Vacation rentals in Rhinebeck

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Top-rated vacation rentals in Rhinebeck

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Top guest favorite
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, 121 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 favorite
A well-equipped kitchenette showcases wooden cabinetry with a dark countertop. A microwave and refrigerator are visible alongside a sink. A small tray holds beverages, with water bottles arranged nearby. A blue door and decorative wall piece add to the inviting ambiance.
Apartment in Rhinebeck
4.99 out of 5 average rating, 218 reviews

Rhinebeck Ridge - A Woodland Studio Retreat

Nature surrounds this tranquil space nestled within a heavily wooded scenic ridge district, far off the road. Near Omega, Rhinebeck Village, Bard, Walkway over the Hudson, hiking, parks, wineries, swimming, antique stores, farmers markets. Newly constructed & lovingly designed by its builder owner, great attention has been given to quality details designed to soothe your soul. Ideal for singles or couples of any orientation wishing to elegantly commune with nature with all the comforts of home.

Guest favorite
A spacious great room features a stone fireplace amidst large windows, allowing natural light to fill the space. A wooden dining table is placed near a comfortable sectional sofa, creating an inviting area for relaxation and dining. The warm wood beams add a rustic touch.
Home in Staatsburg
4.99 out of 5 average rating, 116 reviews

Boulder Tree House

Boulder Tree House 🌲🌲🌲 FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Boulder Tree House is an Inhabitable Work of Art, created by owner architects. The design is based on organic and innovative blending of natural elements and environmentally conscious technology, creating a happy and healthy living space. Boulder Tree House is ideal for a couple looking for a exciting, romantic and unique experience. The space can also comfortably accommodate a 3rd person.

Top guest favorite
An open-concept space features wooden beams and large windows, filling the area with natural light. A dining table with six chairs is positioned centrally. A cozy seating area includes a sofa and armchair, while a staircase leads to the loft bedroom above.
Cottage in Rhinebeck
4.99 out of 5 average rating, 173 reviews

Fabulous Lemon Cottage in Rhinebeck, NY

This cozy, clean, and light-filled cottage with its bedroom loft provides a perfect getaway anytime of the year. When you do venture out, you're in the heart of it all; only a few miles from Rhinebeck village, but also close to Red Hook, Bard, Kingston, Woodstock, Hudson, etc. Use our guidebook to explore the area, or choose to stay in at this quiet, private cottage with views of the woods. LGBTQIA+ friendly. All people from all cultures and backgrounds, without exception, are welcome.

Top guest favorite
A bright living area is designed with a gray sectional sofa and a coffee table. A vase of fresh flowers is placed at the center. Decorative oars and a scenic image adorn the walls, while natural light streams in through the front door.
Guesthouse in Rhinebeck
4.99 out of 5 average rating, 135 reviews

Country Suite Near Omega Institute & Rhinebeck

We designed our guesthouse with the comfort seeking guest in mind. Enjoy our comfy plush beds, soft bed linens, luxurious towels, and complimentary bath amenities for your ultimate getaway. Complimentary snack and beverage selections are also provided in our efficient kitchenette (no stove) which can accommodate light meals. Our 2nd floor guesthouse offers ductless HVAC to provide the ultimate comfort AC or heating as needed. Many guests comment on our relentless pursuit of cleanliness.

Top guest favorite
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 favorite
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, 566 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 favorite
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!

Top guest favorite
A private cabin is nestled among lush greenery, showcasing a large deck with two Adirondack chairs positioned for relaxation. The cabin features large glass doors that open to the natural surroundings, enhancing the peaceful atmosphere.
Guesthouse in Kingston
4.99 out of 5 average rating, 162 reviews

Chic, Private Cabin with Stunning River Views

Private, fully renovated cabin with high-end finishes and stunning views of the Hudson River. All creature comforts including full kitchen, expansive living room, stylish bathroom and cozy bedroom, along with firepit and large deck to watch the eagles from. Nestled on a wooded corner of the owner's property but completely independent with separate driveway, parking and fenced yard for privacy. Just minutes from shopping/dining in Kingston, as well as world world class hiking and nature.

Guest favorite
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, 331 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 favorite
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.

Top guest favorite
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.

Popular amenities for Rhinebeck vacation rentals

When is the best time to visit Rhinebeck?

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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 vacation rentals in Rhinebeck

  • Total vacation rentals

    Explore 110 vacation rentals in Rhinebeck

  • Nightly prices starting at

    Rhinebeck vacation rentals start at $70 per night before taxes and fees

  • Verified guest reviews

    Over 10,540 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 30 rentals that welcome pets

  • Vacation rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    60 properties have a dedicated workspace

  • Wi-Fi availability

    110 of Rhinebeck vacation rentals include wi-fi 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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