Vacation rentals in Rhinebeck

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Top-rated vacation rentals in Rhinebeck

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

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Top guest favorite
Home in Rhinebeck
4.98 out of 5 average rating, 125 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 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, 110 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 favorite
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, 107 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 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, 127 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
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
Cabin in Rhinebeck
4.99 out of 5 average rating, 577 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 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, 346 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 favorite
A modern kitchen features sleek white cabinetry and stainless steel appliances, including a gas stove and refrigerator. An island with black countertops is centered in the space, complemented by three black stools. Large windows provide natural light, enhancing the bright and airy atmosphere.
Guesthouse in Red Hook
4.94 out of 5 average rating, 103 reviews

Private Cottage, Walk to Restaurants and Shops

Beautifully renovated modern cottage in the village of Red Hook has modern amenities, hardwood floors, and an open floor plan. The cooks kitchen has an island and high-end appliances. Walls of windows and doors bring in lots of light and there's a private patio out back. Bathroom has large walk-in shower. Bedroom has a king bed (or two twins) and a recliner for reading. A 3 minute walk from center of Red Hook and Bard Shuttle. 10 minute drive to both Bard College and Rhinebeck.

Guest favorite
Home in Rhinebeck
4.88 out of 5 average rating, 137 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 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, 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 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.

Top guest favorite
Apartment in Rhinebeck
4.94 out of 5 average rating, 164 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!

Popular amenities for Rhinebeck vacation rentals

When is the best time to visit Rhinebeck?

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Avg. temp25°F28°F36°F47°F58°F66°F71°F69°F62°F50°F40°F31°F

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 100 vacation rentals in Rhinebeck

  • Nightly prices starting at

    Rhinebeck vacation rentals start at $50 per night before taxes and fees

  • Verified guest reviews

    Over 10,580 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

    100 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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