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Holiday rentals in Rhinebeck

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Top-rated holiday rentals in Rhinebeck

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Top guest favourite
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.
Home in Rhinebeck
4.98 out of 5 average rating, 118 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.

Top guest favourite
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
5 out of 5 average rating, 102 reviews

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!

Top guest favourite
A comfortable living area features a beige sofa with decorative pillows, accompanied by two side tables and lamps. A floral artwork hangs above the sofa, while a cozy armchair is positioned nearby on a light area rug.
Guest suite in Red Hook
4.99 out of 5 average rating, 109 reviews

A perfect Hudson Valley getaway.

Spacious, comfortable and relaxing environment for adults, ready to make you feel right at home. It is not suitable for children, no childproofing.. Just 1 mile from the center of Red Hook, with off street parking & private entrance. Big livingroom w/ TV hidden in the armoire. Wifi ready. Full kitchen & large bathroom w/roomy shower. Large bedroom / closet space. Washer & dryer available. 4 miles from Dutchess County Fairgrounds. Minutes to Bard College , Taconic Pkwy, NYS Thruway

Guest favourite
A functional kitchen area features gray cabinetry and a white countertop, complemented by a window allowing natural light. A small dining table with chairs is set nearby, adorned with a vase of flowers. A coffee maker and kitchenware are also visible on the counter.
Cottage in Rhinebeck
4.82 out of 5 average rating, 103 reviews

Blue Cottage in Rhinebeck

* private and quit with few minutes walk to a lake ( unfortunately not for swimming). * walking trails around the property. * 5 minutes drive to the Dutchess County fairground. * 5 minutes drive to Kingston-Rhinecliff bridge. * Seven minutes drive to the village of Rhinebeck. * twenty to twenty five minutes drive to Woodstock * Twenty minutes drive to the Omega institute. * twenty to twenty five minutes drive to the Culinary Institute of America. * ten minutes drive to Bard College.

Top guest favourite
A charming cottage is framed by trees and illuminated by warm outdoor lights. A winding path with steps leads up to the entrance, showcasing cozy decorations and inviting ambiance as dusk settles over the landscape.
Cabin in Rhinebeck
4.99 out of 5 average rating, 562 reviews

Acorn Hill Cottage -A mid century farmhouse gem

No list of chores. Just relax! Now accepting dogs on a case by case basis. Must inquire PRIOR TO BOOKING. Minutes to historic Rhinebeck Village, this quaint abode makes for the perfect romantic or mind clearing get away. Located directly off Route 9 tucked in the trees. Enjoy our completely separate art filled cottage. The open 550sq/ft studio floor plan will cheerfully accommodate couples & close friends. 4 persons MAX. Best suited for adult guests as the space is not child proofed.

Top guest favourite
The exterior of the house features a curved metal roof and large glass doors, allowing natural light to fill the interior. The surrounding area includes vibrant greenery and well-maintained landscaping, with a wooden deck extending in front, providing an inviting outdoor space.
Cottage in Rhinebeck
4.97 out of 5 average rating, 137 reviews

Extra Large Rhinebeck Village Guest House

Large loft-like house located in historic Rhinebeck Village. An easy walk to fine and casual dining, shopping and the County fair grounds. The lower level has 2 huge rooms with large beds and living area in each. One side has a TV, stereo and vinyl collection, the other a kitchen area, dining table, couch, and wood burning stove. The loft (accessible by step-ladder) has 2 more beds. The bathroom (separate rooms for bathing and WC) is between the two lower level rooms. Truly a rare find!

Guest favourite
A wooden deck extends from the cabin, featuring a round table with two transparent chairs. The view includes a forest of bare trees under a setting sun, casting warm light across the space.
Cottage in Rhinebeck
4.93 out of 5 average rating, 327 reviews

Ridgetop 2 Br Cabin- Views, 130acre forest & falls

Newly renovated private cabin on the ridge top of an 130 acre magical property with stunning western views and overlooking a historic farm & crystal clear lake. Explore the hiking trails, dip in the wading pools of the upper cascades, bike to town or simply enjoy the peaceful sounds of the 90ft waterfall on the property. Relax in a beautifully designed private retreat, complete with a gourmet kitchen, cozy fireplace, comfortable bedrooms & quiet workspaces- learn more at cascadafarm.com

Top guest favourite
A bright living area is observed, featuring cozy seating arrangements with a mix of chairs and a sofa. A television is mounted on the wall, while sliding glass doors provide views of the surrounding nature. A gas fireplace adds warmth, and a decorative rug enhances the space.
Home in Kingston
4.97 out of 5 average rating, 145 reviews

Hillside Views in Hudson Valley

Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

Top guest favourite
The exterior of a charming cottage is seen, featuring a front porch with two black chairs and potted plants. Stone steps lead up to the entrance, flanked by shrubs and trees, creating a serene setting within the landscaped grounds.
Cottage in Rhinebeck
4.93 out of 5 average rating, 181 reviews

Intimate Cottage on Private Estate

Bulls Head Cottage is a thoughtfully-designed retreat nestled within a 2.5 acre estate 5 minutes from Omega Institute and 10 minutes from the charming Village of Rhinebeck. The 720 square foot guest cottage is a relaxing place for up to 2 guests, offering cozy indoor and outdoor space including an office overlooking the property's pond. Enjoy quick access to hiking, shopping, fine dining and more. Under 2 hours from New York City by car or train. Pets not typically allowed.

