets total

Suitability/Accessibility

  • Smoke-free property

Location highlights

  • In the mountains
  • Near a health/beauty spa
  • Near an outlet shopping centre
  • On the waterfront

Things to do

  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Golfing nearby
  • Hiking/biking trails nearby
  • Horseback riding nearby
  • Motor boating nearby
  • Sailing nearby
  • Sledding nearby
  • Snowmobiling 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)

General

  • Garden
  • Unit size: 1,400 square feet

Policies

Check-in

Minimum check-in age - 21

Special check-in instructions

The front desk hours vary at this property
Guests must contact the property for check-in information
To make arrangements for check-in please contact the property ahead of time using the information on the booking confirmation
You will receive an email from the host with check-in and check-out instructions

Pets

  • Pets are welcome
  • Maximum 2 pets
  • Restrictions apply
  • For more information, you can reach out to the property at the number on the booking confirmation
  • Service animals are exempt from fees.

Children and extra beds

  • Children are welcome.

Payment types at the property

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
This property accepts credit cards
Parties and events (including family gatherings, birthday parties and weddings) are allowed on site. Maximum attendees: 99
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
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
The hours at this property's front desk vary. To arrange for check-in, guests must contact the property in advance of arrival using the information on the booking confirmation. Guests must contact the property for check-in instructions. You will receive an email from the host with check-in and check-out instructions. You will also receive an email from Vrbo with a link to a Vrbo account, which will enable you to manage your booking.

We should mention

  • To make arrangements for your pet, contact the property directly using the information on your booking confirmation.

Family-Friendly Home With Incredible Berkshire Views And A Private Swim Pond Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 31 out of 33 reviews" "
Rating 8 - Good. 2 out of 33 reviews" "
Rating 6 - Okay. 0 out of 33 reviews" "
Rating 4 - Poor. 0 out of 33 reviews" "
Rating 2 - Terrible. 0 out of 33 reviews" "

10/10

Cleanliness

Reviews

10/10 Excellent

Michelle K.

Liked: Cleanliness
Great Stay Beautiful Views!
We had a wonderful time at this property! It was perfect for what we wanted- a place to ourselves in nature with beautiful views. Host was great! Would definitely recommend!
Stayed 2 nights in Nov 2024

10/10 Excellent

Diane N.

Liked: Cleanliness
Froggy Pond
Relaxing, quiet, beautiful property. We really enjoyed the views, exploring the grounds and it is a short trip to Stockbridge. We had a wonderful stay.
Stayed 3 nights in Aug 2024

10/10 Excellent

Elizabeth N., North Andover, MA

Liked: Cleanliness
Wonderful Weekend
I can’t say enough about our stay in Stephentown. The property is beautiful and the views are amazing. My daughter and I didn’t cook but the kitchen was well equipped and there was plenty of room for a larger group. Our dog had a wonderful time roaming around and I didn’t have to worry about her bugging neighbors or ending up in the road. Matt was extremely responsive to any question and gave us so many great ideas for activities in the area. I really wish that we could have stayed longer and am hoping to come back again with a larger family group!
Stayed 2 nights in Aug 2024

10/10 Excellent

Katie B.

Liked: Cleanliness
Exactly what we hoped for!
This home evokes nostalgia for a simpler time, yet provides every comfort you could need for a great weekend in the country. The property is amazing. There are hiking trails, a pond for catching tadpoles, frogs and lizards, a treehouse in the woods for exploring and a view that is unparalleled. The perfect experience that we hope to repeat annually. The host was communicative and considerate with additional touches that made us feel welcome. We were in town for a performance at Tanglewood and it was conveniently located about 30 minutes away. Again, this was a perfect weekend!
Stayed 2 nights in Aug 2024

10/10 Excellent

Trish E.

Liked: Cleanliness
Wonderful stay at Froggy Pond
We had a lovely stay at Froggy Pond. The check in process was seamless and the house was lovely! We had a group with small kids and a teenager and we all enjoyed hiking and exploring the property and the studio! It’s a great place to stay when visiting Tanglewood. We hope to come back.
Stayed 2 nights in Jul 2024

10/10 Excellent

laurie r., Jersey City, NJ

Liked: Cleanliness
Wonderful!
We had a wonderful weekend at Froggy Pind. Great location and beautiful property.
Stayed 3 nights in Feb 2024

10/10 Excellent

Dan G.

