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.

Catskill Mts Artist Cabin Hike Ski Dine Firegaze

Here Now ! Beautiful winter hikes, skiing, dining, markets, firegazing… Our storybook cabin is privately nestled in the heart of the Catskill Mts, near seasonal stream and lake, under open sky, surrounded by forest. Enjoy very nearby skiing; Windham or Hunter Mt, winter hikes, dining, antique, art and farm mrkts. Experience true quiet, endless stars, staring into a wood fire, w/complimentary firewood, natural fabrics, authentic art/vintage design, full kitchen, rain shower, stone patio, grill.

StarryPines Cottage w Hot Tub Sauna Mins to 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.

The Artist’s Studio | Guesthouse in Saugerties

Welcome to The Artist’s Studio - your cozy, light‑filled retreat in the tranquil Catskills. This warm and inviting guest studio is the perfect escape, offering a peaceful place to unwind after days spent exploring trails, browsing charming local shops, or enjoying the magic of nearby towns like Saugerties, Woodstock, and Phoenicia. Whether you're here to create, recharge, or simply enjoy the quiet beauty of the mountains, this serene studio provides a comfortable home base for every season.

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.

Eagles Perch / Hudson River! Holiday Getaway

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.

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.

Studio Loft in America's First Art Colony

Open floor plan in an updated 100-year-old carriage house at the foot of the Great Northern Catskills and two hours from NYC. Our studio is close to hiking, boating, kayaking, fishing, hunting, horseback riding and walking distance to swimming holes. We're also near Woodstock, Saugerties and the HITS (Horse Shows in the Sun), Hunter and Windham Mountains, the famous Kaaterskill Falls and the Hudson River. A comfy, private space in tune with nature.

Private cottage w/ creek near Saugerties and HITS

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.