Rhinebeck vacation rentals

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Top-rated vacation rentals in Rhinebeck

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

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Guest favorite

Apartment in Staatsburg

5.0 out of 5 average rating, 187 reviews

Through the Woods Farm

Through the Woods Farm is our 23-acre home. Located in northern Dutchess County; we're minutes from Omega, and the villages of Rhinebeck, Red Hook, Millbrook, and Hyde Park. The apartment is ideal for a single guest or a couple; maximum allowed is 4 adults. Each additional adult over 2 adds $50/per night. The second bedroom is small - two adults in it is a tight fit! If you're looking for a peaceful, rural getaway in an immaculate, private apartment that's close to everything, you've found it!

Oct 21 – 28

G$30,581 GYD per night

Guest favorite

Apartment in Rhinebeck

4.99 out of 5 average rating, 161 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.

May 20 – 25

G$31,668 GYD per night

Guest favorite

Guesthouse in Kingston

4.94 out of 5 average rating, 133 reviews

Campfire Cottage: Fireplace, fire pit & no chores!

Escape the city and unwind at this beautifully designed home. Just 90 minutes from Manhattan, this is the perfect place to relax and reconnect with nature, or work remotely. Enjoy downtown attractions, hiking, and the Hudson River Maritime Museum nearby. The home features a cozy living area, full kitchen, electric fireplace, and no chore list for checkout. The yard has a grill and fire pit facing the woods. Book today to retreat to your private house and enjoy the beauty of Upstate New York!

Mar 20 – 27

G$24,471 GYD per night

Guest favorite

Apartment in Red Hook

4.85 out of 5 average rating, 192 reviews

A&A's Upper Red Hook

This comfortable, light-filled apartment is located under 10 minutes from Bard College, Fisher Center and Red Hook Village. Private entrance leads to the space that includes the full-size bed (not queen) and a sofa/futon for additional guests. The ensuite bath features a lovely tiled shower. A kitchenette includes large air fryer, microwave. The dining/work space is a mahogany table. Mesh WiFi. Roku TV. Air conditioning, off street parking round out the features. An easy choice for your visit.

Jun 9 – 16

G$25,771 GYD per night

Guest favorite

Home in Kingston

4.97 out of 5 average rating, 275 reviews

This New House

Unique custom built new home constructed purposefully for Airbnb quests. This house offers a distinctive design with a large loft bedroom and a fully tiled bathroom. The loft overlooks the downstairs living area which has an open living room, dinning area, and kitchen. The second bedroom and bath are located on the first floor. Granite, slate, and soapstone accentuate the countertops, vanities, and floors. You will also see plenty of natural pine, hickory, and local cedar throughout the house.

Mar 22 – 29

G$30,106 GYD per night

Guest favorite

Cottage in Rhinebeck

4.99 out of 5 average rating, 120 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 "downtown" Rhinebeck, but also close to Red Hook, 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.

Oct 11 – 18

G$47,925 GYD per night

Superhost

Farm stay in Red Hook

4.78 out of 5 average rating, 254 reviews

Farmland Tranquility at The Greig Farm Schoolhouse

Welcome to Greig Farm, a family-run farm since 1942! The Schoolhouse is part of the farm's west homestead, where it sits between our south barn, a plant nursery, and a beautiful pond filled with hundreds of koi fish. We're an active fruit and vegetable farm, open to the public all year long. In the warm months (May-Oct), come pick-your-own fruit and vegetables. Our farm market has a full breakfast/lunch menu and tons of local produce, meat, and other groceries if you'd prefer to cook!

Sep 18 – 25

G$27,091 GYD per night

Guest favorite

Home in Kingston

4.98 out of 5 average rating, 216 reviews

DeMew House in Historic Kingston

PRIVATE, ELEGANT ONE KING BEDROOM HOME! DeMew House is an exclusive, newly renovated 1850s brick home, a block from the historic Kingston waterfront. Enjoy total privacy in an elegant, transitional two-story home with an open floor plan that is inviting, warm and intimate. The home, across from a marina, has a king bedroom, a pull-out sofa bed, an en suite bathroom with two-person shower and double vanity. A full kitchen, ac, private driveway and gazebo frame this discerning getaway...

