Vacation rentals with outdoor seating in Dutchess County

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Dutchess County

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

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Guest favorite

A cozy sleeping area is displayed, featuring a spacious bed adorned with floral-patterned pillows and blankets. Soft light filters through the nearby windows, while a deer antler mount hangs above. A small air conditioning unit is positioned beside the door, enhancing comfort.

Tiny home in Saugerties

4.95 out of 5 average rating, 112 reviews

Rustic Charm Meets Comfort: The Washburn Cabin

Escape to the Washburn Cabin, a cozy, romantic retreat nestled in the heart of the Hudson Valley. Enjoy an outdoor kitchen, fire pit, and stargazing, plus a refreshing outdoor shower in season. Ideal for nature lovers, this tiny cabin offers comfort with a memory foam mattress, heated/AC space, and seclusion—but still close to charming towns. Note: Winter stays require extra planning (water off Nov-Apr). Disconnect, unwind, and reconnect with nature in this unique cabin getaway! WATER IS NOW ON!

Top guest favorite

Home in Staatsburg

4.98 out of 5 average rating, 108 reviews

3BR/3BA Renovated Retreat w/ Firepit By Rhinebeck

Perfect weekend getaway for friends or families in Upstate NY! The newly renovated, spacious 3 bed/3 bath home with BBQ + firepit is just minutes from Rhinebeck. Nearby attractions include hiking, breweries, kayaking, restaurants, wineries, historical sites, colleges (Marist, Vassar, Bard), golf, farms, skiing + more. 15 min drive to Metro-North & Amtrak for easy travel to/from NYC. 5 min walk to Mills Norrie State Park. 2 hr drive from NYC. 10 min drive to Rhinebeck. 25 min drive to Kingston.

Top guest favorite

Home in Lake Katrine

4.95 out of 5 average rating, 111 reviews

Waterfront 3BR Home in Hudson Valley, Catskills

Key Residence Features at a glance; Waterfront on the Esopus Creek, Seasonal Kayaks, Rowboat, Dock (approx. Memorial Day weekend-mid October) large yard. Fully equipped kitchen, cable, wireless internet, washer and dryer. Enclosed porch, deck and patio with propane grill and patio furniture. Paved flat driveway, ramp allowing access to first floor, oversize door to first floor bathroom. Three spacious bedrooms with air conditioners. Convenient location close to thruway exits. No boat launch.

Top guest favorite

The inviting interior features a well-lit living space with decorative wall sconces and a cozy seating area. A wooden table stands near a lush fern, while a TV is positioned on a mantel beneath framed artwork. Natural light enhances the space's warmth.

Apartment in Marlboro Township

4.99 out of 5 average rating, 151 reviews

Cozy Hudson Valley Retreat | 1800s Farmhouse

Come relax at our lovingly restored historic 1873 Marlboro Farmhouse centrally located between Beacon, New Paltz, Kingston, and West Point; and close to many local farms, orchards, wineries, and fantastic hiking trails. The farmhouse is split into three separate and private units. This listing is for the spacious 1400sq. ft 2 BR/2.5 bath unit that occupies the private second floor. This is NOT a party house. The only guests allowed on the property are the ones listed on the reservation.

Guest favorite

A spacious deck extends from the cottage, framed by trees. Six Adirondack chairs and a dining table for six are positioned for outdoor seating. Large glass doors and windows offer views of the surrounding greenery.

Home in Rhinebeck

4.93 out of 5 average rating, 224 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

Guest favorite

A spacious bedroom features hardwood floors and sloped ceilings. Two windows provide natural light, with window treatments partially drawn. An air conditioning unit is positioned beneath one window. A gray bedspread covers a large bed, while a small chair and basket are placed beside it.

Loft in Beacon

4.88 out of 5 average rating, 157 reviews

Apartment. Across Madam Brett Park

private furnished apartment with full bathroom, Jacuzzi tub, kitchen, living room & wrap around deck. Parking, wifi, super place to bike, close to Mount Beacon, 3 min drive to Main St. that offers a variety of restaurants, bars & more! Take the train to NYC only 1 hour and 35 minutes. Super clean. Across the street you'll find Madam Brett park w/waterfall and walking trail. Only 8 min drive to Bannerman Castle & Dia Beacon Museum. Doorbell/Driveway & Side Yard Camera on premises

Superhost

A communal outdoor space features a picnic table surrounded by a gravel area, complemented by seating options including adirondack chairs and lounge chairs. Soft lighting is provided by string lights above, creating a relaxed setting for gatherings and outdoor activities.

