Guesthouse vacation rentals in Greene County

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Top-rated guesthouse rentals in Greene County

Guests agree: these guesthouse rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

Guesthouse in Hudson

4.98 out of 5 average rating, 93 reviews

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.

Top guest favorite

Guesthouse in Windham

5 out of 5 average rating, 139 reviews

Catskill Mts Artist Cabin: Fall Hiking, Dining…

Here now Beautiful Fall exploring, hiking, outdoor dining and farm mkts. Our storybook cabin is privately nestled in the heart of the Catskill Mtns, near a seasonal stream and lake, under open sky, surrounded by forest, Enjoy very nearby skiing (Windham Mt, Hunter Mt.) swimming, kayaking, hiking, dining, mkts. Experience true quiet, endless stars, indoor and outdoor wood fires, complimentary firewood, natural fabrics, authentic art/vintage design, full kitchen, rain shower, stone patio, grill…

Guest favorite

Guesthouse in Catskill

4.91 out of 5 average rating, 208 reviews

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.

Guest favorite

Guesthouse in Hunter

4.97 out of 5 average rating, 30 reviews

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.

Guest favorite

Guesthouse in Saugerties

4.92 out of 5 average rating, 60 reviews

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.

Top guest favorite

Guesthouse in Windham

4.99 out of 5 average rating, 176 reviews

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.

Top guest favorite

Guesthouse in Elka Park

5 out of 5 average rating, 149 reviews

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.

Top guest favorite

Guesthouse in Cairo

4.98 out of 5 average rating, 192 reviews

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.

Superhost

Guesthouse in Coxsackie

4.79 out of 5 average rating, 73 reviews

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.

Guest favorite

Guesthouse in Germantown

4.97 out of 5 average rating, 73 reviews

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.

Guest favorite

Guesthouse in Catskill

4.89 out of 5 average rating, 19 reviews

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.

Guest favorite

Guesthouse in Saugerties

4.98 out of 5 average rating, 45 reviews

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.