Hillsdale, NY
Hillsdale Neighbors | Valley Views • Firepit
About the property
Welcome to Hilltop Hillsdale House — your peaceful countryside retreat in the heart of Hillsdale. This spacious 4-bedroom, 3-bath home offers comfort, charm, and stunning views of rolling hills. Spend your days exploring Bash Bish Falls, skiing at Catamount, or biking along the Harlem Valley Rail Trail. After a day of adventure, relax on the porch, share meals with loved ones, and enjoy cozy evenings surrounded by nature’s beauty. The perfect escape for every season!
✔ High-speed Wi-Fi
✔ Smart TV
✔ Fully equipped kitchen
✔ Washer & dryer
✔ Free parking
✔ Air conditioning
✔ Private home office and library space
✔ Breathtaking porch views and large backyard with firepit
✔ Pet-friendly
✔ Pack n Play Travel Crib (Upon request)
➥ 7 mins to Harlem Valley rail trail
➥ 11 mins to Catamount ski area
➥ 17 mins to Bash Bish Falls
➥ 18 mins to W.E.B. Du Bois National Historic Site
➥ 29 mins to Ski Butternut
✦BEDS & BATHS✦
Inside we have 4 bedrooms and 3 bathrooms all decorated tastefully to give the full nostalgic Berkshire travel experience.
Room Breakdown:
Main Bedroom - 1 Queen bed
Bedroom 2 - 1 Queen bed
Bedroom 3 - 1 Queen bed
Bedroom 4 - 1 Double bed
All Berkshire Vacation Rental Co.™ Properties include:
- Support from full-time local team available daily from 9am to 9pm
- Professional housekeeping & property inspection prior to guest arrival
- Towels, linens, and bath products
- At least a mornings worth of coffee to get you started
- Learn more @berkshire vacation rental
Cleaning Protocols: As THE professional management company in The Berkshires we take pride in our professional cleaning standards between guests. We pay above the living wage & 100% of your cleaning fee is paid directly to the individual cleaner responsible for your property.
• DOGS: Your dog is welcome and there is a one time fee of $100. Please include your pet in the booking so we know ahead of time. Max of 2 dogs. No other types of animals are authorized.
To provide a high level of security and safety all Berkshire Vacation Rental Co. properties are equipped with a security camera facing the parking area.
There is space for parking multiple cars in the driveway. Please note, road and driveway of the property are gravel / dirt. Make sure to have an AWD equipped car in the winter months.
Welcome to Hilltop Hillsdale House — your peaceful countryside retreat in the heart of Hillsdale. This spacious 4-bedroom, 3-bath home offers comfort, charm, and stunning views of rolling hills. Spend your days exploring Bash Bish Falls, skiing at Catamount, or biking along the Harlem Valley Rail Trail. After a day of adventure, relax on the porch, share meals with loved ones, and enjoy cozy evenings surrounded by nature’s beauty. The perfect escape for every season!
✔ High-speed Wi-Fi
✔ Smart TV
✔ Fully equipped kitchen
✔ Washer & dryer
✔ Free parking
✔ Air conditioning
✔ Private home office and library space
✔ Breathtaking porch views and large backyard with firepit
✔ Pet-friendly
✔ Pack n Play Travel Crib (Upon request)
➥ 7 mins to Harlem Valley rail trail
➥ 11 mins to Catamount ski area
➥ 17 mins to Bash Bish Falls
➥ 18 mins to W.E.B. Du Bois National Historic Site
➥ 29 mins to Ski Butternut
✦BEDS & BATHS✦
Inside we have 4 bedrooms and 3 bathrooms all decorated tastefully to give the full nostalgic Berkshire travel experience.
Room Breakdown:
Main Bedroom - 1 Queen bed
Bedroom 2 - 1 Queen bed
Bedroom 3 - 1 Queen bed
Bedroom 4 - 1 Double bed
All Berkshire Vacation Rental Co.™ Properties include:
- Support from full-time local team available daily from 9am to 9pm
- Professional housekeeping & property inspection prior to guest arrival
- Towels, linens, and bath products
- At least a mornings worth of coffee to get you started
- Learn more @berkshire vacation rental
Cleaning Protocols: As THE professional management company in The Berkshires we take pride in our professional cleaning standards between guests. We pay above the living wage & 100% of your cleaning fee is paid directly to the individual cleaner responsible for your property.
• DOGS: Your dog is welcome and there is a one time fee of $100. Please include your pet in the booking so we know ahead of time. Max of 2 dogs. No other types of animals are authorized.
To provide a high level of security and safety all Berkshire Vacation Rental Co. properties are equipped with a security camera facing the parking area.
There is space for parking multiple cars in the driveway. Please note, road and driveway of the property are gravel / dirt. Make sure to have an AWD equipped car in the winter months.
