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Guest house holiday rentals in Greene County

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Top-rated guest house rentals in Greene County

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Top guest favourite
A modern living space is featured with a gray sofa adorned with yellow cushions. A round turquoise ottoman complements a patterned area rug on warm wood flooring. The room includes an open kitchen area visible in the background, with light streaming through the windows.
Guest house in Hudson
4.98 out of 5 average rating, 94 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 favourite
An inviting living area features wooden beams and warm tones. A comfortable sofa with decorative pillows faces a wood stove, while a well-equipped kitchen is visible in the background. Light filters through multiple windows, highlighting the natural wood cabinetry and charming kitchen appliances.
Guest house 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 favourite
A charming bungalow with a red exterior is nestled among tall trees. The angled roof features a small awning above a window with striped red and white curtains. A pathway leads to the front door, flanked by wild greenery and flowers.
Guest house 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 favourite
The exterior of a charming multi-level lodge is presented, featuring wooden siding and a stone foundation. A staircase leads to a raised deck, with firewood stacked nearby. Surrounding greenery and distant mountains create a scenic backdrop, enhancing the lodge's rustic appeal.
Guest house 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 favourite
The bedroom features a spacious bed made with neutral-toned bedding, complemented by a simple nightstand beside it. A single chair is positioned nearby, while large glass doors open to a wooden balcony that offers a view of the greenery outside.
Guest house 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 favourite
The chalet stands amidst vibrant autumn foliage, showcasing a green exterior and a spacious deck. The well-maintained yard features a lush green lawn, with a variety of trees surrounding the property that enhance the natural setting.
Guest house in Windham
4.99 out of 5 average rating, 178 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 favourite
A single-story cottage is set amidst lush greenery, featuring a welcoming porch and large windows. A stone pathway leads to the entrance, surrounded by well-maintained grass and shaded by surrounding trees.
Guest house in Cairo
4.98 out of 5 average rating, 193 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
Two vintage chairs positioned on the grassy shore face a calm river reflecting the soft hues of a sunrise. A small metal table sits between them, completing a tranquil setting surrounded by nature.
Guest house 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 favourite
A light-filled living area features a navy loveseat and a round dining table with two wooden chairs. The space is anchored by a patterned area rug on warm wood flooring. A door opens to a view of the greenery outside, inviting natural light indoors.
Guest house 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 favourite
A serene view of the home's back deck is framed by lush greenery, showcasing large windows that allow natural light to fill the interior. The wooden deck features a railing, while the surrounding area has a mix of wildflowers and foliage, enhancing the connection to nature.
Guest house 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 favourite
The living area features a dark navy sofa adorned with vibrant pillows, complemented by two wooden chairs. Decorative artwork is arranged on the wall above the sofa, while a coffee table occupies the center. Soft lighting enhances the serene ambiance of the space.
Guest house in Saugerties
4.98 out of 5 average rating, 46 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.

Guest favourite
A cozy living area features comfortable seating arrangements with decorative pillows on a sofa. Natural light floods the space from large windows, illuminating the exposed beams of the high ceiling. A wooden coffee table and a decorative rug add warmth to the inviting atmosphere.
Guest house in Windham
5 out of 5 average rating, 9 reviews

Newly Built 1200sq ft Guest House 4 min 2 Ski/Hike

Beautiful newly built 1200 sq ft cozy log guest house, w vaulted ceilings and a gas fireplace for a charming indoor experience. Air conditioning for those few warm summer days. A mud room with bench seating and a ski storage area w a heated floor. An outdoor Adirondack chair seating area w a gas fire table for a peaceful outdoor experience surrounded by a serene tree lined environment.

