Hillsdale Retreat Farmhouse with Pool, Firepit, Hot Tub and Game Room
Experience the charm of the countryside in this spacious, thoughtfully restored 7-bedroom farmhouse, designed for connection, relaxation, and memory-making. Perfect for family gatherings, group retreats, or cozy weekends with friends, the home comfortably accommodates up to 14 guests (plus a crib) in a layout that balances warmth and togetherness.
BEDROOMS & SLEEPING ARRANGEMENTS:
Main Level Bedroom 1: Queen bed + ensuite bathroom Bedroom 2: Queen bed Bedroom 3: Twin bed Bedroom 4: Twin bed
Upstairs Bedroom 5: Two twin beds Bedroom 6: King bed + ensuite bathroom Bedroom 7: Two full beds + crib
Bonus: One pack ’n play and one twin-size rollaway bed are also available.
Each bedroom features cozy linens, charming décor, and plenty of natural light—ideal for restful winter mornings and quiet nights in.
KITCHEN & DINING
● Fully equipped chef’s kitchen with stainless steel appliances ● Keurig + drip coffee makers, wine fridge, spices, toddler plates & bowls ● Eat-in breakfast nook for 6 ● Formal dining room with seating for 10—ideal for holiday meals and celebrations
GAME ROOM & ENTERTAINMENT:
● Game room with two arcade machines, poker table, and classic board games ● Sunroom with indoor ping pong table, mountain views & 55” Smart TV ● 5 Smart TVs throughout home ● High-speed Wi-Fi for streaming or remote work
OUTDOOR FEATURES:
● Private backyard with breathtaking hill views ● Brand-new hot tub for crisp winter nights ● Two fire pits: propane lounge set + 10-person wood-burning pit ● Weber grill, outdoor dining for 10, and string lights for cozy evening ambiance
Seasonal Pool Our private pool is open from mid May through mid-October (weather permitting).
● Pool heating is available as an add-on amenity for $100 per day. Please notify your host at least 48 hours before arrival if you’d like the pool heated so it’s ready for use at check-in. This fee covers the high energy cost required to maintain a comfortable temperature. ● Pool Heater Disclaimer: While the Host will make every effort to keep the heater in good working condition, occasional malfunctions may occur. If the heater is unavailable, the daily fee will be fully refunded; no additional credits or refunds will be issued.
General Amenities ● Free Wi-Fi ● Radiator heating throughout the home ● Hot tub towels, bed linens, and bath essentials provided ● Toiletries (soap, shampoo, conditioner, body wash) ● Paper products and cleaning supplies included
WASHER/DRYER An in-unit washer/dryer combo set. Complimentary scent-free detergent is provided for your stay.
PARKING ● Driveway fits up to 5 vehicles ● Parking permitted only in designated areas ● Detailed parking info provided at check-in
MAINTENANCE Routine snow plowing or lawn care may occur during your stay. Weekly hot tub maintenance ensures your comfort and safety.
Whether you’re sipping cocoa by the fire, soaking in the hot tub under the stars, or watching the snow fall over the hills, this farmhouse retreat is your perfect upstate winter getaway.
***IMPORTANT NOTES***
SHORT-TERM RENTAL AGREEMENT All guests are required to sign our Short-Term Rental Agreement upon booking. It includes important details such as check-in/check-out times, house rules, and stay guidelines.
PET FRIENDLY We welcome dogs under 50 lbs (maximum of 2 dogs). -Pet fee: $150 per pet, per stay -No cats allowed at this time. -Please let us know how many pets you’re bringing at the time of booking. Platform will automatically include the first pet fee. For additional pets, we’ll request an extra $150 per pet through the app. All pet fees must be paid prior to check-in.
PARTIES & GATHERINGS Absolutely no parties or large gatherings allowed — no exceptions!
HILLSDALE TOWNSHIP NOISE ORDINANCE Our home is in a peaceful rural area, so please respect quiet hours. -Quiet hours: 9 PM to 8 AM -No loud music should be played during these hours. Be mindful of our neighbors and the local ordinance.
STAIRS REQUIRED This charming historic farmhouse features a distinctive layout that enhances its character. Inside, you’ll encounter several small sets of steps, with the kitchen thoughtfully positioned on the opposite side of the living room. Two bedrooms are located on one side of the house on the second level, while a third bedroom is accessible via a separate staircase off the dining room. The home’s cozy, old-world charm is truly captivating, though the layout may be less suited for guests with mobility challenges.
FIREPLACE NOTICE The indoor fireplace is currently not available for guest use.
