Guest house holiday 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.

StarryPines Cottage w Hot Tub Sauna Step to Trails

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.

Luxe loft with Hunter mtn. views on private estate

Loft apartment with amazing views on private estate . This manicured, unique property is in the center of Hunter village , but above everyone. Walking distance to restaurants, store and mountain. Southern exposure. Studio is located in independent building with private parking. Plenty play area for children. Heated floors, large tv, wood stove, full kitchen with dishwasher, propane grill. 2 sofa beds, loveseat and large dining table - you will find everything for your Hunter Mountain getaway.

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.

Carriage House in the heart of Platte Clove.

You'll have a great time at this comfortable place to stay. Come be our neighbor. You will have the entire 2nd floor and backyard of our carriage house to yourself. We are located in the heart of Platte Clove with an abundance of hiking trails minutes from your door. Hunter mountain and Tannersville are only 10 minutes away with skiing, shopping and plenty of places to eat and drink. Our spot is the perfect location to explore the Catskills or kick back, relax, and enjoy the views.

Tomte Cottage in the Catskills!

Stay in the heart of the Catskills! 2 Bedroom Cottage with private entrance. One bedroom has a queen bed the other a twin/full bunk bed, suited for up to 5 guests! Cottage has full kitchen and bath w/shower. Wi-Fi and a 50 inch smart tv. Located 18 minutes to Windham and 30 to Hunter for skiing or snowboarding. Whether you are looking for a quiet weekend retreat or family weekend skiing trip, hiking or just exploring, this is the place for you! Self check in for your convenience.

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.

Modern village studio with a forest view

Enjoy a stylish experience at this centrally-located home in the Village of Catskill, New York. You’ll be conveniently nestled on a village street while looking out on a wooded forest hillside behind this stand alone retreat, only a 7 min walk to the town of Catskill and an 11 min drive from Hudson and Hudson’s Amtrak station. Equipped with deep soaking tub, working fireplace, full kitchen, back deck, amazing natural light, and so many more details for the design inclined.

Private cottage-creek access near HITS on 30acres

Stay in this clean and airy, truly upscale designer guest house. Our cottage sits picturesquely on a 30 acres with the Kaaterkill Creek running throughout the property. Close to I-87 yet completely private. Easily accessible to Saugerties, HITS, Catskill, Woodstock, and Hudson. Stroll through gardens, old growth trees, and access multiple swim holes. The property is unobstructed nature yet close to many great spots to explore.