Charming cottage w/ fireplace, privacy & skiing

Entire cottage in Chatham, New York

  1. 8 guests
  2. 3 bedrooms
  3. 3 beds
  4. 2 baths
Hosted by Kevin
  1. Superhost
  2. 13 years hosting

Listing highlights

Self check-in

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Beautiful area

Guests love this home’s scenic location.

Mountain and valley views

Soak up the views during your stay.
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Escape to Willow Hill, a charming 3BR/2BA cottage on 9 private acres of gardens, meadows, and trails. This sunny, secluded retreat features a seasonal pool (May–Sept), wood-burning fireplace, fire pit (chiminea), and fiber-optic WiFi. Surrounded by nature and tucked at the end of a quiet dirt road, it’s an ideal escape from busy life—just 2 miles from Chatham village and 25 minutes from local ski resorts. It’s perfect for families, nature lovers, or remote workers.

The space
Welcome to Willow Hill — Your Private Escape in Chatham, NY!

Tucked away on 9 peaceful acres of gardens, meadows, and wooded trails, Willow Hill is a sunny 3BR retreat that blends rustic charm with modern comfort. Start your morning with coffee on the front deck, enjoy slow afternoons by the fire, and unwind with a glass of wine under the stars — all surrounded by nature and total privacy.

Please note: the pool is now closed for the season and will reopen in May 2026.

Just minutes from Hudson, Ghent, and Kinderhook, you’ll be close to farm-to-table restaurants, local breweries, art galleries, and scenic hikes — the best of the Hudson Valley, right at your doorstep.

Bedrooms & Bathrooms:
⦁ Bedroom 1 (Primary Suite): King bed, ensuite bath, and garden views
⦁ Bedroom 2: Full bed, chest of drawers & closet
⦁ Bedroom 3: Queen bed, nightstand, & bookcase
⦁ Loft (within bedroom 2): Ladder-accessed space with 2 twin mattresses (great for kids!)
⦁ Bedrooms 2 & 3 share a full bath and can be closed off for added privacy
⦁ Window A/C units in all bedrooms

Living & Dining Areas:
⦁ Bright, spacious living room with a wood-burning fireplace
⦁ Dining room seats 6–8 and connects seamlessly to the kitchen and living room
⦁ Coasters and tablecloths (extras provided) for your convenience

Kitchen:
⦁ Fully stocked with all essentials — we love to cook here!
⦁ Friendly heads-up: the wooden counter stains easily, so please dry items thoroughly
⦁ Gas stove can be finicky — use the provided Bic lighter or matches if needed
⦁ Kitchen counter seating for 2

Connectivity & Comfort:
⦁ High-speed fiber optic internet — great for remote work or streaming
⦁ Thoughtful touches throughout to make you feel at home

Winter at Willow Hill
⦁ Willow Hill is a true four-season escape, and winter brings its own kind of magic here.
⦁ Bring your snow sleds or tubes! The gentle rolling hills on the property make for fun, low-key sledding with kids or friends.
⦁ Explore the wooded trails by snowshoe, or take a peaceful winter walk through the meadows.
⦁ Warm up with a crackling fire in the living room after a day outside.
⦁ We’re also within easy reach of local winter favorites — Catamount Ski Area (20 min), ice skating, cozy cafés, holiday markets, and more.

Outdoor Amenities
⦁ Seasonal in-ground private pool (not heated but warms to 80+ in summer; open May-Sept)
⦁ Bluestone patio with pergola, outdoor furniture, and outlets by the pool
⦁ Expansive lawns, flower gardens, and on-site hiking trails
⦁ Quiet, secluded location with no immediate neighbors
⦁ Landscaper visits Wednesdays and some Fridays to maintain the ground

Willow Hill offers privacy, comfort, and natural beauty in every season. Spend summer days by the pool, autumn afternoons hiking nearby trails, or winter evenings by the crackling fire. Whether you’re a family, couple, or group of friends looking to disconnect and recharge, this is your Hudson Valley home away from home.

Guest access
You’ll have exclusive access to the entire home, pool, and 9-acre property during your stay. Enjoy complete privacy—no shared spaces or interruptions—just nature, comfort, and quiet.

Self check-in is available for your convenience.