Apartment in Kingston

4.91 out of 5 average rating, 183 reviews

Charming Pet Friendly Getaway w Hot Tub & Fire Pit

Welcome! Our renovated unit is centrally located in the Historic Kingston Arts District, this unit mixes modern finishes with the charm of a 19th-century colonial. It features a new chef's kitchen and a pet-friendly fenced-in backyard including: - Hot tub - Fire pit - Gas Grill - Hammock - Outdoor Games We offer our guests an unmatched experience! If you’re looking to experience Kingston, you’ll be a short distance from some of the best attractions the Hudson Valley has to offer!

Top guest favorite

A spacious backyard is shown, featuring a well-maintained lawn surrounded by trees. Several white outdoor chairs are arranged on the grass, along with a small table. A staircase leads to the house, and an umbrella is positioned near the seating area.

Apartment in Beacon

4.99 out of 5 average rating, 137 reviews

1 Bedroom with Backyard & Front Porch, Central Air

In heart of Beacon. Large and sunny, on a very quiet block. Private with its own entrance. Back-yard, central air, wifi, TV. Walkable to hiking and Main Street. Queen-sized bed. BEFORE YOU BOOK - 200 year old house - hosts live upstairs and there is another guest apartment. You WILL NOTICE sounds from others. QUIET HOURS from 10 PM to 8 AM. As a courtesy to others, please keep conversations quiet after 10 PM. We only book guests with favorable Airbnb reviews. NO SMOKING please.

Guest favorite

An A-frame home stands gracefully among lush greenery, featuring a mix of wooden and stone siding. A welcoming front porch with two lounge chairs invites relaxation, while a stone pathway leads into the surrounding woods.

Cabin in Pine Plains

4.97 out of 5 average rating, 226 reviews

The Upstate A - Modern Luxury in the Hudson Valley

The Upstate A is a 3 bedroom + sleeping loft, 2.5 bathroom A-frame set on a quiet cul-de-sac in the heart of the Hudson Valley. Built in 1968, it was fully renovated in 2020-2021. Staying here you’ll experience a cozy yet modern vibe, immersed in nature but with all the accoutrements of an upscale stay. You'll find great hiking in the summer, skiing in the winter, fresh upstate air year-round and serenity all day and night. See for yourself: check us out on IG @upstate_aframe

Guest favorite

A stone archway leads to a red barn-style house, framed by greenery and a variety of plants. The pathway is paved with stones, providing a natural ambiance. Small bistro tables and chairs are visible through the arch, creating a welcoming outdoor seating area.

Farm stay in Kent

4.87 out of 5 average rating, 310 reviews

(°) The Wandering Peacock (°)

The Wandering Peacock is a unique lodging experience. Outdoor spa, with a cedar hot tub and views of the Appalachian Trail, wood-burning sauna with herbs from the garden. The house showcases vintage machinery, a library, an outdoor kitchen with a pizza oven, and much more. Nestled within the forest foothills of the Appalachia trails, this converted barn is minutes away from downtown Kent and just walking distance from Bulls Bridge, the local river, and waterfalls.

Guest favorite

Guest suite in Millerton

4.93 out of 5 average rating, 361 reviews

Romantic Sunset-50 mile view of Hudson Valley!

ROMANTIC LUXURY! Spring has SPRUNG! Gorgeous warm weather; fresh, crisp mountain air. Clear starry nights. Your own private suite, entrance, kitchen, bathroom, outdoor dining facilities, charcoal bar b q grill. Located atop a mountain with magnificent SUNSET view 50 miles overlooking the Hudson River Valley. Completely steam cleaned, disinfected and sterilized before each guest. HEPA Air filters installed. High speed WIFI, 500mbps! 55” 4K HD TV.

Superhost

A small outdoor seating area features two metal chairs and a round table, surrounded by lush greenery. The view looks out onto a calm lake, partially obscured by foliage, creating a serene and private atmosphere.

Cottage in Red Hook

4.9 out of 5 average rating, 205 reviews

LAKE COTTAGE WITH HOT TUB - PAINTED TURTLE

Get away from it all to your little slice of paradise. Kayak, swim and rest. Just a hop skip and jump from the city. A blue stone pathways leads to your own private charming cottage overlooking a beautiful spring fed lake with your own private Hot Tub OPEN ALL YEAR ROUND and lake front oasis. Completely surrounded by perennials, and native trees. Lake dock, Hammock and kayaks await you.