House holiday rentals in Rhinebeck

A charming cabin is set against a backdrop of trees, featuring a blue exterior and a sloped metal roof. Reflections of the cabin are visible in the calm surface of a nearby pond. A small deck with steps descends into the water, enhancing the outdoor scenery.

4.98 out of 5 average rating, 127 reviews

Slate Cabin - Stylish Country Escape x Rhinebeck

This designer cabin blends natural materials and modern finishes. — sophisticated & cozy. Gaze at (or swim in!) the stunning spring-fed pond steps from the house. Lounge on the deck or enjoy coffee in the sunroom. The interiors feature three bedrooms, two full bathrooms, living room with chic and cozy furniture and wood burning fireplace, and fully appointed kitchen that's a joy to cook in. Entertain your family & friends at the table for 10 and continue out to the grounds, beverage in hand.

A spacious living area features large picture windows offering natural light, with a brick fireplace as a central focal point. Two chairs and a small table sit on a green rug, complemented by wooden flooring. Colorful artwork adorns the walls, enhancing the modern design.

4.86 out of 5 average rating, 103 reviews

Contemporary Hudson Valley home

Our home is a 1970s architectural gem located in the convenient upstate NY town of Staatsburg. It has been thoughtfully modernized and designed to encourage maximum serenity and enjoyment of both the indoor and outdoor spaces. The floating staircase, huge picture windows, expansive deck and wooded outdoor space make this home perfect for an upstate getaway - while still being close to some of the major area attractions and towns. Our historic street also features 1700s homes and a farm/brewery.

4.95 out of 5 average rating, 246 reviews

A bright and airy bedroom features large windows with stunning river views. The spacious bed is dressed in white linens with a soft blue throw. Vintage lamps sit on each side of the bed, while intricate green pendant lights hang from a wooden ceiling.

Home in Catskill

HEAVEN ON EARTH - Hudson Riverfront Home

Voted one of the Most Romantic AirBnB's Near NYC (Time Out NY). Location, Location, Location! Smiths Point-is definition-Riverfront. Panoramic stunning views of the Hudson AND private river access yr round. Enjoy your private sauna & steam shower inside & hot tub on covered lower deck. Kayaks/SUP/Fishing Poles provided. Enjoy brunch, dinner or high tea on the Gazebo suspended over the Hudson with a private chef. Explore Hudson, Woodstock....also only 30 mins to Hunter/Skiing/Snowboarding!

A serene stream cascades over smooth rocks, surrounded by a wooded area filled with autumn leaves. A wooden bench sits nearby, offering a tranquil spot to enjoy the peaceful atmosphere. The gentle flow of water reflects the greenery of the trees.

4.95 out of 5 average rating, 291 reviews

3Br Hilltop Ranch on 130acre farm w/ falls & creek

Newly renovated ranch house on a private hill top of an 130 acre magical property with stunning eastern views and overlooking a historic farm. Explore the hiking trails, dip in the wading pools of 90ft waterfall's upper cascades, bike to town or simply relax on the hammock while taking in views of the rolling hills. Escape to a beautifully designed private retreat, complete with a gourmet kitchen, cozy fireplaces, and comfortable bedrooms with quiet workspaces- learn more at cascadafarm

4.95 out of 5 average rating, 485 reviews

A spacious interior features exposed wooden beams and light-colored flooring. Large windows allow natural light to illuminate the room, highlighting comfortable seating areas and a dining table. A staircase is visible, leading to the upper level, enhancing the open and airy design.

Home in Germantown

Rustic Swedish Barn/Featured in Airbnb Magazine

Enjoy expansive views of the Catskill Mountains from this renovated but rustic Scandinavian barn. Featured in many magazines and catalogues, including AirBnB Magazine. Walk the property, with its big open field, an organic orchard, walking paths, and flower gardens. A large private pond is swimmable (after heavy rains it does get muddy). The Barn has central heat and air conditioning. A full bathroom features an antique bathtub. Enjoy dining inside, or outdoor grilling and dining.

