
Guesthouse vacation rentals in Greene County
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Top-rated guesthouse rentals in Greene County
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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 private building with parking. Plenty play area for children. Heated floors, large tv, wood stove, full kitchen with dishwasher, propane grill 2 Queen Serta beds, +sleeper and large dining table. You will find everything for your Hunter Mountain getaway

Catskill Mts Cabin Spring Hike Dine StarFiregaze
Here Now ! Spring hikes along lively streams and falls, dining, stars and 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 and Hunter Mts, hiking, dining, antique, farm mkts. 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 Sauna Steps 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.

Athens Cottage
Welcome to your perfect Hudson Valley escape. This cozy two-bedroom cottage is nestled in the charming riverside village of Athens, NY, offering small-town charm, scenic beauty, and a relaxing home base for your stay. Inside, you’ll find a thoughtfully furnished space filled with natural light, comfortable bedrooms, and all the essentials for a stress-free getaway. Whether you’re sipping coffee in the morning or unwinding after a day of exploring, the cottage feels warm and inviting.

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.

Walkable Village Guest House with Forest Views
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.

Hudson Countryside Guest Cottage w/Amazing Views
Relax and unwind at this unique and tranquil getaway. This private guest cottage offers stunning views of the Catskill Mountains and heart-shaped pond. Explore the property and enjoy 15 acres of pasture and open land for you and your pet to roam. The perfect location for a relaxing getaway! Conveniently located central to Hudson, Catskill and Germantown (5 miles to each), where you can enjoy amazing restaurants, antique shops, art galleries and entertainment.

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 restaurant/bar.

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.
Popular amenities for Greene County guesthouse rentals
Family-friendly guest house rentals

Catskill Seasons Inn - Room Twenty Three

Catskill Seasons Inn - Room Two

Catskill Seasons Inn - Room Seven

Catskill Seasons Inn - Room 7 and 8

Catskill Seasons Inn - Room Sixteen

Catskill Seasons Inn - Room Fourteen

Catskill Seasons Inn - Room Eleven

Catskill Seasons Inn - Room Twenty Five
Guest house rentals with a patio

Long mornings. Late dinners. No rush.

The Loft at Honey Hollow in the Catskills

Glamping Carriage house w/fireplace fenceddog yard

Catskill Mountain Hideaway at Living Stone
Guest house rentals with a washer and dryer

Catskill Seasons Inn - Room Thirty One

Five Ponds Mountain Retreat | 38 Acres • Trails

Creekside Cottage on 30-Acre Catskills Property

Hudson Countryside Guest Cottage w/Amazing Views

Quaint Rural Cottage Immersed in Nature

Carriage House in the heart of Platte Clove.

Stylish, New Carriage House on Warren St!

Little Bear’s Cottage Great location, cozy & cute
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- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Jiminy Peak Mountain Resort
- Windham Mountain
- Catamount Mountain Ski Resort
- Howe Caverns
- Butternut Ski Area and Tubing Center
- Thacher State Park
- Plattekill Mountain
- Bash Bish Falls State Park
- Hunter Mountain Resort
- Bousquet Mountain Ski Area
- Taconic State Park
- Zoom Flume
- June Farms
- Walkway Over the Hudson State Historic Park
- Opus 40
- Naumkeag
- Norman Rockwell Museum
- Millbrook Vineyards & Winery
- Benmarl Winery
- Poets' Walk Park
- Berkshire Botanical Garden
- Things to do Greene County
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