Vacation rentals in Rhinebeck

4.98 out of 5 average rating, 192 reviews

A row of glass jars is displayed on a dark surface, each filled with an assortment of colorful loose teas or herbs. Each jar has a decorative ribbon around its neck, with labels providing information about the contents. The jars contribute to a cozy and inviting kitchen atmosphere.

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, 515 reviews

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, 457 reviews

A spacious entryway features a black chair with a decorative pillow and a small side table. Light-colored walls enhance the room's brightness. The large door leads to a private patio area, visible through glass doors, while a patterned bedspread is seen in the adjacent bedroom.

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

4.99 out of 5 average rating, 153 reviews

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

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.

A wooden bridge spans a gently flowing creek, surrounded by vibrant foliage in various autumn hues. The lush, wooded area features scattered rocks and a grassy bank, inviting exploration and relaxation in a serene natural setting.

4.93 out of 5 average rating, 234 reviews

3Br Creekside Cottage on 130 acre forest w/ trails

Creekside Cottage is an extraordinary private escape nestled against a winding creek running through the rocky gorge of an 130 acre magical historic farm. Explore miles of hiking trails through old forests, trout creeks, and a 90ft waterfall or simply relax by the fire pit while listening to the flowing water. Visit this beautifully designed retreat, complete with gourmet kitchen, cozy fireplaces, great wifi and comfortable bedrooms with quiet workspaces- learn more on our site cascadafarm

4.96 out of 5 average rating, 354 reviews

A modern cabin with a distinctive triangular roof is surrounded by snow-covered trees, creating a serene winter landscape. The structure’s dark exterior contrasts with the white snow, and large windows provide glimpses of the interior. Nearby, tall, bare trees frame the scene.

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.

4.92 out of 5 average rating, 154 reviews

A light-colored sofa is positioned near a large window, allowing natural light to fill the space. A wooden coffee table sits in front, topped with a wine bottle and glass. A cozy fireplace is located to the side, adding warmth to the room.

Cottage in Rhinebeck

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.

4.88 out of 5 average rating, 184 reviews

An outdoor area presents a picnic table and several Adirondack chairs arranged around a fire pit. A hammock is strung between trees, surrounded by greenery. Soft lighting is provided by hanging bulbs, enhancing the serene setting among the wooded backdrop.

Cottage in Rhinebeck

Secluded peaceful loft in barn by woods

La Barn Bleue sits on top of a hill by a forest, in a secluded and peaceful property. The main house, where we live is 150 feet down the hill. The apartment sleeps up to 4 people. The bedroom/lounge loft has one king bed and 2 twin beds. Ideal for families and kids above 5 years old. Because we use a rope railing, we cannot host kids under 5 years old for security reasons. We offer Wifi, AC/heat split unit, outdoor Picnic table, bbq, petanque court and pool!

4.96 out of 5 average rating, 172 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.

4.99 out of 5 average rating, 317 reviews

A wooden serving tray displays a loaf of freshly baked bread alongside a bunch of bananas. A cup is partially visible, suggesting a beverage, while eggs rest in a pink bowl nearby. The table is made of natural wood, showcasing its unique grain patterns.

Treehouse in Wallkill

The Treecastle at the Roundhouse Homestead

The Treecastle started as a vision when I was a child, but came to life during the quarantine of 2020. Escaping into the woods and surrounded by nature, the treecastle is supported on one end completely by a mature pin oak with hardware from Treehouse Masters TV show. Attention to detail shows in this romantic stay that will surely be a memory to last a lifetime. For more photos and videos check out our social media pages : treehouseandchill

4.92 out of 5 average rating, 127 reviews

A modern studio apartment is set against a backdrop of lush greenery, with a pathway leading to the entrance. The building features a mix of dark siding and wooden elements, surrounded by well-maintained grass and trees, presenting a serene and inviting exterior.

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!

A cozy cottage is illuminated from within, surrounded by trees and lush greenery. A fire pit with seating is set in the foreground, inviting evening gatherings. The wrap-around porch is visible, adding to the charming outdoor space, under a dusk sky.

4.98 out of 5 average rating, 157 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.

