Vacation rentals in Rhinebeck

4.99 out of 5 average rating, 122 reviews

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

Country Suite Near Omega Inst and Rhinebeck

We designed our guesthouse with the comfort seeking guest in mind. Enjoy our extra comfy plush beds, soft and fresh bed linens, luxurious towels, and complimentary essential oil infused bath amenities for your ultimate getaway. Complimentary snack and beverage selections provided for your enjoyment in our efficient kitchenette which can accommodate light meals. Our second floor guesthouse offers a newly installed ductless HVAC to provide the ultimate comfort air-conditioning or heating as needed. Many of our guests comment on our relentless pursuit of cleanliness. Some features included are: kitchen with microwave, toaster oven, refrigerator/freezer, electric tea kettle, and Keurig coffee maker. Also, oversized shower, dimmable lighting, keyless access, internet, smart TV, blackout window treatments, heating and air conditioning. Kitchen is for light meal preparation only, no stove. Complimentary snacks, beverages, and bath amenities provided. Echo Dot with Amazon Alexa in suite for guest use. Please note: entrance includes one flight of stairs to enter and exit the country suite. Available promptly by Airbnb messaging, text or phone for any questions or needs during your stay. The guesthouse is within walking distance to the Omega Institute for Holistic Studies, 8 miles to the charming and historic town of Rhinebeck, and central to many pursuits in the Hudson Valley. Walk or run around the lake for a 3.5-mile outing. 90 miles from NYC along Taconic State Pkwy. 15 mins from Amtrak's Rhinecliff station. 25 mins from Metro North's Poughkeepsie station. Walk or run around the lake for a 3.5 mile outing. Our guesthouse is a separate structure from our main home on the property. Each building is separated by around 30 feet.

4.98 out of 5 average rating, 196 reviews

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

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.

4.99 out of 5 average rating, 517 reviews

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

Acorn Hill Cottage -A mid century farmhouse gem

No list of chores. Just relax! We are 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.

4.91 out of 5 average rating, 461 reviews

A welcoming entrance pathway leads to a single-story home framed by lush greenery. The house features a front porch with white railings and accents, while a bright red door adds a pop of color. The surrounding lawn is well-kept and inviting.

Guest suite in Rhinebeck

Contemporary Rhinebeck Private Village Retreat

Quarters covid sanitized.Huge bedroom,CalKing bed.(twin bed avail.upon request,$30/day xtra for 2 people,$55 for 3 people w/extra bed)bathroom,(NO Kitchen)has coffeemaker, fridge,TV,Wifi,A/C, private patio & garden. No pets.PLEASE NOTE:Pic shows front of house so guests can find it,quarters on lower level to private entrance,*See Pics.Close to hiking, shops,26 restaurants,Omega, Bard College, Dutchess Fairgrounds *babies ok. No toddlers or kids under 7. June/July,Aug/Oct-wknds 2 day minimum

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.

4.99 out of 5 average rating, 155 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.

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.

4.98 out of 5 average rating, 126 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!

4.96 out of 5 average rating, 357 reviews

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

Modern Upstate Cabin, near Rhinebeck NY

[ 🏊🏽‍♂️ Heated pool is open May - October. During the colder months we recommend soaking in our giant freestanding tub, which easily fits two humans.] Welcome to Maitopia - our modern, tiny cabin in the middle of a forest. We offer a fully stocked kitchen, a giant bathtub for two, a floating fireplace for cozy winter moments and a heated pool. 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.

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.

4.92 out of 5 average rating, 159 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.

Superhost

A gentle waterfall cascades over rocky terrain, surrounded by autumn foliage in varying shades. The water flows into a clear pool, with smooth stones lining the edges. Tall trees in the background create a lush, green canopy, while fallen leaves blanket the ground.

Cabin in Rhinebeck

4.89 out of 5 average rating, 383 reviews

Sunset Bungalow-Mt views on 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, and comfortable bedroom- learn more at cascadafarm.com

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, 177 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.

4.92 out of 5 average rating, 127 reviews

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.

Apartment in Rhinebeck

Private Studio Close to Downtown Rhinebeck

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!

The exterior of the house showcases a modern rustic design, featuring a stone and wood façade. Large picture windows reflect the surrounding nature, while an outdoor fire pit is surrounded by several Adirondack chairs on a grassy area. A dining table and chairs are positioned nearby.

5 out of 5 average rating, 216 reviews

Eagle Rock House

FRESH AIR • SMOKE FREE • ALLERGY FREE Early Check In & Late Check Out! Eagle Rock 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.

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Popular amenities for Rhinebeck vacation rentals

Self check-in

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BBQ grill

Laptop-friendly workspace

Wifi

Other great vacation rentals in Rhinebeck

5 out of 5 average rating, 14 reviews

The exterior of a newly renovated guest house is captured on a clear day. The white structure features a dark roof and is surrounded by well-maintained greenery and bushes. A paved walkway leads to the entrance, while trees and a bright blue sky create a tranquil setting.

Guesthouse in Staatsburg

Aberdeen Farm

An airy kitchen features modern appliances and elegant gray cabinetry. A spacious sink sits beneath a large window, offering views of the surrounding greenery. Natural light fills the room, highlighting the wooden dining table set with plates and a decorative egg.

4.98 out of 5 average rating, 62 reviews

Flat Rock-Renovated 1900 Rhinebeck schoolhouse

A light-filled living area features a comfortable gray sofa adorned with yellow and white pillows. A clear coffee table is positioned on a patterned area rug. A side chair and lamp provide additional seating, with large windows framing views of the surrounding greenery.

4.93 out of 5 average rating, 60 reviews

Rhinebeck Blue Door Cottage

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.

4.98 out of 5 average rating, 46 reviews

The Enchanted Cottage: An Artist's Retreat.

5 out of 5 average rating, 61 reviews

The exterior of the modern home is surrounded by lush greenery and vibrant fall foliage, showcasing a blend of yellow, orange, and red leaves. The house features large windows that open to the scenic landscape, offering a tranquil view of the natural surroundings.

Guest suite in Highland

Modern/lux suite on Hudson Riverfront w/views!

4.9 out of 5 average rating, 31 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 Riverfront Mid-Century Modern Home

4.99 out of 5 average rating, 92 reviews

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

A perfect Hudson Valley getaway.