Holiday rentals in Rosendale

The living room features large windows offering views of the river and surrounding trees. A blue sofa and a beige tufted couch are positioned around a wooden coffee table, while a colorful area rug adds warmth to the space. Bright yellow walls enhance the inviting atmosphere.

4.92 out of 5 average rating, 397 reviews

Welcome to The Boathouse! Waterfront/Boats/Hot tub

Perched on the water’s edge, you’ll look down from this bright, modern post at an expanse of winding river and broad tree-lined meadows. Let the mellow current and enveloping natural setting satisfy and soothe your senses. This special place is close to everything, making it an ideal launchpad to all the Hudson Valley has to offer. Kingston, New Paltz and Rosendale are all ten minutes away, surrounding you with a plethora of hiking trails, climbing, dining, drinking, entertainment and shopping.

4.99 out of 5 average rating, 159 reviews

The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.

Cabin in Saugerties

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

4.93 out of 5 average rating, 121 reviews

Cottage in Rosendale

Fenced in dog friendly cottage by Mohonk Preserve

The cottage is a hop to the Walkill Valley Rail Trail that hugs the Monhonk Preserve. Inside the cottage, you will feel warm and cozy, just like home. The Rosendale trestle and Joppenberg Mountain are a quick walk or bike ride away. Shops, amenities close by. Your pups will Love the yard! Easy access to trails for XCountry skiing/snow shoes. Dog fee is $75 per dog, 2 dog max. Dogs over 50 pounds are special request. Rosendale swimming pool open is to public. $75 for guest 3 and $75 for guest 4.

5.0 out of 5 average rating, 9 reviews

Trestle House - Bliss on the Rail Trail!

Trailfront Hudson Valley Retreat Nestled along the Empire State Trail & steps from the iconic Rosendale trestle. Sip espresso, watching as cyclists and runners pass by, then step out front door to enjoy world class hiking, biking, running, or cross-country skiing. A short walk to the historic town center, Trestle House is an oasis with 2nd story front porch and back deck. Shawangunk Ridge & Mohonk Preserve 15–20 min away Kingston & New Paltz 10-15 min. away Hunter Mountain 45 minutes away

4.96 out of 5 average rating, 419 reviews

An open living area features a plush gray couch with decorative pillows, complemented by a cozy armchair. The wooden ceiling and walls create a warm atmosphere, while the tiled kitchen area is visible in the background. A front door offers natural light and exterior access.

Home in Kingston

This New House

Unique custom built new home constructed purposefully for Airbnb quests. This house offers a distinctive design with a large loft bedroom and a fully tiled bathroom. The loft overlooks the downstairs living area which has an open living room, dinning area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and floors. You will also see plenty of natural pine, hickory, and local cedar throughout the house.

A charming two-story house features warm wooden siding and multiple red window accents. A welcoming front porch is adorned with lights, complemented by a gently sloped pathway leading up to the entrance, surrounded by lush greenery and seasonal foliage.

4.97 out of 5 average rating, 333 reviews

Eclectic one-bedroom house

This bohemian New Paltz house is 1/3 mi to Main St New Paltz, 2/3 mi to SUNY and 1 1/2 blocks from the New Paltz-Kingston rail trail. Rent entire house with a private bathroom, large deck space with table and grill, small living and dining room, EV charging and a kitchen. The entire upstairs is a spacious and unique bedroom space. Walking distance to many restaurants and bars. New Paltz is a central location for outdoor fun, close to Mohonk, the Gunks, great biking, hiking, rock climbing, etc.

4.93 out of 5 average rating, 293 reviews

A spacious living area features a light-colored couch adorned with blue, green, and yellow pillows. A round coffee table sits in front of it, complemented by a rocking chair in green. A bright yellow wall and large windows enhance the room's openness.

Cottage in High Falls

Leggett Cottage

The cottage is located in historic High Falls on Leggett Road, one of the loveliest roads in the area. It is your private cottage. Just renovated, it has new amenities. A well-equipped kitchen. The location is 100 steps from the rail trail, where you can bike or walk. Stone Ridge and High Falls are a half-mile away for all your shopping. Situated between the majestic Shawangunks and the Catskills, outdoor activities, farm-to-table restaurants, breweries, and farmers' markets abound.

4.91 out of 5 average rating, 206 reviews

A welcoming entrance is framed by lush green vines, highlighting a pair of white double doors. A red mailbox is mounted to the side, and a decorative mat with a floral design rests on the ground, inviting guests into the space.

Flat in Rosendale

Shack in the Heart of Rosendale

This unique, centrally located 500 sq ft ground-floor, 1.5 story apartment is in an ideal location to explore Rosendale and the surrounding areas. Located in a 1890s Brownstone, the Shack is a comfortable refurbished studio with hand hewn beams, brick walls and a wood burning stove. Sleep in a queen Murphy bed (pulls down) and prepare food in the kitchenette. Keep in mind nobody above you and the town shuts down at 10 PM so you have a decent amount of peace and quiet.