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Popular amenities for Rhinebeck vacation rentals

Self check-in

Pet friendly

Laptop-friendly workspace

Gym

BBQ grill

Dog friendly vacation rentals in Rhinebeck

4.93 out of 5 average rating, 108 reviews

A cozy studio space features a full-size bed with a neutral comforter, a desk and chair set against a wall, and a small television mounted above a radiator. Natural light enters through a window, with patterned curtains framing the view. The bathroom doorway is visible in the background.

Apartment in Amenia

Amenia Main St Cozy Studio

AbyRating, 5 stars3 days ago

Cute town for a weekend getaway. My boyfriend and I loved it and there were lots of pretty places to walk and drive and explore nearby.

Surrounded by vibrant autumn foliage, a house is nestled among colorful trees. A pathway leads to the entrance, while a cozy fire pit and chairs are positioned in the lawn, creating an inviting outdoor space for relaxation.

4.92 out of 5 average rating, 237 reviews

Rhinebeck Home with an amazing outdoor space+H/tub

SandyRating, 5 stars1 month ago

Loved this house! We have stayed in many places all over the world for both business and pleasure. This was a business trip. House was great, location was great. It was cold and rainy so we didn’t get to enjoy the porch, deck or hot tub . Even without these amenities we totally enjoyed the house. Hoping to stay again next time we are in the area. We are in Rhinebeck twice a year for the antiques show in the Fairgrounds . Instructions on house were easy to understand and concise. Great job guys!

Superhost

A lush green lawn is bordered by a wooden fence, leading to a garden area with vibrant plants and flowers. A red umbrella provides shade over a seating area, surrounded by trees offering a natural backdrop, creating a serene outdoor setting.

Guesthouse in Rhinebeck

4.89 out of 5 average rating, 123 reviews

Rustic and Elegant Converted Barn

Mary BethRating, 5 stars8 months ago

Norah is a lovely host with a storybook accommodation. Quaint barn B&B with lots of charm. Thank you for sharing your space with us!

4.98 out of 5 average rating, 204 reviews

A modern A-frame cabin is positioned among vibrant autumn foliage. The exterior features large triangular windows framed by wood, and a spacious deck surrounds the front. A stacked log wall is visible beneath the deck, creating a natural aesthetic against the landscape.

Cabin in Saugerties

Stunning 2-Bedoom A-Frame in the Woods with Sauna

SethRating, 5 stars2 weeks ago

Beautiful modern A-frame cabin tucked away in the woods. Amazing attention to detail on the inside & out. Easy drive to some great hikes & restaurants. We didn’t want to leave!

4.96 out of 5 average rating, 127 reviews

A spacious living area showcases light-colored sofas arranged around a wooden coffee table. Large windows provide views of the lush outdoors, while a patterned rug anchors the space. A chair and stylish lamps enhance the inviting atmosphere.

Home in Staatsburg

Light and Spacious Designer Retreat near Rhinebeck

RuthRating, 5 stars1 week ago

Really lovely home with gorgeous outdoor space. I thought it looked even better than the photos (which look great)! We visited with two 3yos, and the house was very thoughtfully designed for both the kids and the adults (baby gates, a high chair, nothing breakable on low shelves, etc). We loved the house and would absolutely come back again

4.99 out of 5 average rating, 441 reviews

A modern bungalow is illuminated at dusk, featuring large glass doors that reveal a warm interior. A spacious deck area is adorned with string lights and includes comfortable seating options, inviting relaxation amid the surrounding trees.

Bungalow in Cairo

Riverfront-swim & float the river-20 min to Hudson

PatrickRating, 5 stars6 days ago

Description doesn't do it justice. The home and location were beautiful. We just wish there was more space with a growing family it's probably our one and only time staying there which is a disappointment because the location was amazing.

4.95 out of 5 average rating, 427 reviews

A spacious interior features exposed wooden beams and light-colored flooring. Large windows allow natural light to illuminate the room, highlighting comfortable seating areas and a dining table. A staircase is visible, leading to the upper level, enhancing the open and airy design.

Home in Germantown

Rustic Swedish Barn/Featured in Airbnb Magazine

NaomiRating, 5 stars1 week ago

We had a wonderful stay at the barn! It is beautifully decorated and the views are well worth it. Easy check in and responsive host who provided local recommendations. Highly recommend!