Welcome to Hilltop Hillsdale House — your peaceful countryside retreat in the heart of Hillsdale. This spacious 4-bedroom, 3-bath home offers comfort, charm, and stunning views of rolling hills. Spend your days exploring Bash Bish Falls, skiing at Catamount, or biking along the Harlem Valley Rail Trail. After a day of adventure, relax on the porch, share meals with loved ones, and enjoy cozy evenings surrounded by nature’s beauty. The perfect escape for every season!
✔ High-speed Wi-Fi
✔ Smart TV
✔ Fully equipped kitchen
✔ Washer & dryer
✔ Free parking
✔ Air conditioning
✔ Private home office and library space
✔ Breathtaking porch views and large backyard with firepit
✔ Pet-friendly
✔ Pack n Play Travel Crib (Upon request)
➥ 7 mins to Harlem Valley rail trail
➥ 11 mins to Catamount ski area
➥ 17 mins to Bash Bish Falls
➥ 18 mins to W.E.B. Du Bois National Historic Site
➥ 29 mins to Ski Butternut
✦BEDS & BATHS✦
Inside we have 4 bedrooms and 3 bathrooms all decorated tastefully to give the full nostalgic Berkshire travel experience.
Room Breakdown:
Main Bedroom - 1 Queen bed
Bedroom 2 - 1 Queen bed
Bedroom 3 - 1 Queen bed
Bedroom 4 - 1 Double bed
All Berkshire Vacation Rental Co.™ Properties include:
- Support from full-time local team available daily from 9am to 9pm
- Professional housekeeping & property inspection prior to guest arrival
- Towels, linens, and bath products
- At least a mornings worth of coffee to get you started
- Learn more @berkshire vacation rental
Cleaning Protocols: As THE professional management company in The Berkshires we take pride in our professional cleaning standards between guests. We pay above the living wage & 100% of your cleaning fee is paid directly to the individual cleaner responsible for your property.
• DOGS: Your dog is welcome and there is a one time fee of $100. Please include your pet in the booking so we know ahead of time. Max of 2 dogs. No other types of animals are authorized.
To provide a high level of security and safety all Berkshire Vacation Rental Co. properties are equipped with a security camera facing the parking area.
There is space for parking multiple cars in the driveway. Please note, road and driveway of the property are gravel / dirt. Make sure to have an AWD equipped car in the winter months.
Availability & Pricing
For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.
| Date | Price (USD, excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Jun 2, 2026 | $199 | Not Available | 2 |
| Jun 3, 2026 | $199 | Not Available | 2 |
| Jun 4, 2026 | $199 | Not Available | 2 |
| Jun 5, 2026 | $209 | Not Available | 2 |
| Jun 6, 2026 | $223 | Not Available | 2 |
| Jun 7, 2026 | $199 | Not Available | 2 |
| Jun 8, 2026 | $199 | Not Available | 2 |
| Jun 9, 2026 | $199 | Not Available | 2 |
| Jun 10, 2026 | $199 | Not Available | 2 |
| Jun 11, 2026 | $209 | Not Available | 2 |
| Jun 12, 2026 | $297 | Not Available | 2 |
| Jun 13, 2026 | $294 | Not Available | 2 |
| Jun 14, 2026 | $226 | Not Available | 2 |
| Jun 15, 2026 | $199 | Not Available | 2 |
| Jun 16, 2026 | $199 | Not Available | 2 |
| Jun 17, 2026 | $213 | Not Available | 2 |
| Jun 18, 2026 | $300 | Not Available | 2 |
| Jun 19, 2026 | $362 | Not Available | 2 |
| Jun 20, 2026 | $353 | Not Available | 2 |
| Jun 21, 2026 | $276 | Not Available | 2 |
| Jun 22, 2026 | $238 | Not Available | 2 |
| Jun 23, 2026 | $242 | Not Available | 2 |
| Jun 24, 2026 | $280 | Not Available | 2 |
| Jun 25, 2026 | $628 | Not Available | 5 |
| Jun 26, 2026 | $721 | Not Available | 5 |
| Jun 27, 2026 | $718 | Not Available | 5 |
| Jun 28, 2026 | $603 | Not Available | 5 |
| Jun 29, 2026 | $554 | Not Available | 5 |
| Jun 30, 2026 | $589 | Not Available | 5 |
| Jul 1, 2026 | $692 | Not Available | 5 |
| Jul 2, 2026 | $799 | Not Available | 5 |
| Jul 3, 2026 | $799 | Not Available | 5 |