A spacious living area showcases light-colored sofas arranged around a wooden coffee table. Large windows provide views of the lush outdoors, while a patterned rug anchors the space. A chair and stylish lamps enhance the inviting atmosphere.

4.96 out of 5 average rating, 153 reviews

Nature Retreat with Pond Views and Fire Pit

Nestled among the trees, this bright and serene home is off a quiet road just minutes outside the village of Rhinebeck. The house features lots of light, direct pond view, indoor fireplace, and renovated kitchen. We offer a great value while providing high-end amenities like luxury linens and towels, hybrid memory foam beds, and down pillows and comforters. This home sleeps eight (and up to ten with the two rollaway beds) and is the perfect getaway for a group trip or family stay.

4.88 out of 5 average rating, 138 reviews

Rhinecliff on the Hudson

Welcome to our home, Rhinecliff on the Hudson. Our home located in Rhinecliff, 3-4 mins to Rhinebeck Village. Sleeps 8 total. 1st Floor: King Bedroom, Queen Bedroom 2nd Floor: Living Room and Kitchen 3rd Floor: Loft with 2 Queen Beds, Living Room, Office Amazing views of the Hudson River + steps from the train station. Home is spacious with high ceilings, incredible wood work, and outdoor deck with couch, table, chairs, and umbrella. You'll love the view and convenient location.

The exterior of the house showcases a modern wooden design surrounded by lush greenery. A large deck extends from the house, furnished with outdoor seating. A grassy lawn features two patio chairs, inviting relaxation in the natural setting.

4.96 out of 5 average rating, 272 reviews

Modern Escape • Sauna • Firepit • Near Woodstock

Perfect upstate escape! Whether you're planning a romantic couples getaway, a fun trip with friends, a family vacation, or even a much-needed solo escape, The Retro Chic House offers the ideal stay for a memorable local Upstate Experience. This stunning renovated property is designed to cater to a variety of preferences and is guaranteed to provide you with an unforgettable stay. Located 8 mins to Woodstock, 12 mins to Saugerties, & picturesque drive to Hunter!

A spacious living area is highlighted by a cozy sectional couch and a contemporary coffee table. Natural light floods in through a skylight and large windows, illuminating the brick fireplace and wooden beams on the ceiling. A wall-mounted TV is positioned for entertainment.

4.89 out of 5 average rating, 193 reviews

15% off, private pond, BBQ, 4 min to village

"Pictures understate this well-appointed home. The beds were so comfortable and the pond is so tranquil!" -Kate, May '24 Newly renovated, perfect for groups of friends, couples, and families. Large (1,700+ sq. feet), quiet, 3-bedroom home 4 min to the Village and a 7-min Uber to Rhinecliff train station (2h to Penn Station). Close to hiking, skiing, grocery stores, shops and restaurants. Back yard features a tear-drop pond, BBQ, firepit, and large dining area.

An airy room is highlighted by wooden beams and large windows that overlook greenery. A spacious bed with a patterned duvet is positioned beside a cozy bed. A round table and chairs are situated in one corner, complemented by a woven rug and a decorative basket.

4.96 out of 5 average rating, 209 reviews

Honeybug Snug near Omega Institute!

Welcome to the Honeybug Snug! Now with AIR CONDITIONING : ) The Snug is perfect for a family of 4 or 4 close friends. : ) We still have a little work to do on her and you get to watch her grow. Your comments will be taken to heart, as your comfort is our priority! We live right next door if you need anything : ) We are .9 miles for The World Renowned Omega Institute -Center for Holistic Studies. Less than 15 Minutes to Downtown Rhinebeck.

The exterior of Long Pond Cottage is featured, showcasing a charming Victorian design surrounded by lush greenery. A welcoming porch with seating invites relaxation, while vibrant flowers add a touch of color to the landscape. The tranquil setting is enhanced by the surrounding trees.

