Private Contemporary Country Chalet | House in Hillsdale

9.0 (15 Reviews) |   Pet Friendly   2 Bedrooms  2 Bathrooms  4 Guests
Hillsdale House | Private Contemporary Country Chalet

2 Bedroom House in Hillsdale

Charming chalet situated on the top of a wooded mountainside, with a long, private driveway and 11 acres of woods with a pond a nature trails. A short drive from great Barrington, MA and Hudson, NY. Open plan living area has large sectional, stunning morning light, Hue lighting & hip decor. Kitchen has new stainless steel appliances. Two bedrooms upstairs & TV room/office lead to expansive, private deck with hot tub and furnture for dining, relaxing, grilling and sitting around propane fire pit. Downstairs has lounge, bar, large screen TV and gym with treadmill and exercise equipment.

Private Contemporary Country Chalet is located in Hillsdale. Private Contemporary Country Chalet provides accommodation, featuring Guest Services, Barbecue/Outdoor Cooking, Internet, among other amenities. This House features Guest Services, Barbecue/Outdoor Cooking, Internet, to make your stay a comfortable one.

Private Contemporary Country Chalet has 2 Bedrooms , 2 Bathrooms, and max occupancy of 4 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.

Show more
OneKey Logos

This Property is OneKey Eligible

Earn OneKeyCash for every dollar spent on eligible vacation rentals, villas, cottages, cabins, and more when you book on Vrbo.

JOIN TODAY

Amenities

Air Conditioner
Pet Friendly
TV
Balcony/Terrace
Security/Safety
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
  • Bathtub or shower
  • Shampoo
  • 2 bathrooms
  • Toilet paper
  • Hair dryer
  • Soap
  • Towels provided
Bedroom
  • 2 bedrooms
  • Bed sheets provided
Kitchen
  • Refrigerator
  • Toaster
  • Lobster/crab pot
  • Kitchen island
  • Dishwasher
  • Oven
  • Microwave
  • Stovetop
  • Electric kettle
Laundry
  • Laundry facilities
  • Washing machine and dryer
Pet Friendly
  • Pet friendly
  • 1 total pets
  • Welcoming dogs only
Accessibility
  • Smoke-free property
Activities
  • Fitness center
Entertainment
  • Stereo
  • TV with cable/satellite service
General
  • Desk
  • Office
Guest Services
  • Children's dinnerware
  • Iron/ironing board
Internet
  • WiFi available
Outdoors
  • Patio
  • Firepit
  • Barbecue grill
Security/Safety
  • Smoke detector not reported (host has not indicated whether there is a smoke detector on the property)
  • Carbon monoxide detector not reported (host has not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector)
Spa
  • Hot tub

Policies

Check-in
Check-in time starts at 2:00 pm minimum check-in age: 18
Check-out
Check-out before 12:00 pm
Child Policy
Children are welcome.
Event Policy
No events allowed
Pet Policy
1 total pets note from host: pets are $50 per stay per dog. not allowed on beds 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 not indicated whether there is a carbon monoxide detector on the property; consider bringing a portable detector with you on the trip host has not indicated whether there is a smoke detector on the property 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 has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room 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

Reviews

Carol E.
Jul 7, 2025 12:01:40 AM
Review Score:   10
Summary: Enjoyed the beautiful properly , good location , came with family and had family from Great Barrington over for brunch . Saw James Taylor at Tanglewood, shopped in Lenox and Stockbridge .
See All Reviews

FAQ's

Is this Private Contemporary Country Chalet pet-friendly for guests?

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

Does the Private Contemporary Country Chalet have a swimming pool?

No, this Private Contemporary Country Chalet does not have 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 Private Contemporary Country Chalet?

Best-rates for the Private Contemporary Country Chalet starts from $373 per night with includes Child Friendly, Pet Friendly, Balcony/Terrace, Bedding/Linens, Fireplace/Heating, Guest Services, Barbecue/Outdoor Cooking, Internet, Air Conditioner, TV, Security/Safety, Entertainment, Kitchen, Wellness Facilities, Hot Tub, Laundry with all other facilities. matches every traveler with their perfect accommodation, whether you are traveling with a group, friends, family, or pets.

Is Private Contemporary Country Chalet 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 Private Contemporary Country Chalet wheelchair accessible or offer services for disabled guests?

Based on the information received from our partner, the Private Contemporary Country Chalet 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 Private Contemporary Country Chalet?

Based on the information reported by the owner or manager, the Private Contemporary Country Chalet 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 Private Contemporary Country Chalet?

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.

Check House Availability
Nightly rates from:
USD373
You will be redirected to  
Hot Deal - It has been viewed 189 times today
Not the right fit? Check out our other properties in Hillsdale
3 bedroom house with a heated pool From US $2,044
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Lakefront Estate on Copake Lake From US $825
         

10.0 (35 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Hillsdale home with Stunning Views. Dog friendly! From US $389
         

10.0 (10 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming Lakefront Retreat Nestled Among Trees From US $590
         

Lg Beautiful Country Home in Scenic Upstate NY! From US $392
         

10.0 (5 Reviews)
House
  • Air Conditioner
  • Parking
  • Pool
Copake Lake chalet with indoor pool From US $670
         

10.0 (2 Reviews)
Ski Chalet
  • Air Conditioner
  • Parking
  • Pool
The Rye House: Paradise w/Pool+Hot Tub From US $1,593
         

10.0 (1 Review)
House
  • Air Conditioner
  • Parking
  • Pool
Saltbox-style residence in the Berkshires From US $788
         

10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • TV
A Charming Cottage - Secluded in Nature and Relaxing From US $333
         

Lavish Sanctuary with Hot Tub and 5 Star Features From US $1,414
         

Hot Tub & Mountain Views: Home Near Hiking From US $372