Holiday rentals in Rhinebeck

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Top-rated holiday rentals in Rhinebeck

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

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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, 123 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, 123 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 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.
Home in Staatsburg
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.

Top guest favourite
A modern cabin features a peaked roof and large glass windows, set amidst lush greenery. A heated pool is visible in the yard, surrounded by comfortable lounge chairs, inviting relaxation in a tranquil outdoor setting.
Cabin in Red Hook
4.96 out of 5 average rating, 378 reviews

Modern Upstate Cabin, near Rhinebeck NY

[ 🏊🏽‍♂️ Heated pool is open end of May - end of October. During the winter months we recommend soaking in our giant freestanding tub, which easily fits 2 humans.] Welcome to Maitopia - our modern, dog-friendly, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub, a floating fireplace and a heated pool in the summer. Plus, a fenced in yard for your pup to roam! Please note: Because of bad experiences we don’t accept bookings from guests without reviews.

Top guest favourite
The exterior of the guest house displays a blue wooden façade with multiple windows. A wooden deck, equipped with a couple of white chairs, extends from the house. Surrounding greenery and a grassy area complement the inviting outdoor space.
Cottage in Rhinebeck
4.99 out of 5 average rating, 107 reviews

Rhinebeck Guest House, 5 min. from town, King Bed!

Lovely Rhinebeck Guest House features large bedroom with king-size memory foam bed, large living/dining room with piano, full bath and kitchen. Lots of windows and light, plus a perfect deck for drinks overlooking the pond at sunset, or enjoying coffee/tea in the AM. Property adjoins beautiful 75-acre Burger Hill Park, all 5 minutes to Rhinebeck Village! 20 minutes to Kingston, 30 minutes to Millbrook, and 40 minutes to Hudson. Kitchen has full cooking pot/pans/knives etc. supplies

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, 573 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.

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, 340 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

Guest favourite
Home in Rhinebeck
4.88 out of 5 average rating, 136 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.

Top guest favourite
Cottage in Rhinebeck
4.93 out of 5 average rating, 182 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.

Top guest favourite
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.
Home in Rhinebeck
4.97 out of 5 average rating, 208 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.

Top guest favourite
Flat in Rhinebeck
4.94 out of 5 average rating, 162 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!

Top 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, 180 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

When is the best time to visit Rhinebeck?

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Avg. price€ 181€ 174€ 170€ 188€ 202€ 197€ 210€ 198€ 195€ 224€ 204€ 203
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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 100 holiday rentals in Rhinebeck

  • Nightly prices starting at

    Rhinebeck holiday rentals start at € 43 per night before taxes and fees

  • Verified guest reviews

    Over 10,580 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

    100 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!

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