Guesthouse vacation rentals in Greene County

Stylish, New Carriage House on Warren St!

Enjoy your stay at this adorable, newly-renovated, 2- bedroom Carriage House located in the heart of Hudson. Restaurants, galleries, antiques shops and bar are just steps away! This Carriage House is a free-standing 2-story, located on Warren Street. It offers a parking pass directly behind building in a municipal parking lot. The Amtrak station is a 12-15 minute walk away. The Carriage is located behind the main building which houses a gift shop and a wine bar, Sisters Hudson and Bar Bene.

Westhenge. An ambience with an eclectic mix

Welcome to Westhenge, our rustic inspired cabin nestled in the Catskill Mountains in upstate New York. 5 large skylights face north, creating a well lit studio. A kitchen supplied with a full set of implements to create your gourmet speciality, including a large crock pot. Old fashioned bath tub for soaking cares away. A deck with a panoramic mountains view, a beautiful Vermont Casting gas stove to keep you toasty and warm inside, and high speed Wifi, & Roku to stimulate your mind.

StarryPines Cottage w Hot Tub Sauna Mins 2 Slopes

StarryPines Cottage is a 1920s resort bungalow that has been brought back to life. The house features reclaimed wood pieces and local furniture finds alongside mid century modern touches that give it a unique and stylish appearance. The cottage sits on a scenic property at the gateway to the Catskills. Natural Beauty and amenities make this a perfect retreat. Our family including a sweet lab mix live on property across the drive and share the greater yard. Dogs are welcome on approval.

Carriage House Apartment

This is the entire top floor of a 1930's carriage house located on a former estate. The kitchen and bathroom were just renovated. The space has lots of windows with views of the Catskills to the west and the Berkshires to the east. The decor is a mix of modern, color, comfort and whimsy. The second "bedroom" has a queen bed and we are awaiting a custom sliding door (for now there are temporary curtains for privacy. This is a great place for a romantic getaway or up to 4 visiting the area.

Hits | Catskills Views | Pet Friendly | Studio

Book your Hudson Valley getaway and prepare for all-season adventures & relaxation overlooking the Catskill Mountains. The Caraway Studio is centrally located, an ideal home base to explore, work, relax, & recharge. Book this 1 bedroom / 1 bath that sleeps 3 and is fully equipped so you’ll feel at home. Across the street from HITS, only 1 mile to the hip and historic town of Saugerties, 15 min to Woodstock, 30 min to Hunter Mountain skiing, & all of the outdoors activities in the Catskills.

Alpine Chalet on Spectacular Property

Inspired by their travels in the Swiss Alps, the hosts of the Mountaintop Chalet invite guests to their peaceful alpine guesthouse atop a mountain in the Northern Catskills. Nestled on a quiet, private road, the Mountaintop Chalet is just an 8 minutes drive to downtown Windham, NY, 10 minutes to Windham Mountain and 18 minutes to Hunter Mountain. This tranquil yet accessible setting makes it the perfect escape for couples, families and friends. Follow on Insta at mountaintop_chalet.

Eagles Perch / Hudson River! Pet Friendly!

The guest house is located on the Hudson River in the charming village of Coxsackie. The space has a fabulous sunrise view, two bedrooms, and a beautiful tiled bathroom with a tub. There is a small refrigerator, microwave and coffee maker. The location is within walking distance to a wine shop, restaurants and a coffee shop. The yard is lovely and there is a dock to sit on next to the water to enjoy the late afternoon sun. In summer months, access to the pool. Unrivaled location.

The Guest House

Welcome to The Guest House at Gatherwild Ranch, one of 8 accommodations on 15 acres of in the Hudson Valley. This cabin is a renovated 1800's guesthouse, just behind the main farmhouse. It is a comfortable space with a private lawn, kitchenette , firepit, electricity and wifi and is cozy yet spacious. It has 2 entrances, with beautiful morning and evening sun and features a queen size bed with fresh linens and shares the main bathhouse with beautiful Moroccan tiled showers.

Luxe Guest House Retreat (Sauna)

Welcome to the Guest House nestled in the woods. We designed this lush and light-filled studio with peace and luxury in mind. Situated across from apple orchards, it sits ten minutes from Hudson and ten minutes from Germantown, you get the best of both worlds: country living with two amazing destinations close by. Ideal for a romantic getaway, or to be close to the sights and sounds but can retreat to natural beauty. A true sanctuary from the City.