4.98 out of 5 average rating, 183 reviews

Long Pond Cottage, Country Retreat in Rhinebeck

Nestled down a quiet, country road, you’ll find this charming, idyllic retreat. Less than 15 minutes from the village of Rhinebeck, Long Pond Cottage captures the best of the Hudson Valley. This two bedroom, one bathroom Victorian sits on just under an acre of land, offering ample outdoor space to enjoy the warmer months, and is the perfect cozy spot when the weather turns colder. Self check-in at 4pm and check-out 11am. Pet friendly.

4.96 out of 5 average rating, 388 reviews

A bright living space features a white sofa with light striped cushions, complemented by a wooden coffee table. A dining area with a light wood table and chairs is present. Large glass doors open to a scenic outdoor view, enhancing the open and airy ambiance.

Home in Germantown

Scandinavian Cottage/Mountain Views/Fire pit

A Unique Modern Cottage with Stunning Views / A Spa like Bathroom/ Gas Fireplace/ Fully equipped Chef's kitchen/Soapstone countertops/New premium appliances. Total Privacy High ceilings, hand plastered walls, antique doors. Glass French doors open to a private deck Enjoy big Catskill Mountain and seasonal Hudson River views. The large bath has a tiled glass door shower and a soaking tub. A Fieldstone fire pit overlooks the Catskills!

Popular amenities for Rhinebeck house rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

5 out of 5 average rating, 107 reviews

Saugerties Luxury -Pool, Fire Pit, Close to HITS

4.85 out of 5 average rating, 229 reviews

Home in Woodstock

Heated Pool • Private • 4 Min to Woodstock

4.87 out of 5 average rating, 222 reviews

An open living space is visible, featuring wooden beams that create a warm atmosphere. The dining area is filled with natural light, showcasing a wooden table surrounded by chairs, with modern light fixtures above. A staircase leads to the upper floor, enhancing the spacious design.

Home in New Paltz

Scenic River View Escape | New Paltz

A tranquil saltwater pool is set against a natural stone backdrop, surrounded by lush greenery. Poolside, a sunbed and umbrella are positioned, providing a relaxation spot. The patio features a rugged stone surface, enhancing the outdoor experience amidst a serene atmosphere.

4.89 out of 5 average rating, 126 reviews

Highwoods Haven | saltwater pool and hot tub

4.92 out of 5 average rating, 102 reviews

Home in Hudson

Hudson River Sunset Getaway

5 out of 5 average rating, 107 reviews

An aerial view of BoHo Farm House showcases a modern black exterior with expansive glass panels. The garden features a swimming pool surrounded by lounging chairs and a fire pit, set against a backdrop of lush green grass and trees.

Home in Accord

Design Scandi Retreat, Heated Pool, Dogs Welcome

A spacious living area features a hand-built stone fireplace adorned with decorative elements. Large windows allow natural light to fill the room, which includes a dining space with a long table set for guests. Comfortable seating is positioned around the fireplace on a well-defined area rug.

4.95 out of 5 average rating, 110 reviews

MODERN FARMHOUSE in the WOODS

5 out of 5 average rating, 116 reviews

A bright living area features large windows that invite natural light. The space includes a dark sofa, a vibrant yellow armchair, and a soft, patterned area rug. A coffee table is centrally placed, accompanied by a small side table with a decorative lamp.

Home in Taghkanic

Sunbeam Lodge: Pool+Sauna, 50 Acres, ‘70s Oasis

Weekly house rentals

A two-story house is presented with a blue facade and a metal roof, surrounded by lush green grass and trees. A welcoming front porch features steps leading to the entrance. Neatly landscaped shrubs and flowers enhance the outdoor space.

4.97 out of 5 average rating, 58 reviews

Newly renovated- close to Rhinebeck/Bard

The historic colonial farmhouse is flanked by lush greenery and flowering plants. A stone pathway leads to the inviting covered porch, where deep green columns support the upper deck. The metal roof glistens under the bright blue sky scattered with fluffy clouds, creating a peaceful country scene.

5 out of 5 average rating, 27 reviews

All-Season Rhinebeck Modernized Colonial Retreat

4.95 out of 5 average rating, 236 reviews

An outdoor area is visible through a large window, featuring a vintage clawfoot bathtub and a wooden stool. A hammock is suspended nearby. Lush greenery surrounds the space, creating a serene atmosphere.

