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Hudson valley and The Berkshires Cottage

Guesthouse in Hillsdale

Choose dates to view prices

Photo gallery for Hudson valley and The Berkshires Cottage

Exterior
Interior
Fridge, microwave, oven, stovetop
Smart TV, offices
1 bedroom, desk, iron/ironing board, free WiFi
Travelers find serenity at this 1-bedroom cottage in Hillsdale, NY, with picturesque Hudson Valley views. The stream across the street is perfect for unwinding. Inside, the fully stocked kitchen has bucket-block countertops, and high-speed WiFi keeps everyone connected.

Reviews

10 out of 10
Exceptional

Popular amenities

  • Parking available
  • Kitchen
  • Laundry
  • Air conditioning
The current price is ￥11,857
￥46,554 total
includes taxes & fees
Nov 12 - Nov 13

About the neighborhood

Map
NY, Hillsdale

What's nearby

  • Catamount Aerial Adventure Park - 17 min drive - 21.3 km
  • Catamount Ski Area - 17 min drive - 22.4 km
  • Norman Rockwell Museum - 24 min drive - 31.6 km
  • National Shrine of the Divine Mercy - 25 min drive - 33.7 km
  • Ski Butternut - 28 min drive - 25.2 km

Getting around

  • Pittsfield Intermodal Transportation Center - 35 min drive
  • Hudson, NY (HCC-Columbia County) - 34 min drive

Restaurants

  • ‪Berkshire Mountain Bakery - ‬22 min drive
  • ‪Stewart's Shops - ‬13 min drive
  • ‪Pleasant and Main - ‬21 min drive
  • ‪Hy’s Fried - ‬16 min drive
  • ‪Four Brothers Pizza Inn - ‬13 min drive

About this property

Hudson valley and The Berkshires Cottage

Property highlights
At Hudson valley and The Berkshires Cottage, you can look forward to a firepit, a garden, and laundry facilities. Guests can connect to free in-room WiFi.
You'll also enjoy perks such as:
  • Smoke-free premises
Room features
All guestrooms at Hudson valley and The Berkshires Cottage boast thoughtful touches such as air conditioning, as well as amenities like free WiFi and offices.
More conveniences in all rooms include:
  • Bathrooms with tubs or showers and hair dryers
  • Outdoor lighting, recycling, and kitchens

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Property amenities

Internet

  • Available in all rooms: Free WiFi
  • Available in some public areas: Internet access

Conveniences

  • Laundry facilities

Outdoors

  • Firepit
  • Garden

More

  • At least 80% lighting from LEDs
  • Smoking not allowed

Room amenities

Bedroom

  • Bedsheets provided

Bathroom

  • Bathtub or shower
  • Hair dryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels provided

Entertainment

  • Smart TV

Food and drink

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dining table
  • Electric kettle
  • Ice maker
  • Kitchen
  • Microwave
  • Oven
  • Paper towels
  • Refrigerator
  • Stovetop
  • Toaster

More

  • Air conditioning
  • Desk
  • Desk chair
  • Heating
  • Iron/ironing board
  • Office
  • Recycling

Policies

Check-in

Check-in time starts at 3:00 PM
Minimum check-in age: 18

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions

Rules

1) Guests should be aware that this rental is located on a private road. Guests should not trespass on any neighboring property located on the priv...

Pets

Pets allowed
Service animals are welcome, and are exempt from fees
Welcoming dogs and cats only
1 total (up to 50 lbs per pet)
Note from host: Charge may apply

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
Safety features at this property include a carbon monoxide detector, a fire extinguisher, and a smoke detector
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

Property is also known as

65a69987ef7fc20052cbb2e5

Frequently asked questions

Is Hudson valley and The Berkshires Cottage pet-friendly?

Yes, this property allows cats and dogs (limit 1 total) with a maximum weight of up to 50 lbs per pet.

How much does it cost to stay at Hudson valley and The Berkshires Cottage?

As of Nov 2, 2025, prices found for a 1-night stay for 2 adults at Hudson valley and The Berkshires Cottage on Nov 12, 2025 start from ￥11,857, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.

What time is check-in at Hudson valley and The Berkshires Cottage?

Check-in begins at 3:00 PM.

What time is check-out at Hudson valley and The Berkshires Cottage?

Check-out is at 10:00 AM.

Where is Hudson valley and The Berkshires Cottage located?

Situated in Hillsdale, this guesthouse is within 9 mi (15 km) of W.E.B. Du Bois Boyhood Homesite, Monument Mountain, and Great Barrington Historical Society & Museum. Hillsdale Town Hall and Mahaiwe Performing Arts Center are also within 9 mi (15 km).