Guest favourite
An open floor plan living space is showcased, featuring a comfortable sectional sofa with decorative pillows. Vibrant red curtains frame large windows, and a dining area with a table is visible in the background. Light wooden flooring adds warmth, while a well-equipped kitchen is located to the right.
Flat in Kingston
4.91 out of 5 average rating, 120 reviews

Spacious, Bright & Airy! Tangerine Dream Suite

You will enjoy easy access to everything from this centrally located apartment. Your right next door to Ulster Performing Arts Center & Tubbys where you will find amazing shows and live music! West Kill Brewing is walking distance as well as many restaurants and coffee shops. Downtown Hudson River waterfront packed with restaurants and water views is a 5 minute drive. Grab a pair of skates and go ice skating at The Rondout Rink right on the waterfront.

Top guest favourite
A spacious studio apartment is highlighted by a large bed adorned with neutral bedding and vibrant throw pillows. A kitchenette with red accents is visible in the background, featuring modern appliances. A work bar with high chairs offers additional seating, while warm wood flooring complements the overall decor.
Flat in Rhinebeck
4.93 out of 5 average rating, 152 reviews

Hibiscus Suite - Priv. Studio - Rhinebeck Village

This modern studio apartment is ideal for a weekend retreat or remote working base. Just 17 minutes from Omega, we offer a Queen-size bed, free WiFi, and a Smart TV. The fully-equipped kitchenette and work/eating bar make meal prep and productivity easy. The bathroom features a rain shower head and Bluetooth speaker. With its own entrance and ample street parking, it ensures privacy and convenience. Give it a try – you won’t be disappointed!

Guest favourite
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.
Home in Rhinebeck
4.98 out of 5 average rating, 177 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.

Popular amenities for Rhinebeck holiday rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Other great holiday rentals in Rhinebeck

Guest favourite
A light-filled living space features rustic white walls and wooden floors. A cozy soapstone stove stands beside a small seating area with a wicker chair and a couch. The doorway leads to a wooden-paneled area with hanging coats and boots, inviting a sense of home.
Guest house in Tivoli
4.94 out of 5 average rating, 292 reviews

Light-filled guest cottage

Top guest favourite
The exterior of a charming post and beam barn is showcased, featuring a wooden facade and large windows that allow natural light to illuminate the interior. The entrance includes a double door with a decorative x-design, set amidst a tranquil wooded landscape.
Barn in Rhinebeck
5 out of 5 average rating, 48 reviews

Applebarn

Top guest favourite
Home in Red Hook
5 out of 5 average rating, 13 reviews

Modern Private River Retreat, Hot Tub + EV Charger

Guest favourite
Home in Rhinebeck
5 out of 5 average rating, 8 reviews

Rhinebeck Chalet: Modern Stylish Retreat

Top guest favourite
A cozy kitchenette with wooden shelves displaying plates and glasses is visible alongside a sink. An adjacent room is seen, featuring a wooden table surrounded by chairs, and walls lined with numerous books, allowing for an inviting reading atmosphere.
Guest suite in Red Hook
4.93 out of 5 average rating, 415 reviews

the farmhouse suite @barn & bike

Top guest favourite
The kitchen features modern appliances, including a black refrigerator and stainless-steel oven. A wooden dining table sits in the center, adorned with a bowl of fresh fruit. Shelves above display plants and kitchenware, while natural light filters through the windows, creating an inviting ambiance.
Flat in Kingston
4.97 out of 5 average rating, 236 reviews

Renovated apartment in midtown Kingston

Top guest favourite
The cottage exterior showcases a charming yellow facade with blue trim. A welcoming front porch features two rocking chairs and hanging plants. Lush greenery and colorful flowers adorn the base, creating an inviting entryway surrounded by trees.
Cottage in Rhinebeck
4.98 out of 5 average rating, 54 reviews

The Enchanted Cottage: An Artist's Retreat.

Top guest favourite
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
4.95 out of 5 average rating, 61 reviews

Hudson Waterfront Mid-Century Modern Home

When is the best time to visit Rhinebeck?

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Avg. price£155£149£146£161£174£169£180£170£168£193£175£174
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Frequently Asked Questions

  • What are the best places to stay in Rhinebeck?

