Title: Hillsdale Retreat Farmhouse with Pool, Firepit, Hot Tub and Game Room - Latest Reviews, Deals & Photos 2025 - Expedia.ca [See all properties](http://www.expedia.ca/Hotel-Search?regionId=&adults=2&children=&sort=RECOMMENDED&useRewards=false&semdtl=&userIntent=&vip=false) Entire home # Hillsdale Retreat Farmhouse with Pool, Firepit, Hot Tub and Game Room ![Outdoor dining](https://images.trvl-media.com/lodging/111000000/110090000/110084500/110084444/730dbb9a.jpg?impolicy=resizecrop&rw=598&ra=fit) ![Game room](https://images.trvl-media.com/lodging/111000000/110090000/110084500/110084444/f6050e1a.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Property grounds](https://images.trvl-media.com/lodging/111000000/110090000/110084500/110084444/c757aa29.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/111000000/110090000/110084500/110084444/w1024h680x0y0-d212e81c.jpg?impolicy=resizecrop&rw=297&ra=fit) ![Terrace/patio](https://images.trvl-media.com/lodging/111000000/110090000/110084500/110084444/3043aca2.jpg?impolicy=resizecrop&rw=297&ra=fit) - Overview - Amenities - Policies - Location 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. 10 Exceptional ### Entire home 7 bedrooms4 bathrooms3804 sq ft ## Popular amenities - Hot tub - Dryer - Parking available - Washer - Pet-friendly - Pool ## Add dates for prices Check-in Check-out Travellers ## 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 Escape to this beautifully restored 7BR farmhouse nestled in the rolling hills of Hillsdale. Just minutes from Catamount ski area and close to Great Barrington, this spacious retreat features a private pool, 7-person hot tub, arcade game room, fire pit, and chef’s kitchen. Ideal for family reunions, group getaways, team business trips, or peaceful weekends in nature with fast Wi-Fi, Smart TVs, and room for 14+ guests (plus a crib). Thoughtfully designed for connection, relaxation, and memory-making, the layout offers the perfect setting for both large gatherings and cozy weekends with friends. BEDROOMS & SLEEPING ARRANGEMENTS: ● Bedroom 1 (Main level): Queen bed + ensuite bathroom, window A/C ● Bedroom 2 (Main level): Queen bed, window A/C ● Bedroom 3 (Main level): Twin bed, window A/C ● Bedroom 4 (Main level): Twin bed, window A/C ● Bedroom 5 (Upstairs): Two twin beds, window A/C ● Bedroom 6 (Upstairs): King bed + ensuite bathroom, floor A/C fans ● Bedroom 7 (Upstairs): Two full beds + crib, window A/C ● Bonus: Twin rollaway bed available All bedrooms feature cozy linens, charming decor, and plenty of natural light. 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: ● Dedicated game room with arcade machine, poker table & board games ● Sunroom with ping pong table, mountain views & 55” Smart TV ● 5 Smart TVs throughout home ● Fast Wi-Fi for streaming or remote work OUTDOOR FEATURES: ● Private backyard with breathtaking views of the hills ● Brand new hot tub with built-in speakers ● 2 fire pits: one propane lounge set, one 10-person wood-burning pit ● Weber grill, outdoor dining table (seats 10), string lights for evening ambiance OUTDOOR POOL Our private pool is open from Memorial Day to mid-October (weather permitting). Please note: Pool heating is optional and offered as an add-on amenity and not pre-charged. If you’d like the pool heated during your stay, there is an additional charge of $100 per day which will be charged on the day of check-in. This fee covers the significant energy costs required to maintain a comfortable water temperature. We kindly ask that