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Reviews

Hudson valley and The Berkshires Cottage Reviews

10

Exceptional

10

Cleanliness

9.8

Location
Rating 10 - Excellent. 16 out of 16 reviews
Rating 8 - Good. 0 out of 16 reviews
Rating 6 - Okay. 0 out of 16 reviews
Rating 4 - Poor. 0 out of 16 reviews
Rating 2 - Terrible. 0 out of 16 reviews

Reviews

10/10 Excellent

Green C.

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

Great Place!

This is an excellent place to get away and relax! Beautiful property inside and out.
Stayed 2 nights in May 2025

10/10 Excellent

Joshua O.

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

A well situated getaway

A great stay in this well situated getaway. The owners were helpful and communicative, and the house was easy driving distance to Great Barrington, Hillsdale and Lenox. The unit is open and airy and decorated in a very pet friendly way. Would stay again without hesitation.
Stayed 4 nights in Aug 2024

10/10 Excellent

Patricia S.

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

Lovely quiet stay @ dog friendly accommodations

From start to finish everything went smoothly! Visiting family in the Hillsdale NY area - this clean & serene dog friendly one bedroom provided a place to recharge in the morning & evenings. Thanks Ben & Andrew!
Stayed 2 nights in Jul 2024

10/10 Excellent

Jenipher D.

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

Beautiful Private Cottage

The property was beautiful! We did not get to stay as long as we wanted but we will definitely be coming back to this little cottage. It was very clean and decorated well! The host was immediately responsive but we should note that there was absolutely no cellphone service which made communicating with guests a little difficult.
Stayed 2 nights in Sep 2024

10/10 Excellent

Kimberly N.

Liked: Cleanliness, check-in, communication, location, listing accuracy
The cottage was spacious and comfortable. We appreciated the quiet and the relaxation. It was close to all of the venues and towns we wanted to visit. Ben and Andrew were gracious hosts and quick to respond to questions. Check in/out was a breeze. We truly appreciated their “no chore list” philosophy. One teeny-tiny suggestion, put some sort of lamp on the kitchen counter. When it was dark out it was impossible to use the kitchen without turning on the bright overhead lights. Thanks for a wonderful stay!
Stayed 3 nights in Jul 2025

10/10 Excellent

Teresa C.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a wonderful stay at this charming cottage in Hillsdale, NY. The location was absolutely beautiful—peaceful and quiet, perfect for a relaxing getaway. The house itself was clean, with a modern design that felt both stylish and incredibly hospitable. The communication with the host was fantastic—attentive and responsive throughout our stay. Highly recommend this spot for anyone looking for a peaceful retreat!
Stayed 7 nights in Jul 2025

10/10 Excellent

christine c.

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

Thanks for great stay!

We were in town for a concert and this cottage was perfect for our quick overnight trip! The owners were very communicative. The cottage is immaculate! Highly recommend! Thank you!
Stayed 1 night in Jul 2025

10/10 Excellent

Susan G.

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

Tanglewood getaway weekend

This cottage offered us just what we needed. It is located close to the shops in Hillsdale and neighboring towns in Massachusetts. The property is very clean, the bed is comfortable. Easy to adjust the temp to handle the daytime heat and humidity, along with the chilly nights. Plenty of places to sit, great kitchen - everything just as the pictures suggest. The owners were very responsive and eager to be helpful when/if needed.
Stayed 3 nights in Jun 2025

10/10 Excellent

Mary Ann R.

Liked: Cleanliness, check-in, communication, location, listing accuracy
We had a great weekend stay at The Cottage. We loved the accommodations- great decor! Very clean and comfortable accommodations. Will definitely come back!
Stayed 2 nights in Jun 2025

10/10 Excellent

Madeline M.

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

Cozy place

Lovely little cabin, beautifully renovated and spotless! My only concern is the steps to the property are steep, (we are in our 70s). If your fit, go for it! We loved it!
Stayed 6 nights in Sep 2024

10/10 Excellent

Susan P.

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

Lovely oasis in the woods

This oasis in the woods is a perfect week long or weekend respite. It is very clean and comfortable with all the necessary amenities. The location is quiet and peaceful with chirping birds and a nearby babbling brook. Easy access to nearby country towns for groceries, restaurants or browsing. Hiking trails are abundant. WiFi was robust enough for me to connect remotely with work when needed. The owner is pleasant, responsive and accommodating. I would highly recommend for anyone looking for an escape to rejuvenate and boost their well-being.
Stayed 3 nights in May 2024

10/10 Excellent

Kathleen W.

Stayed 1 night in May 2025