Liked: Cleanliness
Great stay!
Wonderful host, beautiful property and house, next to Jiminy Peak, our 2nd time visiting - just a great vacation house:)
Stayed 5 nights in Dec 2023

10/10 Excellent

Sangeeta Y.

Liked: Cleanliness
Deserves more than 5 stars
We returned to froggy pond early October after we stayed here at the end of August. It was amazing. Everything is perfect for our family at this cabin. It was wonderful to be away from the city. We will likely return in the near future. Matt is the best host ever. Thank you for making our stay so peaceful.
Stayed 3 nights in Oct 2023

10/10 Excellent

Sangeeta Y.

Liked: Cleanliness
Amazing!
What a cosy cabin with a little yoga studio next to a cute froggy pond and its own nature trails. No TV, no distraction. Perfect for our 5 member family. We loved it so much that we have booked our next visit already. Can't wait to return!
Stayed 6 nights in Aug 2023

10/10 Excellent

Christiaan H.

Liked: Cleanliness
Beauty in the Berkshires
We had a wonderful time, swimming, hiking, just soaking up the view.
Stayed 6 nights in Aug 2023

10/10 Excellent

Ryan C., MA

Liked: Cleanliness
Peaceful and quaint
We had a lovely stay at this property. It was so peaceful and charming. A great location for our family to relax and recharge! We particularly enjoyed catching tadpoles in the pond, playing in the yard and that there was no tv! Great place to disconnect from the hustle and bustle of everyday life! Definitely would stay again.
Stayed 3 nights in Jun 2023

10/10 Excellent

diana d.

Liked: Cleanliness
Commencement and family reunion in Froggy Pond
Matt's home was the perfect setting for a family gathering within close proximity of Williams College for commencement weekend. The dramatic changes in the weather did not affect our comfort in this cozy home with cool breezes at night (during the more balmy start of the weekend) to the calming warmth of the crackling wood in the family room fireplace (as the temps quickly dipped into the low 50s. Matt, a great host and communicator made us feel very welcomed during this memorable stay in the Berkshires.
Stayed 3 nights in Jun 2023

10/10 Excellent

Angela L., Westfield, NJ

Liked: Cleanliness
Ski weekend
My family of five stayed here recently for a long weekend - the house was just as advertised online. It was very clean and the property was expansive. My kids had fun exploring. It was a quick drive to Jiminy Peak to ski and we found a couple of good restaurants nearby for takeout. Great weekend overall.
Stayed 3 nights in Feb 2023

10/10 Excellent

Jon T.

Liked: Cleanliness
Great small house less than 10 mins from Jimminy Peak
Really cute small house close to Jimminy Peak. Perfect for our family of four for a weekend away. Communication with property owner super easy. House is clean and fully equipped. Can be a bit hard to see the driveway in the dark and the driveway is long and steep but other than that its the perfect Jimminy Peak getaway.
Stayed 3 nights in Jan 2023

10/10 Excellent

Dan G.

Liked: Cleanliness
Awesome stay!
Beautiful and panoramic location, charming house, everything was clean and as shown in the photos and the host went above and beyond. Looking forward to staying there again!!
Stayed 4 nights in Dec 2022

10/10 Excellent

Alexandra B.

Liked: Cleanliness
Late summer weekend
Lovely property and relaxing stay. Loved the views and hikes.
Stayed 3 nights in Sep 2022

10/10 Excellent

Mary K.

Liked: Cleanliness
Ultimate fun Berkshires weekend
We loved the property for lawn games with an expansive view and the pond to cool off in. The building we called a yoga studio was fascinating, as was the other outbuilding. Thanks for a great weekend - we hope to be back. (Stay was August 2022.)
Stayed 2 nights in Jul 2022

10/10 Excellent

Danielle F.

Liked: Cleanliness
The View!!!
Spent a long weekend in August with myself and 2 friends. We basically spent the entire time outdoors - literally set up chairs (and a movie screen we brought along for outdoor movies at night), and sat outside all weekend marveling at the view. The house was very clean. We were in the middle of a drought so the runoff pond was low and still, so we did not swim as we had hoped. We did a little hiking behind the house - an easy loop on a well marked trail. We really enjoyed our stay. Matt was super friendly and fast to reply to any questions we had leading up to the trip and after we had checked in.
Stayed 3 nights in Aug 2022

10/10 Excellent

Margaret D.