you let us know 48 hours in advance of your stay if you’d like the pool heated so we can prepare it prior to your arrival. \*Pool Heater Disclaimer\* The Property is equipped with a pool heater, available as an additional amenity for $100 per day. Use of the heater must be requested by the Guest at least 48 hours prior to check-in, and the fee must be paid at the time of check-in. While the Host will make reasonable efforts to maintain the pool heater in good working condition, equipment failures may occur beyond the Host’s control. The Host does not guarantee the availability, functionality, or performance of the pool heater before or during the Guest’s stay. If the pool heater is unavailable, the Guest shall not be entitled to any credit or refund, except that any fee paid for the pool heater will be refunded in full. GENERAL Free WiFi, radiator heat, window A/C, hot tub towels, towels/linens, washer/dryer, hair dryer WASHER/DRYER An in-unit washer/dryer combo set. Complimentary scent-free detergent is provided for your stay. PARKING The driveway accommodates up to 5 vehicles. Parking is allowed only in designated areas. Further parking instructions will be provided at check-in. MAINTENANCE Please note: routine maintenance such as lawn care or snow plowing may take place during your stay. \*\*\*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 ![Smart TV, fireplace, DVD player](https://images.trvl-media.com/lodging/79000000/78710000/78701100/78701034/be941bed.jpg?impolicy=fcrop&w=469&h=201&p=1&q=medium) ### Berkshires Family Inn – For Getaways & Big Groups! 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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 area 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 Ebenezer II Gifts and Antiques and Hotchkiss Mobile Studio. Take an opportunity to explore the area for outdoor excitement like hiking. [Visit our Hillsdale travel guide](https://www.expedia.ca/Hillsdale.dx183683) [View more Vacation homes in Hillsdale](https://www.expedia.ca/Hillsdale-Private-Vacation-Homes.d183683-aaPrivateVacationHomes.Travel-Guide-Accommodation) ![Map](https://maps.googleapis.com/maps/api/staticmap?&size=660x330&map_id=3b266eb50d2997c6¢er=42.243206,-73.50528&zoom=13&channel=expedia-HotelInformation&maptype=roadmap&scale=1&path=color:0xFFFFF|weight:2|fillcolor:0x005AEB7F|enc:coz%60G%7Ens_M%3FU%3FS%3FU%40U%40S%3FS%40U%40U%40SBS%40UBSBU%40SBSBSDUBSBSDSDSDQDSDSDQDSFSFQDSFQFQFQHOFSFQHOFQHOHOHQHMHQJMHOJOHMJMJMJOJKHMLKJMJKLMJKLKJILILKLIJILILILGNILGLGLGNGLGNELELENENCLENCNCLCNCNANCNALANANAN%3FL%3FN%3FN%3FN%3FN%3FN%40N%40L%40N%40NBN%40NBLBNBNDLBNBLDNDLDNDLFLFNFLFLFLHNFLHJHLHLHLJJHLJLHJJLLJJJLJJJLJJJNJLJNHJJNHNJLHPHLHPHNFNHPHPFNFRHNFPFPFPDRFPDRFRDPDRDRDPDRBRDRBRDTBR%40RBRBTBR%40T%40RBR%40T%40T%3FR%40R%3FT%40T%3FR%3FT%3FT%3FRAT%3FTAR%3FRATATCRARATCRCRCTARCRETCRERCPEREREREREPGREPGREPGRGPGPINGPGPIPINGPINIPILIPKLINKLILKNKLKLKLKJKLKLKJMJKJMJMJKHMJMHMHKHMFOHMHMFMFOFMFMDODMFODMDOBMBOBODMBOBO%40OBO%40M%40O%40O%3FO%3FO%40O%3FO%3FMAO%3FO%3FOAMAOAOCOAOCMCOCOCMEOCOEMEMGOEMEOGMGMGMGOIMIMGMIKIMIMKMIKIMMKKMKKKKMMKIMKMKMKMKMIOKMIOKMIQIMIQIOIQGOIOGSGQIOGQGQGSEQGSGQESEQESESESESEQCSCSEUCSCSAUCSCSAUCSASAUAU%3FSASAU%3FU%3FS%3FU&key=AIzaSyCYjQus5kCufOpSj932jFoR_AJiL9yiwOw&signature=U6EuF_CSFuOr5reWG1zrm_s6gsU=) 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 - 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? Beta Get instant answers with AI powered search of property information and reviews. 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