Vacation rentals in Rhinebeck

4.99 out of 5 average rating, 116 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.

4.99 out of 5 average rating, 187 reviews

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.

4.98 out of 5 average rating, 108 reviews

Apartment in Kingston

Majestic! 3000 sq ft 2BR 2Bath

More room then you can ever imagine in our 3000 sq foot, 2 BR retreat In the heart of Kingston NY. 90 minutes from NYC. We offer modern amenities, cozy blankets, games and endless star gazing from our many windows at night. Just a 5 min walk to Ulster Performing Arts Center where you can catch a show, walking distance to local breweries, restaurants, bakery & coffee shop. Explore the boutiques in uptown or stroll the waterfront this winter where you can also Ice skate @ The Rondout Ice Rink.

4.99 out of 5 average rating, 508 reviews

An exterior view of the cottage is showcased during twilight, surrounded by trees adorned with soft lights. The inviting porch and deck area are illuminated, highlighting the walkway leading to the entrance. A tranquil ambiance is created by the warm glow of the lights.

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, 453 reviews

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, 151 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.

4.98 out of 5 average rating, 124 reviews

A spacious deck is presented with comfortable seating arrangements, including four chairs and a glass-top table. A fire pit is also visible, surrounded by stonework. The area is enhanced by lush greenery, promoting an inviting outdoor space for relaxation.

Cottage in Rhinebeck

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!

4.92 out of 5 average rating, 152 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.

4.89 out of 5 average rating, 377 reviews

A private cabin is perched on a ridge, nestled among trees. The building features a spacious deck with railing, offering views into the surrounding wooded area. The warm light of the sunset casts a golden hue on the cabin, emphasizing its rustic charm.

Cabin in Rhinebeck

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

4.96 out of 5 average rating, 165 reviews

Home in Rhinebeck

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, 123 reviews

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!

4.98 out of 5 average rating, 150 reviews

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.

Home in Rhinebeck

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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Stay near Rhinebeck's top sights

Omega Institute for Holistic Studies25 locals recommend

Poets' Walk Park50 locals recommend

Bread Alone Bakery27 locals recommend

Terrapin Restaurant31 locals recommend

Upstate Films Rhinebeck20 locals recommend

Le Petit Bistro37 locals recommend

Dog friendly vacation rentals in Rhinebeck

4.84 out of 5 average rating, 110 reviews

A welcoming living area features a red area rug under a wooden coffee table, surrounded by a mix of seating options including a leather armchair and two patterned chairs. Natural light enters through a large window, highlighting a brick fireplace and nearby kitchenette.

Home in Woodstock

2 BR , Fireplace & Hot Tub @ heart of Woodstock

4.93 out of 5 average rating, 130 reviews

A wooden exterior house is surrounded by trees displaying autumn foliage. A pathway of stones leads to the entrance, where a deck with white railings is visible. Lush shrubs and decorative rocks enhance the natural landscaping.

Home in Philipstown

Cozy 3 bedroom house on quiet private road

4.82 out of 5 average rating, 159 reviews

A wooden deck is surrounded by lush greenery, featuring two lounge chairs positioned for relaxation. A charming cabin stands in the background, accentuated by a mix of trees and plants that create a secluded atmosphere.

Cottage in Carmel Hamlet

Cozy Dogfriendly Cabin & Backyard on Scenic Lake.

4.97 out of 5 average rating, 149 reviews

A tranquil cabin is surrounded by lush greenery, with a stone pathway leading to its inviting entrance. Large windows reflect the natural light and provide views of the vibrant landscape. The natural wood siding blends harmoniously with the serene forest setting.

Cabin in Woodstock

Pet Friendly Cabin Doh-Ray up at 1450 ft

5 out of 5 average rating, 481 reviews

A rustic cabin exterior is displayed, featuring a weathered blue facade with red trim. The porch is supported by wooden posts, where a rocking chair and small table can be seen. Surrounding greenery adds to the natural setting.

Cabin in Jefferson

"Far from the Madding Crowd" Cozy Cabin Retreat

4.98 out of 5 average rating, 102 reviews

An outdoor fire pit is surrounded by several adirondack chairs on a grassy area. A stone wall frames the fire pit, with trees and a glimpse of a secondary building in the background. The scene reflects a serene natural setting.

Cottage in Bethlehem

Cozy Getaway | Pet Friendly | Litchfield Cty

4.97 out of 5 average rating, 151 reviews

A heated saltwater pool, surrounded by a wooden deck, is set within a fenced yard surrounded by trees. Colorful pool floats and lounge chairs are visible, while guests enjoy the refreshing water in a serene forested environment.

Cabin in New Paltz

New Paltz dog friendly retreat w/salt water POOL

4.93 out of 5 average rating, 121 reviews

A private house is set against a backdrop of rolling mountains, partially covered by clouds. The surrounding landscape features lush green grass and a variety of trees, creating a serene atmosphere. A small gazebo is visible in the foreground, adding to the outdoor appeal.

Home in West Kill

Catskill Mountain Cabin Waterfall Retreat

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Other great vacation rentals in Rhinebeck

4.96 out of 5 average rating, 190 reviews

An outdoor deck area is shown featuring several light-colored Adirondack chairs arranged around a stone fire pit. A neatly stacked pile of firewood is positioned against a backdrop of trees, creating a natural setting for relaxation and gatherings.

Home in Millerton

Vacation Home In Millerton

4.98 out of 5 average rating, 153 reviews

An outdoor deck is shown with a relaxing lounge area, featuring wooden chairs and a grill. A hot tub is positioned to one side, while a fire pit sits in the center. The serene lake view is framed by trees, creating a peaceful setting.

Chalet in Hunter

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

4.99 out of 5 average rating, 106 reviews

An aerial view shows a large wooden home surrounded by lush trees. A well-maintained pathway leads to the entrance, with shrubs and rocks lining the yard. A fire pit area is visible in the front, offering a cozy outdoor space.

Home in Windham

“Spectacular Mountain Views with Tranquility”

Home in Hunter Mountain, Hunter

4.96 out of 5 average rating, 104 reviews

Private Mountain Lodge, 10mins to Hunter & Windham

4.97 out of 5 average rating, 101 reviews

A well-maintained outdoor space is framed by wooden fencing and lush greenery. A round table is centered on a wooden deck, accompanied by two folding chairs. Soft lighting from above adds a gentle ambiance, creating an inviting atmosphere for relaxation.

Guesthouse in Windham

Little Bear’s Cottage Great location, cozy & cute

4.92 out of 5 average rating, 473 reviews

Home in Woodstock

Mountain View Cottage - Sauna, Jacuzzi, Fire Place

4.99 out of 5 average rating, 105 reviews

The cabin's exterior reveals a spacious patio area paved with stone. A green umbrella shades a round table surrounded by several chairs. A barbecue grill is positioned nearby, with a covered hot tub situated to the right. The backdrop is framed by trees displaying autumn foliage.

Cabin in Shandaken

A Place Called Home in The Catskill