Aug 17 – 24

G$30,986 GYD per night

Guest favorite

Guest suite in Rhinebeck

4.91 out of 5 average rating, 382 reviews

Contemporary Rhinebeck Private Village Retreat

Quarters covid sanitized. Huge bedroom, Cal King bed. (twin bed avail.upon request, $30/day xtra for 2 people, $55 for 3 people w/extra bed)bathroom,(NO Kitchen)but has coffeemaker, fridge, TV,Fast Wifi, A/C, private patio w/ 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 allowed. No toddlers or kids under 7.

Sep 4 – 9

G$32,715 GYD per night

Guest favorite

Cabin in Rhinebeck

4.91 out of 5 average rating, 292 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

Sep 28 – Oct 5

G$36,801 GYD per night

Guest favorite

Guesthouse in Germantown

5.0 out of 5 average rating, 136 reviews

The Loft

This beautiful loft apartment is located in the heart of Germantown- just 0.3 miles from Otto's Market (groceries and deli), 3 minute walk to Gaskins Restaurant, "A charming eatery serving a locally-sourced menu of classic American fare in a rustic dining room." We offer tea & coffee in the loft, parking, yard access, wifi, basic amenities, full kitchen and a smart TV that has a fire stick with access to Amazon Prime and Netflix (no cable).

Dec 27 – Jan 3

G$30,608 GYD per night

Guest favorite

Tiny home in Saugerties

4.94 out of 5 average rating, 218 reviews

Gorgeous Tiny House with Mountain View

Enjoy our little cabin and feel off the grid, without being far from the charming village of Saugerties and close to Woodstock. Enjoy the beautiful Catskills area and retreat in our beautifully renovated “tiny haven” ... complete with a Mountain View! “The Haven” at Blue Mountain! ******Can also be booked together with the Main House on the property, listed as Blue Mountain Haven! https://abnb.me/SMQTSu5LQpb

Sep 9 – 16

G$24,607 GYD per night

Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Rhinebeck vacation rentals

Self check-in

Gym

BBQ grill

Laptop-friendly workspace

Wifi

Stay near Rhinebeck's top sights

Ferncliff Forest82 locals recommend

Terrapin Restaurant111 locals recommend

Old Rhinebeck Aerodrome49 locals recommend

Mirbeau Inn & Spa Rhinebeck13 locals recommend

Sheep & Wool Festival10 locals recommend

Savona's18 locals recommend

Other great vacation rentals in Rhinebeck

Guest favorite

Guest suite in Rhinebeck

4.98 out of 5 average rating, 129 reviews

Merlin and Matilda’s Loft

Feb 2 – 9

G$35,654 GYD per night

Guest favorite

Guest suite in Kingston

4.99 out of 5 average rating, 194 reviews

Calm Oasis, walk to Historic Stockade

Dec 24 – 31

G$29,613 GYD per night

Guest favorite

Guesthouse in Rhinebeck

4.94 out of 5 average rating, 128 reviews

Rhinebeck Guest Cottage

Dec 27 – Jan 3

G$29,634 GYD per night

Guest favorite

Home in Rhinebeck

4.91 out of 5 average rating, 254 reviews

Architectural wonder in the woods

Oct 4 – 11

G$115,037 GYD per night

Guest favorite

Farm stay in Ancram

4.95 out of 5 average rating, 264 reviews

Relaxing secluded stay with loving social animals.

Nov 12 – 19

G$34,888 GYD per night

Guest favorite

Loft in Stanfordville

4.99 out of 5 average rating, 101 reviews

Harley's Hideaway - Cozy Furnished Apartment

Nov 5 – 12

G$28,638 GYD per night

Guest favorite

Cabin in Rhinebeck

4.99 out of 5 average rating, 423 reviews

Acorn Hill Cottage -A mid century farmhouse gem

Sep 20 – 27

G$58,614 GYD per night

Guest favorite