Hudson valley and The Berkshires Cottage

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December 2024
January 2025

Photo gallery for Hudson valley and The Berkshires Cottage

Smart TV, offices
Exterior
1 bedroom, desk, iron/ironing board, free WiFi
Hair dryer, towels, soap, shampoo
Smart TV, offices

Reviews

10 out of 10

Exceptional

Popular amenities

  • Parking available
  • Pet-friendly
  • Air conditioning
  • Kitchen
  • Free WiFi

Explore the area

Map
Hillsdale, NY
  • Catamount Aerial Adventure Park
    15 min drive
  • Catamount Ski Area
    17 min drive
  • Lake Mansfield Park
    18 min drive
  • Great Barrington, MA (GBR-Walter J. Koladza)
    13 min drive

Room options

Similar properties

About the area

Hillsdale

With a stay at this guesthouse in Hillsdale, you'll be within a 15-minute drive of W.E.B. Du Bois Boyhood Homesite and Hillsdale Town Hall. .This guesthouse is 9.1 mi (14.7 km) from Mahaiwe Performing Arts Center and 9.3 mi (15 km) from Housatonic River Walk.

What's nearby

  • Catamount Aerial Adventure Park - 15 min drive
  • Catamount Ski Area - 17 min drive
  • Ski Butternut - 22 min drive
  • Norman Rockwell Museum - 25 min drive
  • National Shrine of the Divine Mercy - 27 min drive

Getting around

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

Restaurants

  • ‪Pleasant and Main - ‬21 min drive
  • ‪Berkshire Mountain Bakery - ‬22 min drive
  • ‪Roe Jan Brewing - ‬13 min drive
  • ‪Housie Market Cafe - ‬22 min drive
  • ‪Little Cat Lodge - ‬17 min drive

About this property

Hudson valley and The Berkshires Cottage

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.
A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access keeps you connected, and a Smart television is provided for your entertainment. The bathroom has a bathtub or shower and a hair dryer. Conveniences include a desk and a microwave.
This smoke-free guesthouse features snowboarding nearby, sledding nearby, and cross-country skiing nearby. Recreational activities include hiking/biking trails nearby.
Guests will find features like internet access and onsite parking.

Property manager

Ben Lockspeiser and Andrew D’Agostino

Languages

English

Property amenities

Internet

  • Available in all rooms: Free WiFi
  • In-room WiFi speed: 250+ Mbps (good for 3–5 people or up to 10 devices)
  • Available in some public areas: Internet access

Outdoors

  • Firepit
  • Outdoor furniture

More

  • At least 80% of lighting from LEDs
  • Smoke-free property

Room amenities

Bedroom

  • Air conditioning
  • Bed sheets
  • Heating

Bathroom

  • Bath or shower
  • Hairdryer
  • Shampoo
  • Soap
  • Toilet paper
  • Towels

Entertainment

  • Smart TV

Food and drink

  • Coffee/tea maker
  • Cookware/dishes/utensils
  • Dining table
  • Electric kettle
  • Kitchen
  • Microwave
  • Oven
  • Paper towels
  • Fridge
  • Spices
  • Stovetop

More

  • Desk
  • Desk chair
  • 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

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

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 fire extinguisher and a deadbolt lock
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

Hudson valley and The Berkshires Cottage Reviews

Reviews

10

Exceptional

Rating 10 - Excellent. 5 out of 5 reviews" "
Rating 8 - Good. 0 out of 5 reviews" "
Rating 6 - Okay. 0 out of 5 reviews" "
Rating 4 - Poor. 0 out of 5 reviews" "
Rating 2 - Terrible. 0 out of 5 reviews" "

10/10

Cleanliness

Reviews

10/10 Excellent

Jenipher D.

Liked: Cleanliness
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

Madeline M.

Liked: Cleanliness
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

Joshua O.

Liked: Cleanliness
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
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

Susan P.

Liked: Cleanliness
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