Other things to note
⦁ Landscaping: A professional landscaper visits weekly (usually Wednesday mornings and occasional Friday afternoons) to maintain the lawn and gardens
⦁ Pool Season: The pool is open during the warmer months—please inquire about exact dates if booking in early spring or late fall
⦁ Fireplace: Wood provided seasonally for the new wood-burning fireplace
⦁ WiFi: Reliable, high-speed fiber optic internet for remote work and streaming
⦁ Accessibility: The home includes a loft space with ladder access, best suited for children or agile adults
⦁ Heads up: Airbnb automatically adds required state and county lodging taxes at checkout, as part of New York and Columbia County regulations.
⦁ This home was previously co-hosted by Laura, and is now in the hands of Kevin—an experienced Airbnb Superhost known for exceptional hospitality and guest care across the Hudson Valley. Whether it’s your first visit or a return stay, you’ll be in great hands.

Where you’ll sleep

1 of 2 pages

What this place offers

Garden view
Courtyard view
Kitchen
Wifi
Dedicated workspace

Accessibility features

This info was provided by the Host and reviewed by Airbnb.

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Rated 4.78 out of 5 from 68 reviews.

Guest favorite
This home is a guest favorite based on ratings, reviews, and reliability
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Overall rating

  1. 5 stars, 81% of reviews
  2. 4 stars, 16% of reviews
  3. 3 stars, 3% of reviews
  4. 2 stars, 0% of reviews
  5. 1 stars, 0% of reviews

Rated 4.8 out of 5 stars for cleanliness

Rated 4.8 out of 5 stars for accuracy

Rated 5.0 out of 5 stars for check-in

Rated 4.9 out of 5 stars for communication

Rated 5.0 out of 5 stars for location

Rated 4.6 out of 5 stars for value

Where you’ll be

Chatham, New York, United States
This listing's location is verified and the exact location will be provided after booking.

Neighborhood highlights

Just 2 miles from Chatham village, Willow Hill is the perfect retreat for families or friends seeking both peace and convenience. Tucked away on a quiet dirt road, the home offers a safe, secluded setting surrounded by nature, local wildlife, and wide-open space to explore—while still being close to great restaurants, shops, and activities in the Hudson Valley.

In Town:
⦁ Bimi’s Cheese Shop – artisanal cheese and gourmet goods
⦁ Bimi’s Canteen – upscale fare, great for a special dinner, cool bar downstairs
⦁ Chatham Grill – casual spot known for excellent burgers
⦁ Fiesta Café – cozy breakfast and burrito spot
⦁ Stonykill Coffee & Records – great coffee and vinyl shop with a second-floor lounge overlooking the village
⦁ Crandell Theatre – historic movie house (under renovation)
⦁ Chatham Brewing – local craft beer and casual bites
⦁ Quaint shops, restaurants, and art galleries

Nearby Favorites:
⦁ Bartlett House (Ghent) – high-end bakery and café with incredible pastries
⦁ Berry Farm – fresh fish, local meats, farm fresh produce, baked goods, and more
⦁ Greenhouse Cidery (next to Berry Farm) – cider bar with picnic tables and live music—fun for the whole family (best on weekends)
⦁ Hawthorne Valley Farm Store – organic and local grocery staples
⦁ Chatham Real Food Co-op – organic and local grocery staples
⦁ UglyMud Studio – charming pottery cart with handmade local ceramics for sale

Outdoor Activities:
⦁ Hiking: High Falls, Borden Pond, and Ooms Conservation Area
⦁ Skiing & Summer Fun: Catamount Ski Area & Adventure Park (30 mins)
⦁ Tennis: Several public courts within 10 minutes

Arts & Culture:
⦁ Art Omi: Sculpture park and gallery (15 mins)
⦁ PS21: Live music, dance, and theater (10 mins)
⦁ Tanglewood: Renowned summer concert venue (30 mins)
⦁ Hudson, NY: 25-minute drive to antiques, dining, bars, and a thriving art scene

Whether you’re in the mood for hiking, gallery hopping, or simply lounging by the pool, there's something for everyone nearby.

Meet your hosts

Born in the 80s
My work: Partner Marketing at tech company
Hi, I’m Kevin — an Airbnb Superhost and “Guest Favorite.” I love creating cozy, design-forward spaces that feel special and welcoming. I renovated my Ghent home with comfort and charm in mind and now manage several nearby getaways through my company, Hudson Valley Hosting. From lakefront homes with hot tubs to private, peaceful retreats, I’m here to help you relax, explore, and feel right at home.
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Kevin is a Superhost

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Things to know

House rules

Check-in after 3:00 PM
Checkout before 11:00 AM
8 guests maximum

Safety & property

Exterior security cameras on property
Carbon monoxide alarm
Smoke alarm

Cancellation policy