Home in Spring Glen

Creekside cottage on 65 acres of land

4.96 out of 5 average rating, 163 reviews

A spacious wooden deck extends from the contemporary home, flanked by greenery. Two red Adirondack chairs invite relaxation, while large glass doors showcase the interior. The deck area is surrounded by lush plants and trees, emphasizing the natural setting.

Home in Stone Ridge

Secluded Oasis w/ Fire Place In Stone Ridge

5 out of 5 average rating, 29 reviews

An open-concept living area is visible, featuring a spacious dining table with several chairs and a cozy seating area. Large windows allow natural light to illuminate the space, showcasing scenic views of the outdoors. Wooden beams and a fireplace add warmth to the inviting atmosphere.

Home in Stanfordville

Hilltop Hideaway- fire pit, hot tub, mountain view

A serene river scene is depicted, showcasing calm waters bordered by smooth pebbles along the shoreline. Lush greenery surrounds the riverbanks, with trees providing a natural canopy above. The tranquil atmosphere highlights the beauty of the natural landscape.

5 out of 5 average rating, 32 reviews

Tranquil & Private River Home

A bright living room is highlighted by a large sectional sofa and a glass coffee table. A decorative cowhide rug lies on polished wood flooring. The gas fireplace is framed by a world map and decorative accents, with large windows allowing abundant natural light.

4.97 out of 5 average rating, 59 reviews

Rhinebeck Retreat w/ Lake Views near Omega

The exterior of the farmhouse is presented, showcasing its Romantic Carpenter Gothic style. A trellised porch is visible, surrounded by lush greenery and trees. A fieldstone wall frames the front yard, adding character to the historic property.

4.99 out of 5 average rating, 98 reviews

The Cat's Meow Farmhouse Red Hook Rhinebeck

Private house rentals

4.97 out of 5 average rating, 74 reviews

An open-plan living area features original wooden beams in a minimalist design. A modern fireplace is centered against a grey wall. A sectional sofa and a dining table are positioned, with ample natural light flooding through large glass windows on two sides.

Home in Hyde Park

Architect-Designed Modern Barn Retreat + Hot Tub

4.93 out of 5 average rating, 14 reviews

A spacious dining area is highlighted by a long wooden table surrounded by chairs. Elegant chandeliers hang from the high ceilings, illuminating the room. Large glass doors provide a view of the outdoors, while intricate woodwork adds character to the space.

Home in Germantown

Modern Barn House with Antique Details

5 out of 5 average rating, 29 reviews

Private 120-Acre Escape | Hot Tub, River & Firepit

A spacious countryside retreat is depicted, featuring a welcoming facade with a gabled roof and prominent front door. Lush greenery surrounds the property, and a stone pathway leads to the entrance. The exterior is characterized by warm brown tones and multiple large windows.

5 out of 5 average rating, 18 reviews

Hollow Road House 4 Bathrooms & Game Room!

4.96 out of 5 average rating, 71 reviews

A modern living area features a large stone fireplace, surrounded by two coral-colored sofas and a circular wooden coffee table. Expansive windows allow natural light to fill the space, while shelves line the walls filled with books. A soft area rug enhances the cozy setting.

Home in Port Ewen

Hudson Waterfront Mid-Century Modern Home

A large, modern house is set against a clear blue sky, with expansive windows reflecting the natural surroundings. A spacious deck extends outwards, offering views of the well-maintained lawn and surrounding trees, creating a serene outdoor space.

4.99 out of 5 average rating, 88 reviews

The Daydream: Hudson River Views, 4 bedrooms & Gym

An airy main living area is illustrated, featuring a wooden dining table and a cozy sofa. Large windows provide views of the surrounding woods. A stone fireplace is visible, with a tasteful rug placed on the hardwood floor. Natural light enhances the open space.

4.94 out of 5 average rating, 52 reviews

Beautiful Rhinebeck A-Frame: w/ Grill, & Sauna