Bed and breakfast holiday rentals in Greene County

Premium East Lodge Room

Our Premium East Lodge room offers a plush, King bed and a private bathroom with a jet tub/shower combo. These Premium guest rooms feature stunning vaulted ceilings, gas-burning fireplaces, and views of the Catskill Mountains from the shared porch. All East Lodge rooms have comfortable, high-quality bedding, blackout privacy curtains, a mini-fridge, and a flat-panel HD TV with DVD player and DirecTV. Our rooms showcase architectural details, original art, and curated books for an inspired stay.

Rocky Ledges

Our house was a historic cottage, built in the 1880s. We built a new house around the cottage. We are Artists and our guest bedrooms are in a sense galleries. Guests have the entire second floor, 2 bedrooms, perfect for couples who are traveling together & families with teenagers. The back is the private entrance to the stairs. We live on a quiet and pleasant dead end street. The views of the Catskills & gardens are awesome. Located near Hunter Mountain Festivals, Woodstock & Katterskill Falls.

Palazzo Hudson: Luxury Home w/Pool, Hot tub, Sauna

Welcome to Palazzo Hudson! The only private vacation home in Hudson proper with a deluxe sauna, cedar hot tub, seasonal in-ground pool, chef's kitchen, & a pool-side lounge with a fireplace & art library! A home for all seasons, you'll experience inspiration and relaxation from the warm, light-filled rooms, curated art, books, music, luxury spa features, and outdoor deck, patios, and gardens. A quick stroll to the restaurants, bars, cafes, and shops of Warren Street & the Upper Depot District.

Brick Row House in the Woods, private 2nd floor

Looking for the best price to stay in a historic Hudson Valley townhouse? Just 15 minutes from Hudson, NY is a private second-floor suite above an artist’s studio—bedroom, living room and bathroom all to yourself. Hosted by a top-rated Superhost known for her glowing reviews and exceptional hospitality, you'll enjoy a continental breakfast, easy self-check-in, and spotlessly cleaned rooms. The sunlit space and garden is perfect for meditation, journaling, studying, or simply unwinding.

The Grand Suite at The Gateway at Pine Hill

The Gateway at Pine Hill is the closest lodging to Belleyare Ski in Highmount, NY. The Grand Suite is newly designed and features two bedrooms with views of the ski slopes and a massage shower for after a full day of skiing or winter hiking. The main bedroom has a queen sized bed with two doubles in the lock-off unit. Breakfast is included for all guests of the property. Feel free to take advantage of our fireside lounge and dining area filled with books and games during your stay.

A Country Inn in with waterfalls and Pub.

For Fall 2025, our Inn is offering room only (no meals available onsite) from Sunday night thru Thursday night only. If you reserve a room for Friday and Saturday night this Fall or on Columbus Day weekend with our onsite Guinness Fest, Gavin's meal plan is included in your room for $99 per adult per night and kids stay for FREE!!! Heated outdoor pool is open thru Columbus Day Weekend. Nearby eateries close by. Lots of farm and fest nearby too. Family owned and operated

The Marlowe Room at The Gateway at Pine Hill

The Marlowe Room at The Gateway at Pine Hill offers year round comfort to skiers and hikers alike, who are looking to cozy up in our king sized bed. Whether you would like to warm up in the lodge or enjoy the outdoor patio, we are located across Rt 28 from Belleayre Mountain in the heart of the Catskill High Peaks. Guests will have full access to the amenities of the property which include a wood stove fireplace in our lounge and complimentary breakfast.

The Winterton Room at The Gateway at Pine Hill

The Gateway at Pine Hill is the closest lodging to Belleayre Ski. The Winterton room is a newly designed room with one queen bed, a daybed and an en suite bathroom that can comfortably sleep three people. All guests will have use of our fireside lounge filled with books and games and an apres ski hot chocolate. Breakfast is included and is served from 7:30am - 10:00am daily.

The Catskills Red Barn near Belleayre

The Catskills Red Barn (next to Belleayre) is convenient to all Catskills attractions & activities. The peaceful setting, complemented by unique design and comfortable furnishings, ensures you a special experience. The hosts are committted to making you comfortable and happy.

King Room - Shinglekill Falls B & B

Our refurbished Miller's house is situated atop a 32 foot waterfall located in the picturesque Northern Catskills of NY. The King room has a king size bed & private bath. Absolutely charming!

Family Suite at Shinglekill Falls

Our refurbished Miller's house is situated above a beautiful 32 foot waterfall. The family suite has two adjoined rooms which share a private bath. Charming atmosphere

Arts Inn - The Matisse Room

Private room and en-suite bath with poster queen bed and view of mountain. Sleeps 2 people. Delicious continental breakfast with local cheeses and homemade baked goods.