Hudson valley and The Berkshires Cottage

Hillsdale, New York
$366 avg/night
Bed 1

Bed

Bath 1

Bath

Home Guest House

Property Type

Sleep 2

Max Sleeps

Summary:
Welcome to your luxury cottage escape. Located in the heart of the Hudson Valley in Hillsdale, NY sits a calm, stylish 1 bedroom cottage; perfect for a couple or a solo vacationer looking for solitude.

We believe you’re here to completely relax, that’s why we have no requirements when checking out, just turn the lights off and lock the door!

The Space:
Completely renovated, this two-story cottage has a beautifully decorated open concept living area,a kitchen stocked with amenities, a large queen bedroom. On the first floor, you’ll also find a modern art deco bathroom with a soaker tub and a modern, roomy shower.

On the second floor, you’ll find a stunning open space that boasts a grand ceiling with natural wooden beams. The floor contains the full kitchen with bucket-block counter-tops and a comfortable sectional for lounging under the blankets reading a book or watching television.

Take in the picturesque landscape and serene views right from the grounds. Access to the stream across the street provides a total sense of calm and relaxation, perfect for those looking to be in nature, while still enjoying luxury.


High-speed WiFi and desk setup is available for when inspiration (or those pesky emails) hits. Parking is across the street with steps leading directly to the entrance of the cottage.

Guest Access:
Guests have access to the entire home and outdoor space. There are parking spaces across the street with steps that lead up to the entrance. You will receive an electronic key to access the front and back door.

The Neighborhood:
Explore the Hudson Valley by starting in Hillsdale, NY. With plenty of things to do within a short drive, you can find everything you'll need to getaway across Upstate New York and the Berkshires:

Restaurants/Breweries - All Within 15 minutes
1) Roe Jan Brewing Co
2) Barrington Brewery & Restaurant
3) Chatham Brewing
4) Four Brothers Pizza Inn
5) Hillsdale House
6) Sweet Peas Country Diner
7) Little Cat Lodge


Attractions/Things To Do:
1) Ski Resorts:
- Catamount Mountain Resort - 15 minutes
- Jiminy Peak Ski Resort - 35 minutes

3) Chatham, NY - 15 minutes
- Idyllic Hudson Valley town with charming storefronts, restaurants, breweries, and galleries

4) Great Barrington, MA - 15 minutes
- Great Barrington is the hub of Southern Berkshire County with a vibrant Main Street and side streets packed with shops, theaters, and restaurants. While tourism is its biggest draw, its hidden open spaces and vistas has made this beautiful southern town ideal for vacation- and second-home owners.

5) Hudson, NY - 30 minutes
- Hudson has a historical richness and contemporary vibrancy far bigger than its size would suggest. Hudson’s compact urban core makes it an eminently walkable city. You'll find history, art galleries, culture, and restaurants, making Hudson an extraordinary city to visit, offering sights, sounds, curiosities and great food around every corner.

6) Lenox, MA

7)Tanglewood - 25 minutes
- A World-Class Outdoor Performing Arts Venue! The famous performing arts venue of Tanglewood is nestled away in the Berkshire Hills of western Massachusetts and sets high standards for musical festivals, especially in the warmer months. Home to the famous Boston Symphony Orchestra, and the site of one of the world’s best-known music festivals, Tanglewood hosts the Festival of Contemporary Music, along with many other events including concerts of various genres from jazz to pop and frequent visits from James Taylor, John Williams, and the Boston Pops.

8) Taconic State Park
- Bish Bash Falls - 60 foot waterfall and highest waterfall in Massachusetts.
- Copake Iron Works Historic Site
- Hiking, Simming, cross-coutry skiing, and snow shoeing

9) Art OMI - 25 minutes
- Situated on one-hundred and twenty acres in the Hudson Valley, Art Omi presents the works of contemporary artists and architects, and offers a range of large-scale works in nature, plus a 1,500 square foot gallery. The Sculpture & Architecture Park currently offers more than 60 works by artists and architects on view, with pieces added or exchanged each year.