| Jul 4, 2026 | $799 | Not Available | 5 |
| Jul 5, 2026 | $631 | Not Available | 5 |
| Jul 6, 2026 | $580 | Not Available | 7 |
| Jul 7, 2026 | $497 | Not Available | 7 |
| Jul 8, 2026 | $564 | Not Available | 7 |
| Jul 9, 2026 | $645 | Not Available | 7 |
| Jul 10, 2026 | $703 | Not Available | 7 |
| Jul 11, 2026 | $672 | Not Available | 7 |
| Jul 12, 2026 | $561 | Not Available | 7 |
| Jul 13, 2026 | $608 | Not Available | 7 |
| Jul 14, 2026 | $481 | Not Available | 7 |
| Jul 15, 2026 | $492 | Not Available | 7 |
| Jul 16, 2026 | $583 | Not Available | 7 |
| Jul 17, 2026 | $672 | Not Available | 7 |
| Jul 18, 2026 | $644 | Not Available | 7 |
| Jul 19, 2026 | $578 | Not Available | 7 |
| Jul 20, 2026 | $487 | Not Available | 7 |
| Jul 21, 2026 | $581 | Not Available | 7 |
| Jul 22, 2026 | $508 | Not Available | 7 |
| Jul 23, 2026 | $614 | Not Available | 7 |
| Jul 24, 2026 | $749 | Not Available | 7 |
| Jul 25, 2026 | $737 | Not Available | 7 |
| Jul 26, 2026 | $639 | Not Available | 7 |
| Jul 27, 2026 | $613 | Not Available | 7 |
| Jul 28, 2026 | $603 | Not Available | 7 |
| Jul 29, 2026 | $614 | Not Available | 7 |
| Jul 30, 2026 | $625 | Not Available | 7 |
| Jul 31, 2026 | $756 | Not Available | 7 |
| Aug 1, 2026 | $740 | Not Available | 7 |
| Aug 2, 2026 | $573 | Not Available | 7 |
| Aug 3, 2026 | $527 | Not Available | 7 |
| Aug 4, 2026 | $506 | Not Available | 7 |
| Aug 5, 2026 | $523 | Not Available | 7 |
| Aug 6, 2026 | $596 | Not Available | 7 |
| Aug 7, 2026 | $757 | Not Available | 7 |
| Aug 8, 2026 | $771 | Not Available | 7 |
| Aug 9, 2026 | $556 | Not Available | 7 |
| Aug 10, 2026 | $619 | Not Available | 7 |
| Aug 11, 2026 | $543 | Not Available | 7 |
| Aug 12, 2026 | $572 | Not Available | 7 |
| Aug 13, 2026 | $651 | Not Available | 7 |
| Aug 14, 2026 | $799 | Not Available | 7 |
| Aug 15, 2026 | $799 | Not Available | 7 |
| Aug 16, 2026 | $612 | Not Available | 7 |
| Aug 17, 2026 | $596 | Not Available | 7 |
| Aug 18, 2026 | $558 | Not Available | 7 |
| Aug 19, 2026 | $569 | Not Available | 7 |
| Aug 20, 2026 | $639 | Not Available | 7 |
| Aug 21, 2026 | $798 | Not Available | 7 |
| Aug 22, 2026 | $755 | Not Available | 7 |
| Aug 23, 2026 | $582 | Not Available | 7 |
| Aug 24, 2026 | $504 | Not Available | 7 |
| Aug 25, 2026 | $517 | Not Available | 7 |
| Aug 26, 2026 | $520 | Not Available | 7 |
| Aug 27, 2026 | $587 | Not Available | 7 |
| Aug 28, 2026 | $698 | Not Available | 7 |
| Aug 29, 2026 | $694 | Not Available | 7 |
| Aug 30, 2026 | $530 | Not Available | 7 |
| Aug 31, 2026 | $429 | Not Available | 7 |
Amenities
4.8 · 5 reviews
This house had the perfect vibes for a ski trip. We were only about 15 minutes from Catamount, and the winter scenery was absolutely beautiful—quiet, peaceful, and exactly what we were hoping for. We did have a few mishaps with our non-AWD car in the winter conditions, but Jaryn was responsive and understanding. He provided helpful resources to help get us out of the predicament. The home itself felt very cozy and welcoming. The kitchen is every chef’s dream, and our dog had an absolute blast roaming around, which was such a refreshing change from the city landscape.
The home is beautiful, can watch the sunrise over the hills to the east from the living room or enjoy it outside on the deck, very private, with great views of the surrounding landscape, very cozy in the winter. We had a great time!. Thanks Jaryn!
Beautiful space, secluded and comfortable. Jaryn is an excellent host, highly recommend!
Where you'll be
Hillsdale, NY, 12529, US
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
You'll save $3,000+ booking direct!
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We're building a relationship, not closing a booking.
Things to know
Cancellation policy
Contact us for cancellation policy details prior to booking.