Liked: Cleanliness
Lovely spot
Wonderful place. There with family for Thanksgiving. Matt was very helpful when we had questions etc.
Stayed 4 nights in Nov 2021

10/10 Excellent

Kelly S.

Liked: Cleanliness
Wonderful, Cozy Weekend Getaway
We had a wonderful weekend at this cozy house. The view of the mountains from the big windows in the living area is picturesque, and there's lots of natural light. The house itself was clean and tidy. And there were lots of fun activities and books. Our favorite part of the house was the wood-stove which we used both nights of our stay. There's lots of land around the house, and it feels very private. There's a wooded area right on the property for close-by hikes and nature walks. At the same time, it's a short drive to get to shops and restaurants. The host, Matt, is very responsive and provides information about the area before your arrival. He's a super nice guy. Would definitely recommend to anyone looking for a cozy and fun weekend getaway.
Stayed 2 nights in Nov 2021

8/10 Good

Rich L.

Liked: Cleanliness
Nice property for outdoors enthusiasts
Matt is extremely responsive and helpful. Home was cozy, had basic essentials, and was clean. The best thing about this listing is the surroundings. This stay is for those who like to be outside. The view from the house is quite nice. The pond is quaint and well-marked hiking trails on property. Very private and great if you have a pet as there is plenty of space to run away from the road.
Stayed 2 nights in Oct 2021

10/10 Excellent

Stan K.

Liked: Cleanliness
Perfect location
We had a great stay at the froggy pond! The remote hilltop property with great views and close proximity to Jiminy Peak was exactly what we were looking for. We were fortunate enough to get a little snow while we were there, the steep driveway made my wife a little nervous. We informed Matt and he promptly had the driveway plowed for us and put my wife at ease. we can’t wait to go back.

10/10 Excellent

Carla C.

Liked: Cleanliness
Relaxation Haven
We had the most amazing stay at Froggy pond! Our reason for traveling was to relax and that we did! We traveled with two children and two dogs all of whom could not get enough of the pond and the surroundings! The kids captured and released the cutest frogs and Salamanders from the pond. Too bad the water level was low and the stream wasn’t flowing or otherwise the kids would have been swimming in it the whole time too! Additional things the kids loved were the kid and adult swings, the many board games, the outdoor games (in the shed) and just overall being outside! The house is just the right size and has everything you may need. The lower level of the house has the master bedroom with amazing views, a well stocked modern kitchen, an open concept living room/living room so you can take in the views from anywhere. There are two bedroom upstairs plus a half bathroom (full bathroom downstairs). There is a covered front porch which we got to enjoye on a rainy morning. The mountain views were spectacular. Since the house sits high in the property a perk was the ability to keep an eye on the kids, just by sitting outside, whether they were at the pond or exploring the fields below. We all enjoyed the fire pit in the mornings and evenings. I personally enjoyed the glass enclosed studio overlooking the pond. It has a yoga mat and I was able to do some stretching daily while admiring the pond and Mountain views. It was very relaxing! Behind the property is a very well marked trail (loop) about 1.5 miles long. Plenty of things to see and admire on the way. Matt was quick to respond to all inquiries and was super accommodating! We will definitely be back. I can just imagine how beautiful the views must be in the fall!
Stayed 3 nights in Aug 2019

10/10 Excellent

Rahul B.

Liked: Cleanliness
Outstanding views and very peaceful! Excellent location if you really want to relax
Very private property offering beautiful views of Berkshire mountains. Matt was outstanding with his quick responses. He provided all the information we needed to really enjoy this place. The froggy pond is beautiful and you can really have a good swim in it. Few laps and you can really build an appetite!! We had a wonderful stay and will definitely come back.

10/10 Excellent

Danielle M., Brooklyn

Liked: Cleanliness
Secluded haven with views to boot
A group of us headed up to this little slice of heaven for Memorial Day weekend and will definitely be back. Everything is beautifully thought out - from the house set back away from the main road so that the dogs could roam freely - to the cupboard full of board games. This is a fully functional house with all the cooking utensils and linens that a group could need. And then there is the views that you wake up to in the morning and private trails out the back of the house. Matt was a pleasure to communicate with - really responsive and very kind. All round amazing place to spend a long weekend.
Stayed 3 nights in May 2019