Entire home
Hillsdale Retreat Farmhouse with Pool, Firepit, Hot Tub and Game Room
Family-friendly holiday home with outdoor pool and Hot tub
Photo gallery for Hillsdale Retreat Farmhouse with Pool, Firepit, Hot Tub and Game Room





7 bedrooms4 bathroomsSleeps 143804 sq ft
Popular amenities
Explore the area
Hillsdale, NY
- Place, Catamount Aerial Adventure Park11 min drive
- Place, Catamount Ski Area12 min drive
- Place, National Shrine of the Divine Mercy27 min drive
- Airport, Hudson, NY (HCC-Columbia County)35 min drive
Rooms & beds
7 bedrooms (sleeps 14)
Bedroom 1
1 Queen Bed
Bedroom 2
1 Queen Bed
Bedroom 3
1 Single Bed
Bedroom 4
1 Single Bed
Bedroom 5
2 Single Beds
Bedroom 6
1 King Bed
Bedroom 7
1 Crib and 2 Double Beds
4 bathrooms
Bathroom 1
Soap · Towels provided · Bathtub · Toilet · Shampoo · Hair dryer
Bathroom 2
Bathroom 3
Bathroom 4
Soap · Towels provided · Bathtub · Toilet · Shampoo · Hair dryer
Spaces
Deck or patio
Kitchen
Dining area
About this property
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!
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!
Our prices include all fees. No hidden fees.
Add dates for prices
Amenities
Pool
Hot tub
Kitchen
Washing machine
Dryer
Pet-friendly
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House Rules
Check in after 4:00 PM
Minimum age to rent: 21
Check out before 11:00 AM
Children
Children allowed: ages 0–17
Events
No events allowed
Pets
Pets allowed: dogs less than 23 kg per pet (limit 2 pets total)
Smoking
Smoking is not permitted
Important information
You need to know
This property is managed by a professional host. The provision of housing is linked to their trade, business or profession.
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
On-site parties or group events are strictly prohibited
Long-term renters welcome
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
If you cancel your booking, you'll be subject to the host's cancellation policy. In accordance with UK consumer law, property booking services are not subject to the right of withdrawal.
About the area
Hillsdale
Hillsdale is home to this holiday home. The area's natural beauty can be seen at Taconic State Park and Jug End State Reservation, while The Mac-Haydn Theatre and Great Barrington Historical Society & Museum are cultural highlights. Travelling with kids? Consider Ebenezer II Gifts and Antiques and Hotchkiss Mobile Studio. Take the opportunity to explore the area for outdoor excitement like hiking.
Hillsdale, NY
What's nearby
- Catamount Aerial Adventure Park - 11 min drive - 12.4 km
- Catamount Ski Area - 12 min drive - 13.5 km
- Norman Rockwell Museum - 26 min drive - 33.7 km
- National Shrine of the Divine Mercy - 27 min drive - 35.9 km
- Tanglewood Music Center - 33 min drive - 40.5 km
Getting around
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
About the host
Hosted by carolyn
Premier Host
They consistently provide great experiences for their guests
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