Modern, private, spacious vacation home, deck, mountain views, near Tanglewood

5 bedrooms3+ bathroomsSleeps 10

Popular amenities

Fireplace

Free WiFi

Washer

Dryer

Air conditioning

Kitchen

Explore the area

Hillsdale, NY

Great Barrington, MA (GBR-Walter J. Koladza)12 min drive
Catamount Aerial Adventure Park13 min drive
Catamount Ski Area14 min drive
Ski Butternut26 min drive

Rooms & beds

5 bedrooms (sleeps 10)

Bedroom 1

1 King Bed

Bedroom 2

1 Queen Bed

Bedroom 3

1 Queen Bed

Bedroom 4

3 Single Beds

Bedroom 5

1 Single Bunk Bed

3 bathrooms, 2 half bathrooms

Bathroom 1

Soap · Towels provided · Bathtub or shower · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 2

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 3

Soap · Towels provided · Toilet · Shower only · Shampoo · Hair dryer

Bathroom 4

Soap · Towels provided · Toilet

Bathroom 5

Soap · Towels provided · Toilet

Spaces

Deck or patio

Porch or lanai

Kitchen

Garden

About this property

Sunset views, huge deck, chef's kitchen, fireplace, high-speed WiFi. This home is fully-equipped for your comfort and relaxation.

This home is located in one of the most beautiful areas of the Hudson Valley/Berkshires, on a quiet dead-end road, close to skiing, hiking, lakes, farms, and wineries, yet very private on the deck with endless mountain views. The house has been renovated to include an open, spacious living area and stunning new chef's kitchen with gas stove. 5 generous bedrooms, 3 full bathrooms, and 2 powder rooms make this a comfortable house for everyone to spread out.

This is the perfect spot to bring together family or friends to eat on the screened porch, look at the stars from the deck at night, gather around the firepit, read by the fireplace, or watch movies in the media room on a 75" TV. Cable internet means everyone can study and work efficiently during your stay.

15 minutes to Great Barrington, 25 minutes to Hudson, and 5 minutes to Hillsdale town center. The location is close to numerous hiking trails, swimming holes, ski resorts, foodie restaurants, public tennis courts. But once you get to the house you may just decide to play pickleball in the driveway and ping pong in the garage, grill out on the deck, and relax in this spacious and comfortable home.

Property manager

Chillsdale Hospitality

Premier Host

Amenities

Kitchen

Washer

Dryer

Free WiFi

Air conditioning

Outdoor space

Hot tub

Kitchen

Washer

Dryer

House Rules

Check in after 3:00 PM

Minimum age to rent: 21

Check out before 11:00 AM

Children

Children allowed: ages 0–17

Events

No events allowed

Pets

No pets allowed

Pets must be approved in advance of renting.

Smoking

Smoking is not permitted

Damage and incidentals

You will be responsible for any damage to the rental property caused by you or your party during your stay.

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

On-site parties or group events are strictly prohibited

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

About the area

Hillsdale

Located in Hillsdale, this holiday home is in a rural area and in the mountains. Tanglewood Music Center and Mahaiwe Performing Arts Center are cultural highlights, and some of the area's attractions include Ebenezer II Gifts and Antiques and Hotchkiss Mobile Studio. Travelling with kids? Consider Charles H. Baldwin & Sons and Hoffman's Pottery. Explore all the area has to offer with horse riding, mountain biking and hiking.

Hillsdale, NY

What's nearby

Catamount Aerial Adventure Park - 13 min drive
Catamount Ski Area - 14 min drive
Housatonic River Walk - 21 min drive
Ski Butternut - 26 min drive
National Shrine of the Divine Mercy - 32 min drive

Getting around

Hudson Station - 35 min drive
Hudson, NY (HCC-Columbia County) - 34 min drive

Restaurants

Roe Jan Brewing - 11 min drive
Little Cat Lodge - 14 min drive
Olde Egremont Country Store - 12 min drive
Pleasant and Main - 26 min drive
John Andrew's Restaurant - 16 min drive

Frequently asked questions

Is Modern, private, spacious vacation home, deck, mountain views, near Tanglewood pet-friendly?

No, pets are not allowed at this property.

What time is check-in at Modern, private, spacious vacation home, deck, mountain views, near Tanglewood?

Check-in begins at 3:00 PM.

What time is check-out at Modern, private, spacious vacation home, deck, mountain views, near Tanglewood?

Checkout is at 11:00 AM.

Where is Modern, private, spacious vacation home, deck, mountain views, near Tanglewood located?

Located in the mountains, this family-friendly holiday home is within 9 mi (15 km) of Hillsdale Town Hall, W.E.B. Du Bois Boyhood Homesite and Community Library. Catamount Aerial Adventure Park and Catamount Ski Area are also within 9 miles (15 km).

10

Exceptional

Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labelled.

Learn more

10/10

Cleanliness

10/10

Check-in

10/10

Communication

10/10

Location

10/10

Listing accuracy

10/10 Excellent

Roger F., Philadelphia PA

25 February 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

What a great home!!!!

We stayed in Hillsdale for three nights with work friends. We've been getting together for over 30 years for a short ski trip in the Berkshires. We're insurance professionals from Philadelphia and due to our busy schedules, we need to get away to connect. This home was perfect for us "older" guys. The owners have renovated it and it's awesome. Beautiful views off the back deck. A great value for us. Highly recommend it.

Stayed 3 nights in Feb 2024

10/10 Excellent

Amanda F.

4 January 2024

Liked: Cleanliness, check-in, communication, location, listing accuracy

A beautiful home with lovely hosts

A knock-out gorgeous place in the midst of the Berkshires with a wonderful kitchen and enough room to entertain tired children after a day on the slopes. It was spotless, immaculately maintained, and in an excellent location. Don't miss out on Chillsdale!

Stayed 4 nights in Dec 2023

10/10 Excellent

Suzanne K.

5 November 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Pristine, comfortable and well appointed

Beautiful setting and property. Room to spread out, clean and new. Kitchen extremely well appointed. Books, games all current. Views were incredible. Wish there were a 6-star option.

Stayed 2 nights in Nov 2023

10/10 Excellent

David M.

21 August 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Immaculate reception

Beautiful renovation. Total privacy. Everything shipshape.

Stayed 3 nights in Aug 2023

10/10 Excellent

Eric V., Brooklyn. NY

13 August 2023

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great family getaway

This is an incredibly comfortable and fun place to stay. Our multi-generational group of 9 (ages 11 to 86) had an amazing time here. Everyone had their own space to sleep and hang out. The beds, sofas and chairs were all super comfy. The incredible selection of books, board games, outdoor games and the giant TV kept everyone entertained all week. Its also spotless and has everything you could need. We spent lots of time on the screened-in patio eating and playing games, and star gazing at night on the deck. The location is fabulous - close to cute towns in NY and MA and great state parks for hiking and swimming. The hosts are very helpful and responsive. Can't wait to come back!

Stayed 7 nights in Aug 2023