Nestled in the rolling hills of Hillsdale, this historic farmhouse offers a serene retreat for larger groups. Unwind in the 7-person hot tub or gather around the fire pit as you take advantage of fast WiFi and entertainment options like games, arcades, ping pong, and a poker table.
Reviews
1010 out of 10
Exceptional
Entire home
7 bedrooms4 bathrooms3804 sq ft
Popular amenities
Hot Tub
Dryer
Washer
Parking available
Pool
Pet friendly
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
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
Pool (Closed for the Season) Our private pool is open May through mid-October (weather permitting). During winter, enjoy the hot tub and fire pits for a relaxing outdoor experience.
Winter Weather Advisory The Poconos region is known for its beautiful snowy winters. The property is regularly plowed and shoveled, but snow and ice conditions may vary during active storms. For your convenience and safety, salt and shovels are provided on-site for guest use.
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!
Property amenities
Pool/Spa
Hot tub
Outdoor pool
Internet
Available in the house: Free WiFi
Parking and transportation
Parking on site
Kitchen
Blender
Coffee/tea maker
Cookware, dishware, and utensils
Electric kettle
Microwave
Oven
Refrigerator
Stovetop
Toaster
Dining
Dining table
Bedrooms
7 bedrooms
Bedsheets provided
Bathroom
4 bathrooms
Hair dryer
Shampoo
Soap
Toilet paper
Towels provided
Living spaces
Dining table
Living room
Entertainment
Books
Games
TV
Outdoor areas
Firepit
Outdoor furniture
Patio
Laundry
Laundry facilities
Washing machine
Work spaces
Desk
Desk chair
Comfort
Air conditioning
Heating
Pets
Pet friendly
Welcoming dogs only
2 pets total (up to 50 lbs per pet)
Suitability/Accessibility
Smoking not allowed
Services and conveniences
Iron/ironing board
Things to do
Arcade/game room
Table tennis
Hiking/biking trails 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
Unit size: 3,804 square feet
Similar properties
The Great Escape Ski Cottage w/HOT TUB @ Great Barrington
The Great Escape Ski Cottage w/HOT TUB @ Great Barrington
You will receive an email from the host with check-in and check-out instructions
Rules
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.
Pets
Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs only
2 total (up to 50 lbs per pet)
Children and extra beds
Children are welcome
Events
No events allowed
Smoking
Smoking is not permitted
Important information
You need to know
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
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
About the neighborhood
Hillsdale, NY
What's nearby
Catamount Aerial Adventure Park - 8 min drive - 7.7 miles
Catamount Ski Area - 9 min drive - 8.4 miles
Norman Rockwell Museum - 22 min drive - 21.0 miles
National Shrine of the Divine Mercy - 24 min drive - 22.3 miles
Tanglewood Music Center - 29 min drive - 25.2 miles
Getting around
Hudson Station - 33 min drive
Hudson, NY (HCC-Columbia County) - 30 min drive
Restaurants
Stewart's Shops - 6 min drive
Hy’s Fried - 10 min drive
Four Brothers Pizza Inn - 7 min drive
Roe Jan Brewing Co. - 7 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.
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.
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).
Have a question?
AI iconBeta
Get instant answers with AI powered search of property information and reviews.