10) Mass MoCA - 60 minutes
- The Massachusetts Museum of Contemporary Art (MASS MoCA) is one of the world’s liveliest centers for making and enjoying today’s most evocative art. With vast galleries and a stunning collection of indoor and outdoor performing arts venues, MASS MoCA is able to embrace all forms of art: music, sculpture, dance, film, painting, photography, theater, and new, boundary-crossing works of art that defy easy classification.

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  • Feature Features
  • Map Map
  • School District Rates & Availability
  • Review Review

Feature Features

  • MORE

    At Least 80% Lighting From LEDs Smoke-free Property Desk Desk Chair Iron/ironing Board Office Recycling
  • OUTDOOR

    Firepit Garden
  • INTERNET

    Available In All Rooms: Free WiFi Available In Some Public Areas: Internet Access
  • LANGS SPOKEN

    English
  • ACCESSIBILITY

    If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. Smooth Flooring In Public Areas This Property Does Not Have Elevators Upper Floors Accessible By Stairs Only
  • FAMILY FRIENDLY

    Dining Table Kitchen Microwave Refrigerator
  • ACTIVITIES NEARBY

    Cycling
  • BEDROOM

    Air Conditioning Bed Sheets Heating
  • BATHROOM

    Bathtub Or Shower Hair Dryer Shampoo Soap Toilet Paper Towels
  • ENTERTAINMENT

    Smart TV
  • FOOD AND DRINK

    Coffee/tea Maker Cookware/dishes/utensils Dining Table Electric Kettle Ice Maker Kitchen Microwave Oven Paper Towels Refrigerator Stovetop Toaster

CheckIn Check-in : 03:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 2

Map Map

School District Rates & Availability

Review Review

  • Karen V.

    Submitted Nov 13, 2025

    Stayed Nov 11, 2025

    Lovely property and setting. The host was responsive and communicative. Great place to stay!

  • Sean C.

    Submitted Oct 12, 2025

    Stayed Oct 9, 2025

    Very clean and great for a couples trip!

  • Meredith S.

    Submitted Sep 4, 2025

    Stayed Aug 30, 2025

    Beautiful countryside. Spotless cottage. Thank you Ben and Andrew!

  • Lauren P.

    Submitted Aug 17, 2025

    Stayed Aug 14, 2025

    Wonderful place - great location. Beautiful cottage and perfectly designed. Had everything we needed for a lone weekend.

  • Caitlyn J.

    Submitted Aug 10, 2025

    Stayed Jul 23, 2025

    We loved our get away at the Cottage! Comfortable mattress and pillows. Great temp control. It’s not often my husband and I sleep that well when traveling. You’re surrounded by beautiful lush forest, so much that a couple small windows don’t need blinds. Check-in was slick with the keypad. Check-out the same with the no-chores philosophy. To access the cabin you walk up a concrete step path, so make sure you’re able to carry your luggage. The neighborhood is beautiful for walks/runs. Bunnies abound!

  • Kimberly N.

    Submitted Aug 3, 2025

    Stayed Jul 31, 2025

    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!

  • Teresa C.

    Submitted Jul 24, 2025

    Stayed Jul 6, 2025

    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!

  • christine c.

    Submitted Jul 20, 2025

    Stayed Jul 19, 2025

    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!

  • Susan G.

    Submitted Jul 1, 2025

    Stayed Jun 27, 2025

    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.

  • Mary Ann R.

    Submitted Jun 11, 2025

    Stayed Jun 7, 2025

    We had a great weekend stay at The Cottage. We loved the accommodations- great decor! Very clean and comfortable accommodations. Will definitely come back!

  • Green C.

    Submitted May 14, 2025

    Stayed May 9, 2025

    This is an excellent place to get away and relax! Beautiful property inside and out.

  • Jenipher D.

    Submitted Sep 20, 2024

    Stayed Sep 17, 2024

    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.

  • Madeline M.

    Submitted Sep 14, 2024

    Stayed Sep 8, 2024

    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!

  • Joshua O.

    Submitted Aug 31, 2024

    Stayed Aug 27, 2024

    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.

  • Patricia S.

    Submitted Jul 14, 2024

    Stayed Jul 12, 2024

    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!

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Total

Includes taxes and fees
$366+
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