4.96 out of 5 average rating, 234 reviews

A tall, rusted trestle bridge spans the landscape, surrounded by lush green trees that showcase varying shades of yellow and green. The structure rises above the foreground, with a glimpse of a house nestled among the trees below.

Flat in Rosendale

Rosendale Trestle View

Enjoy views from your upstairs oasis: 1 big bedroom, office/smaller room with a day bed, kitchen, & bath. Stay coooool all summer long with our very quiet mini splits. Slip out your private entrance to hike Joppenbergh. Bring or Rent a bike, ride or walk or even X-country ski the #EmpireTrail, the Rosendale trestle and Wallkill Rail-trail. View the trestle and walk 5 minutes to the trail from the house. Walk to local eateries, and cinema, or just relax by the river.

4.94 out of 5 average rating, 375 reviews

A charming farmhouse exterior is presented, featuring a well-maintained porch with seating. The facade showcases a combination of horizontal and vertical siding, complemented by a sloped roof. Lush greenery surrounds the property, enhancing the serene atmosphere of the rural setting.

Home in Kingston

Hudson Valley Hygge House~ comfort in the country!

Experience the cozy charm of hygge at the farmhouse by a tranquil pond in Rosendale. Nestled in the Hudson Valley, just minutes from Kingston, Stone Ridge, and High Falls—and only 90 miles from NYC—this retreat offers pure serenity. Located on a quiet country road, enjoy the sounds of birdsong, evening frog lullabies, and a gas fireplace for a cozy winter escape. Set on over 3 acres, nature abounds here. Come and enjoy all the Hudson Valley has to offer!

4.92 out of 5 average rating, 83 reviews

Charming Cottage Retreat in Rosendale

Welcome to "Bonnie and Clyde" Cottage! - Freshly renovated vintage cottage offering rustic elegance. - Two cozy bedrooms and a luxurious, sun-drenched living area. - Full gourmet kitchen perfect for culinary enthusiasts. - Private deck for peaceful al fresco dinners. - Located just minutes from Rosendale's vibrant main street and nearby attractions like Kingston and High Falls. - Numerous hiking trails and lakes for outdoor exploration.

Superhost

Home in High Falls

Mossybrook Hideout: Private Creek Oasis w Hot Tub

Welcome to your High Falls getaway: a dog-friendly 3bd/3bath home complete with a hot tub, outdoor shower, chef's kitchen, wood stove, fire pit, and propane grill for entertaining your friends and family. Sonos Bluetooth speakers are provided throughout the house, a Smart TV with all of your favorite streaming apps, a large collection of board games, and laundry facilities are all available for you to use during your stay.

4.93 out of 5 average rating, 163 reviews

Popular amenities for Rosendale holiday rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great holiday rentals in Rosendale

4.93 out of 5 average rating, 90 reviews

A wooden cabin sits against a backdrop of bare trees and a partially frozen river. Sunlight brightens the exterior, highlighting the natural wood finish. A deck is visible, offering an unobstructed view of the tranquil water and surrounding nature.

Chalet in Rosendale

Eagles' retreat

4.84 out of 5 average rating, 96 reviews

A hallway with light gray walls features polished wooden floors and a textured area rug. Framed artwork is displayed on the walls. A small wooden table stands against one wall, with a blue armchair visible at the end of the hallway, leading to a bright room beyond.

Flat in Rosendale

Hidden gem 1 bedroom apartment Main St. Rosendale

An open living area features a green velvet sofa adorned with colorful pillows, accompanied by a patterned armchair. A wooden dining table with chairs is positioned nearby. Natural light floods the space through large sliding glass doors, revealing a view of the outdoors.

4.93 out of 5 average rating, 61 reviews

Rosendale vacation

Superhost

4.83 out of 5 average rating, 29 reviews

Rondout Retreat: Private Poolside Luxury

4.98 out of 5 average rating, 41 reviews

Historic Cottage with Heated Pool + Firepit

A comfortable seating area features a gray sofa adorned with decorative pillows, including one that reads 'Hello.' A round wooden coffee table sits in front of the sofa. A lamp stands beside the couch, while a small desk and plant are visible in the background.

4.87 out of 5 average rating, 52 reviews

Cozy modern house, perfect for Catskills adventure

5.0 out of 5 average rating, 70 reviews

A calm lake reflects vibrant autumn foliage from the surrounding trees, showcasing a variety of warm colors. The water's surface appears smooth, creating a mirror-like effect that enhances the natural beauty of the shoreline.

Home in Kingston

Waterfront Lakehouse near Kingston Hot Tub & Sauna

A charming farmhouse exterior is surrounded by lush green lawns and trees. Large windows allow natural light to fill the interior. Outdoor seating is arranged under a purple umbrella, offering a serene spot to enjoy the picturesque landscape.