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

New |   Pet Friendly   7 Bedrooms  4 Bathrooms  14 Guests
Hillsdale House | Hillsdale Escape with Pool, Firepit, Hot Tub, Game Room

7 Bedroom 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
● Seasonal swimming pool - open Memorial Day to End of September (weather permitting)
● 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
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
The home has stairs at the entrance and to reach 2nd-floor bedrooms. These areas may not be suitable for guests with limited mobility.
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 Kitchen, Pool, Security/Safety, among other amenities. This House features Kitchen, Pool, Security/Safety, 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.

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Hillsdale, 12529, USA

Amenities

Air Conditioner
Parking
Pet Friendly
Pool
TV
Balcony/Terrace
Security/Safety
Sports/Activities
Bedding/Linens
Wellness Facilities
Fireplace/Heating
Guest Services
Entertainment
Barbecue/Outdoor Cooking
Child Friendly
Hot Tub
Internet
Kitchen
Laundry

Facility Overview

Air Conditioner
  • Air conditioning
  • Heating
Bathrooms
  • Soap
  • Shampoo
  • Toilet paper
  • 4 bathrooms
  • Towels provided
  • Hair dryer
Bedroom
  • Bed sheets provided
  • 7 bedrooms
  • Dining table
  • Living room
Kitchen
  • Stovetop
  • Refrigerator
  • Microwave
  • Cookware/dishes/utensils
  • Electric kettle
  • Oven
  • Coffee/tea maker
  • Toaster
  • Blender
Laundry
  • Laundry facilities
  • Washing machine and dryer
Parking
  • Onsite parking
Pet Friendly
  • Welcoming dogs only
  • 2 total (up to 50 lbs per pet)
  • Pet friendly
Accessibility
  • Smoke-free property
Activities
  • Hiking/biking trails nearby
  • Hiking nearby
Entertainment
  • Table tennis
  • TV
  • Arcade/game room
  • Games
  • Books
General
  • Unit size: 3804 sq ft (353 sq m)
  • Desk
  • Desk chair
Guest Services
  • Highchair
  • Children's dinnerware
  • Travel crib
  • Iron/ironing board
Internet
  • Free WiFi
Outdoors
  • Outdoor furniture
  • Firepit
  • Patio
Security/Safety
  • Carbon monoxide detector installed (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector installed (host has indicated there is a smoke detector on the property)
Spa
  • Outdoor pool
  • Hot tub

Policies

Check-in
Check-in time starts at 4:00 pm minimum check-in age: 21
Check-out
Check-out before 11:00 am
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
2 total (up to 50 lbs per pet) pets allowed service animals are welcome, and are exempt from fees welcoming dogs only
Smoking Policy
Smoking is not permitted
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 host has indicated there is a carbon monoxide detector on the property host has indicated there is a smoke detector on the property long-term renters welcome onsite parties or group events are strictly prohibited special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed 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

FAQ's

Is this Hillsdale house pet-friendly for guests?

Yes, pets are allowed at this property. Check the guest reviews to learn what guests had to share.

Does the Hillsdale house have a swimming pool?

Yes, this Hillsdale house has a swimming pool. Check the Facility Overview section for details about the pool and other available facilities.

How much does it cost per night to stay in Hillsdale house?

Best-rates for the Hillsdale house starts from $1,087 per night with includes Pool, Security/Safety, Child Friendly, Air Conditioner, TV, Wellness Facilities, Guest Services, Barbecue/Outdoor Cooking, Hot Tub, Internet, Laundry, Balcony/Terrace, Fireplace/Heating, Entertainment, Parking, Pet Friendly, Sports/Activities, Bedding/Linens, Kitchen At SunSki Resorts, we pair every traveler with their perfect accommodation, complete with all necessary facilities. Whether you're traveling with a group, friends, family, or pets, we have the ideal rental for you.

Is Hillsdale house a family-friendly place to stay?

Based on the information we have received from the owner or our partner, this is considered to be a family-friendly property. Families have rated this house Good or guests have recommended them suitable for families. As reported by the owner or manager, the house has specified that children are welcome. Please see details about suitability for your family or inquire with the property to learn more.

Is the Hillsdale house wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Hillsdale house has not specified they are wheelchair accessible. Likewise, there is not an elevator specified as being available at the property. Specific accessibility details may be addressed in the property details section of this page.

What is the minimum night stay policy for the Hillsdale house?

Based on the information reported by the owner or manager, the Hillsdale house indicates 1 day stay policy at this house. Guests are cautioned that the minimum stay policy may differ based on seasonality or availability and may be at the discretion of the owner or manager.

What cancellation policy is in place for Hillsdale house?

Based on the information reported by the owner or manager, details for the cancellation policy for the Hillsdale house are as follows: Cancellation policy Guests are cautioned that the cancellation policy may differ based on seasonality, availability, or current travel restrictions. Guests should also be aware that this policy may be subject to change and should be confirmed prior to booking. More details may be available on this page in the property description. However, early check-in or late check-out can sometimes be negotiated between the guest and the owner or the manager of this property.

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