Popular amenities for guest house rentals in Greene County

Kitchen
Wifi
Pool
Free parking on premises
Air conditioning

Family-friendly guest house rentals

The room features two queen beds with crisp white linens and navy blue accents. Each bed is accompanied by a bedside table and a lamp. A dark blue feature wall adds contrast to the space, while soft lighting creates a cozy ambiance.
Private room in Shandaken

Catskill Seasons Inn - Room Twenty Three

A well-appointed sleeping area features a spacious queen bed with soft bedding. A twin bed is visible in the background, situated against a dark accent wall. Two table lamps provide soft lighting on either side of the queen bed, contributing to a cozy ambiance.
Private room in Shandaken
4.33 out of 5 average rating, 6 reviews

Catskill Seasons Inn - Room Two

A cozy guestroom is shown with two beds, one featuring a delicate floral coverlet. Nightstands with lamps sit on either side, illuminating the space. A wall-mounted television is visible, and the room is complemented by soft, neutral wall colors.
Private room in Shandaken

Catskill Seasons Inn - Room 7 and 8

A spacious room is presented with two queen beds dressed in white linens and navy accents. A wooden dresser and television are positioned against one wall, while a dining table with wooden chairs is located near a window, allowing natural light to enter the space.
Private room in Shandaken

Catskill Seasons Inn - Room Twenty Two

The room features two queen beds with soft white linens and navy accent pillows. A large window allows natural light to enter, and a dresser with multiple drawers is positioned against the wall. A television stands on a dresser opposite the beds.
Private room in Shandaken
4.33 out of 5 average rating, 12 reviews

Catskill Seasons Inn - Room Sixteen

The room features two spacious queen beds, each with soft white linens and decorative throw pillows. Nightstands with lamps are placed beside the beds, offering a warm glow. A navy blue accent wall contrasts with the light-colored furnishings, creating a calming atmosphere.
Private room in Shandaken

Catskill Seasons Inn - Room Eleven

A comfortable sleeping area is presented with two queen beds, each featuring a navy-blue throw blanket and a decorative pillow. A bedside lamp provides ambient lighting. The room is equipped with a window offering natural light and a wall-mounted air conditioning unit for climate control.
Private room in Shandaken

Catskill Seasons Inn - Room Twenty Six

A cozy sleeping area features a queen bed with a white duvet and navy throw. Nightstands with modern lamps are placed on either side. A dark feature wall contrasts with the light-colored wood furniture, creating a warm, restful environment.
Private room in Shandaken
4.25 out of 5 average rating, 8 reviews

Catskill Seasons Inn - Room Fifteen

Guest house rentals with a patio

Superhost
Bright ceiling lights illuminate the open space, highlighting the wooden loft and ladder. Windows allow natural light to fill the room, with views of greenery visible outside. The walls are finished in a soft white, creating a light and airy atmosphere.
Guest house in Palenville
4.95 out of 5 average rating, 38 reviews

Studio Loft in America's First Art Colony

Guest house in Earlton
5 out of 5 average rating, 3 reviews

The Loft at Honey Hollow in the Catskills

A softly lit pathway lined with stones leads to the entrance of the studio. White picket fencing and blooming flowers are visible alongside the porch. Lanterns illuminate the area, creating a warm ambiance against the night sky.
Private room in Durham

Glamping Carriage house w/fireplace fenceddog yard

Top guest favourite
A stone pathway leads to a small waterfall cascading over layered rocks, surrounded by a wooded area displaying vibrant autumn foliage. The serene stream area features smooth stones and moss, enhancing the natural beauty of the setting.
Guest house in Round Top
5 out of 5 average rating, 16 reviews

Catskill Mountain Hideaway at Living Stone

Guest house rentals with a washing machine and dryer

A spacious living area features large windows that allow natural light to fill the room. Comfortable seating arrangements include a dark sofa and armchairs. A dining table for six is positioned nearby, with decorative accents on the table. A ceiling fan and chandeliers add functional lighting.
Private room in Shandaken
4.73 out of 5 average rating, 15 reviews

Catskill Seasons Inn - Room Thirty One

Guest house in Tannersville
4.76 out of 5 average rating, 17 reviews

Spacious Home in breathtaking Tannersville, NY.

Top guest favourite
A serene landscape features a heart-shaped pond reflecting trees adorned with autumn foliage. Rolling green hills lead to distant mountains under a clear blue sky, creating a calm and inviting natural setting.
Guest house in Hudson
5 out of 5 average rating, 59 reviews

Hudson Countryside Guest Cottage w/Amazing Views

A charming cottage exterior is showcased with warm red siding and a white chimney. A small patio area features a grill and outdoor seating, surrounded by lush greenery and trees. Fall colors in the background provide a vibrant contrast to the structure.
Guest house in Germantown
4.72 out of 5 average rating, 50 reviews

Quaint Rural Cottage Immersed in Nature

Destinations to explore