Hillsdale Escape with Pool, Firepit, Hot Tub, Game Room | House in Hillsdale

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—complete 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
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.
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!

Hillsdale Escape with Pool, Firepit, Hot Tub, Game Room is located in Hillsdale. Hillsdale Escape with Pool, Firepit, Hot Tub, Game Room provides accommodation, featuring Parking, Fireplace/Heating, Child Friendly, among other amenities. This House features Parking, Fireplace/Heating, Child Friendly, to make your stay a comfortable one.

Hillsdale Escape with Pool, Firepit, Hot Tub, Game Room has 7 Bedrooms , 4 Bathrooms, and max occupancy of 14 people. The minimum rental for this property is 1 nights, but this can change depending on the season you plan on staying. Previous guests have given good rated it, and VRBO labeled it a top-rated House because of the excellent services rendered by the owner or manager of this House, and has consistently provided great experiences for their guests. Most families or guests that use it recommend it to their friends and some of them are repeat guests. House has a friendly neighborhood, and the Hillsdale has interesting places to visit. If you want to learn more about the House in Hillsdale, such as places to visit and things to do nearby, you can check below to learn more.