    Rhinebeck has inviting vacation rentals near the village center, historic neighborhoods, and scenic countryside. Choose from charming homes, apartments, or rural cottages to experience the region’s character.

  • What are the best things to do in Rhinebeck with kids?

    Families often explore local parks, visit hands-on museums, and enjoy interactive art and nature programs. Seasonal farm events and ice cream shops are popular stops with children.

  • What are some of the best things to do in Rhinebeck?

    Explore locally owned shops, galleries, and restaurants in the village center, tour historic landmarks, and discover nearby parks or nature preserves. The area has opportunities for antiquing, arts appreciation, and outdoor leisure year-round.

  • How is the weather in Rhinebeck?

    Rhinebeck experiences cold winters near 16–35°F (-9–1°C) with frequent snowfall and mild summers around 59–82°F (15–28°C), often with brief rain showers. The area has vibrant fall foliage and crisp spring mornings.

  • When is the best time to visit Rhinebeck?

    Late spring and early autumn are often recommended for mild temperatures and colorful landscapes. Summer draws visitors for outdoor events, while winter has festive village decorations and cozy experiences indoors.

  • What are the best places to visit in Rhinebeck?

    Tour the village center’s historic architecture, browse local galleries, and explore nearby botanical gardens or nature preserves. Rhinebeck also has heritage sites and public art displays throughout town.

  • What are some hiking trails in Rhinebeck?

    Rhinebeck has walking trails through nearby nature preserves and wooded parks, where visitors enjoy forest scenery and local wildlife. Some trails feature interpretive signs about the area’s plants and history.

  • What are some family activities we can do in Rhinebeck?

    Families enjoy picnicking in public parks, joining educational workshops in local museums, and attending seasonal fairs or weekend farmers markets. Ice cream shops and nature walks are also popular with all ages.

  • What are some of the best day trip ideas from Rhinebeck?

    Consider exploring nearby river towns for art galleries and waterfront walks, visiting historic estates with interpreted cultural history, or touring scenic countryside known for wineries and orchards. Nature preserves offer peaceful hiking year-round.

  • Are there any pet friendly accommodations available in Rhinebeck?

    Many vacation rentals in Rhinebeck welcome pets, with options in the village center and countryside offering easy access to parks and walking paths. Some hosts provide pet amenities for comfort.

  • What are some local tips for visiting Rhinebeck?

    Consider exploring early in the day for quieter experiences in galleries and cafés. Seasonal farmers markets and local artisans are frequently recommended for fresh finds, and nearby trails make for peaceful walks year-round.

  • What is Rhinebeck known for?

    Rhinebeck is known for its historic village charm, vibrant arts scene, and ties to the Hudson Valley’s agricultural heritage. The area has long hosted community festivals and events drawing visitors throughout the seasons.

  • What are the best hidden gems to explore in Rhinebeck?

    Look for tucked-away bookshops, small museums, and quiet garden spaces around the village. Some independent studios and craft markets feature locally made goods that reflect the region’s creative spirit.

  • What are the best foods to try in Rhinebeck?

    Sample Hudson Valley-inspired dishes, including farm-to-table cuisine, locally made cheeses, and seasonal produce. Rhinebeck’s bakeries also feature artisanal breads and desserts, while cozy cafés and bistros serve regional specialties.

  • What should I bring for a trip to Rhinebeck?

    Pack layers to adjust for cool mornings and warmer afternoons, especially in spring and autumn. Comfortable walking shoes, a rain jacket, and a camera are useful for exploring local shops, trails, and historic sites.

  • What is the nightlife in Rhinebeck like?

    Nightlife in Rhinebeck centers on intimate bars, casual pubs, and live music venues near the village center. Many evenings feature locally sourced food and a relaxed social atmosphere.

  • What are the most popular events or festivals in Rhinebeck?

    The region hosts a large country fair around Labor Day weekend, craft fairs in spring and autumn, and seasonal art shows. Holiday celebrations and farmers markets are also frequently suggested for visitors.

  • Are there family friendly vacation rentals in Rhinebeck?

    Rhinebeck has many family friendly vacation rentals, with homes and apartments featuring spacious layouts and access to parks or playgrounds nearby. Look for accommodations close to the village for walkable activities.

Quick stats about holiday rentals in Rhinebeck

  • Total holiday rentals

    Explore 110 holiday rentals in Rhinebeck

  • Nightly prices starting at

    Rhinebeck holiday rentals start at £51 per night before taxes and fees

  • Verified guest reviews

    Over 10,540 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 30 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wifi availability

    110 of Rhinebeck holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Gym and BBQ grill across Rhinebeck rentals

  • 4.9 Average rating

    Rhinebeck stays are highly rated by guests – averaging 4.9 out of 5!

Destinations to explore

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