4.97 out of 5 average rating, 233 reviews

The exterior of the A-frame house presents a striking design with wooden paneling and a triangular roof. The outdoor area features a spacious stone patio with picnic tables, surrounded by trees. A fire pit is visible, providing a cozy gathering space for outdoor activities.

Cabin in Pine Plains

The Upstate A - Modern Luxury in the Hudson Valley

Lennie RRating, 5 stars3 weeks ago

Lovely. Well appointed. Welcoming and serene. It was a pleasure to stay in this beautifully renovated and decorated space with taste. From the coffee to the soaps, the soft towels and sheets, it is a perfect place to visit. Many thanks to our wonderful hosts.

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Other great vacation rentals in Rhinebeck

5 out of 5 average rating, 29 reviews

Barn in Rhinebeck

Applebarn

BrianRating, 5 stars2 weeks ago

Seriously the best host Ive ever dealt with on airbnb. He genuinely cared about our stay and was a conplete gentleman and true pleasure to deal with. He was proactive and made everything so easy!

4.99 out of 5 average rating, 89 reviews

Guesthouse in Rhinebeck

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

LeonRating, 5 stars3 days ago

Friendly, giving couple. Lovely New Yorkers so unlike The City people. Always helpful

4.94 out of 5 average rating, 88 reviews

A welcoming porch with dark wood decking is viewed from the entrance. A single chair is positioned beside a small welcome mat, while a lantern casts soft light near the door. The surrounding area is open, with greenery visible beyond the railing.

Guest suite in Rhinebeck

The Rhinebeck Hideaway

SusanRating, 5 stars1 day ago

The suite was very clean and spacious. It had a large room with TV seating area, two queen beds, an updated bathroom, washer/dryer and an eat-in kitchen with burners, microwave, air fryer and frig. The location was great for us with our family in Red Hook. Anthony was very friendly and communicative.

4.96 out of 5 average rating, 335 reviews

A wooden sauna is showcased with glass doors, highlighting a spacious interior with wooden benches and a soothing blue light. Natural light filters in through a window, adding warmth to the inviting atmosphere.

Farm stay in Ancram

Relaxing secluded stay with loving social animals.

ShelbyRating, 5 stars1 week ago

We had such an amazing stay. The animals made our stay that much better. I’m missing cuddles from roe roe and lil miss already. If you are an animal lover, this is definitely the place for you ! Thank you Kim and Trudy for sharing your space. We can’t wait to come back !

5 out of 5 average rating, 38 reviews

Cabin in Saugerties

Luxury A-Frame Cabin w/ Hot Tub

AmandaRating, 5 starstoday

We had a serene and luxurious stay at Fil and Ellie’s. The inside of the home is comfortable and they seem to have thought of every detail. We so enjoyed the peace and quiet, the views of the beautiful trees, and our soaks in the tub. This felt like a private oasis- a true slice of heaven.

4.94 out of 5 average rating, 302 reviews

A charming wooden cottage is nestled among tall trees, lightly covered in snow. The two-story structure features large windows and a spacious deck, with minimal outdoor furniture visible. The tranquil winter landscape is enhanced by softly falling snowflakes and a blanket of snow on the ground.

Cottage in Saugerties

New:Cozy Barn-Style Retreat Minutes From Woodstock

CristinaRating, 5 stars2 weeks ago

This place was absolutely a dream! You have everything you need for a relaxing getaway. The house was absolute perfection - that perfect mix between cozy and cute! And the location was fantastic! It sits right in the middle of all the towns and it’s super close to Woodstock, which was our fave!! Hosts were super responsive and friendly too. 10/10 recommend!

4.99 out of 5 average rating, 90 reviews

A well-maintained flower bed features an array of vibrant yellow irises edging a curved pathway. Lush green foliage surrounds the blooms, set against a backdrop of a neatly paved driveway and distant greenery. The scene is complemented by a clear view of the road beyond.

Guest suite in Red Hook

A perfect Hudson Valley getaway.

TeresaRating, 5 stars2 weeks ago

Dee was responsive and flexible . She greeted us and showed us around . She lives Nextdoor but was not intrusive at all . She was informative about what to see / do in the area.