SECURITY AWARENESS 4 exterior security cameras are installed facing outward for guest and property safety. No cameras face any interior living spaces. Cameras do not actively record video or sound during guest stays.
WILDLIFE AWARENESS Located in a rural area — you may spot deer, foxes, coyotes, or even bears. Please be cautious and avoid leaving food or trash outdoors.
TRAFFIC NOTICE Our home is along State Route 22, so you may hear outdoor traffic noise.
Thank you and looking forward to your reservation!
Our prices include all fees. No hidden fees.
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Pets allowed: dogs less than 50 lbs per pet (limit 2 pets total)
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Smoking
Smoking is not permitted
No smoking, vaping, or marijuana use, burning incense, sage. Smoking is allowed outdoors only. Evidence of indoor smoking will result in a $500 fine.
Do not lock the bottom door under the Schlage keypad lock, doing so will prevent entry from outside. Lock out fees will incur in any case of lock out.
Pets are not allowed on furniture, including sofas, beds, and chairs. Excessive pet odors or damage to furniture may result in a $350 cleaning fee.
Important information
You need to know
Property # 4256448
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
Onsite parties or group events are strictly prohibited
Long-term renters welcome
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
About the neighborhood
Hillsdale
Hillsdale is home to this vacation home. Catamount Aerial Adventure Park and Catamount Ski Area are worth checking out if an activity is on the agenda, while those wishing to experience the area's natural beauty can explore Taconic State Park and Jug End State Reservation. Traveling with kids? Consider Mahaiwe Performing Arts Center and Ebenezer II Gifts and Antiques. Take an opportunity to explore the area for outdoor excitement like hiking.
Catamount Aerial Adventure Park - 8 min drive - 12.4 km
Catamount Ski Area - 9 min drive - 13.5 km
Taconic State Park - 10 min drive - 15.9 km
Getting around
Hudson Station - 33 min drive
Hudson, NY (HCC-Columbia County) - 30 min drive
Restaurants
Stewart's Shops - 6 min drive
Four Brothers Pizza Inn - 7 min drive
Little Cat Lodge - 10 min drive
Fat Cat - 11 min drive
O's Hillsdale Diner - 6 min drive
Frequently asked questions
Does Hillsdale Retreat Farmhouse with Pool, Firepit, Hot Tub and Game Room have a pool?
Yes, this property has an outdoor pool.
How much does it cost to stay at Hillsdale Retreat Farmhouse with Pool, Firepit, Hot Tub and Game Room?
As of May 9, 2026, prices found for a 1-night stay for 2 adults at Hillsdale Retreat Farmhouse with Pool, Firepit, Hot Tub and Game Room on May 11, 2026 start from $757, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Hillsdale Retreat Farmhouse with Pool, Firepit, Hot Tub and Game Room pet-friendly?
Yes, this property allows dogs (limit 2 total) with a maximum weight of up to 50 lbs per pet.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Hillsdale Retreat Farmhouse with Pool, Firepit, Hot Tub and Game Room?
Check-in begins at 4:00 PM.
What time is check-out at Hillsdale Retreat Farmhouse with Pool, Firepit, Hot Tub and Game Room?
Check-out is at 11:00 AM.
Where is Hillsdale Retreat Farmhouse with Pool, Firepit, Hot Tub and Game Room located?
Set in Hillsdale, this family-friendly vacation home is within 6 mi (10 km) of Hillsdale Town Hall, Community Library, and Catamount Aerial Adventure Park. Taconic State Park and Catamount Ski Area are also within 9 mi (15 km).
Reviews
10
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
It's the perfect house for a big family get together. Great kitchen, lots of privacy even with all the rooms, beautiful countryside to explore, and the best hot tub for a relaxing end of the day.
Beautiful house! It was a big house and we loved all the rooms and how they were decorated! When we first arrived the heat wasn’t working and the host had someone there with the half hour fixing the problem. Beautiful quite area as well
We had a great stay at this property! The home was exactly as described—clean, comfortable, and well-maintained. It worked perfectly for our large group, with plenty of space for everyone to relax and enjoy.The hot tub and fire pit were definitely highlights—they made the evenings especially enjoyable and were perfect for hanging out together as a group.The host was very responsive and proactive with communication, which made the entire experience smooth from check-in to check-out. We really appreciated the attention to detail and how easy everything was.Overall, a wonderful experience. We would definitely stay here again and highly recommend it to others!
Navin S.
Stayed 2 nights in Apr 2026
About the host
Hosted by carolyn
Premier Host
They consistently provide great experiences for their guests