Vacation rentals with outdoor seating in Lewisboro

Find and book unique outdoor seating rentals on Airbnb

Top-rated outdoor seating rentals in Lewisboro

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

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Guest favorite

A wooden deck area showcases two Adirondack chairs overlooking a lush green landscape. A fire pit is situated nearby, and rolling hills can be seen in the background under a clear blue sky with scattered clouds.

Tent in Poughquag

4.85 out of 5 average rating, 13 reviews

Maybrook Farm "The Ridge"

Soaring view of Hudson Valley from tent on 100 Acre Farm - Direct Access to Empire Rail Trail - Fishing at our Pond! Walk to Appalachian Trail! Enjoy the stars at night and beauty of hills and valley from your canvas tent equipped with bed. Drive up or come by bike to private entrance to the farm from the Empire Rail Trail with a locked gate. The pond has a dock, there is a seasonal babbling brook, walking trails, wildlife. Fire pit, picnic table, outhouse bathroom. Rustic, simple, beautiful!

Superhost

A spacious outdoor area features a shimmering pool reflecting the surrounding greenery and a charming house with a welcoming porch. The home is framed by a well-maintained yard, and comfortable outdoor seating is arranged under a protective overhang.

Home in Roxbury

5 out of 5 average rating, 22 reviews

Zoom Map 5* Town Roxbury! "Tophet Pool" PoshPadsCT

PoshPadsCT - 1-BR Large Open Pool House with Rec Room/Office/Sleeper Queen Sofa. Luxury Down Feather Beds, Comforters, Pillows, Frette Pressed Cotton Sheets, towels, Bathrobes. Roxbury and Washington are the best country escapes under 2 hours to NYC with the best homes, restaurants and activities. It is the country escape of choice to actors, writers, artists, Wall Street execs and more. A rural farm area of the best homes and estates in historic Litchfield County. Best country destination!

Top guest favorite

A serene outdoor seating area features four red Adirondack chairs arranged around a smokeless firepit, set on a lush green lawn. The scene is framed by tall trees and overlooks a tranquil lake surrounded by residential homes under a colorful twilight sky.

Home in Greenwood Lake

5 out of 5 average rating, 121 reviews

Escape to the lake!LAKEFRONT/Hot-tub/1 hour to NYC

Lakefront, fully renovated and ready for guests to experience lake living at its best from the inside out. The modern gas fireplace and cozy sectional sofa make the living room the perfect place to perch over crisp autumn evenings. Or take a steaming soak in the backyard hot tub after a day of hiking or exploring all of neighboring Warwick’s wineries, breweries and local farms.With direct access to the lake from the property our location is ideal for kayaking. All within a 1 hour drive from NYC!

Guest favorite

A private hot tub features soothing water and ambient purple lighting, surrounded by lush greenery. Planters with flowering plants adorn the walls, enhancing the tranquil setting. The space is sheltered, providing a cozy environment for relaxation.

Camper/RV in Irvington

4.96 out of 5 average rating, 114 reviews

Unique RV near NYC w/Jacuzzi, Billiards, & Parking

A fun & unique escape just 30 minutes from NYC by car or 40 minutes by NJ Transit Express 107 bus, 10 minutes from Newark Airport, Prudential Center, Rutgers & Seton Hall Universities, & 15 minutes from MetLife Stadium & American Dream. RV sleeps 5, has a bedroom with a short King mattress, a kitchen with an oven, gas ranges, and refrigerator, a private bathroom with a shower, & private outdoor space. There’s a billiards/ping pong table, a speaker, a charcoal & gas grill, and a private hot tub!

Top guest favorite

An elegantly set dining table displays black plates, clear glassware, and cloth napkins. A lit candle adds a soft glow, while a modern kitchen is visible in the background, featuring stainless steel appliances and a cozy living area with seating.

Vacation home in Warren

4.98 out of 5 average rating, 163 reviews

Private new house on 10 acres of pristine nature

Brand new home! Bring friends and family to this private and stylish place. House provides everything you need for a comfortable and peaceful stay. Fully equipped kitchen, inviting living spaces, large front and back yards with many exploring trails and a pond a few steps away from the house. Close to many 5 star restaurants, wineries, galleries and shops. Hiking, swimming, boating, skiing just to mention a few outdoor activities Close by: Kent School Mohawk Ski Area Lake Waramug High Watch

Top guest favorite

A small round table holds two glasses, filled with a dark beverage, overlooking a serene lake. A black wicker chair sits nearby on a wooden deck, framed by lush greenery and a tranquil water view.

Cottage in South Salem

5 out of 5 average rating, 102 reviews

Oscaleta Guest House: Lakefront Cabin

Escapology-A spectacular lakeside destination, designed as a luxury suite with its own dock. Close to NYC and ideal for a quick trip, remote work or an extended retreat. Glamping-A cabin in the woods on a lake surrounded by nature, but tech-enabled with all the modern perks. Artfully Designed Space-Modern retrofit thoughtfully curated with custom artwork throughout this historic 1920's cottage. Purpose built for your outdoor routine- from grill to canoe…. We recommend 3+nights if you can.

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

Top guest favorite

A cozy front porch is displayed, featuring comfortable seating arrangements with green cushions and a wooden coffee table. A colorful 'LOVE' sign decorates the wall, and the space is illuminated by hanging lights, creating a welcoming outdoor area.

Home in Milford

5 out of 5 average rating, 101 reviews

Steps2Beach, Fish Pond w/Tropical Backyard Oasis!

🌴Steps from Walnut Beach & Silver Sands State Park, this guest-favorite escape offers a tropical backyard oasis with a cascading fish pond, multiple lounges, & a seasonal palm tree. Explore the scenic coastline, build sandcastles, or enjoy a day of kite flying. Inside, relax in luxury with a gourmet kitchen, elegant furnishings, & modern amenities. Just 90 minutes from NYC & 15 from New Haven, it’s the perfect retreat for beach days, nature adventures, & coastal charm!

Guest favorite

A modern kitchen features light grey cabinetry and a spacious countertop, complemented by stainless steel appliances, including a refrigerator and stove. A cozy living area with a beige sofa and coffee table is visible, along with a soft area rug enhancing the warmth of the space.

Apartment in Deer Park

4.87 out of 5 average rating, 15 reviews

Serene one bedroom retreat w/ backyard oasis

**Welcome to Your Private Oasis!** Enjoy a serene escape at our cozy one-bedroom retreat. Highlights include: - **Above-Ground Pool**: Perfect for refreshing dips. - **Outdoor Patio with Gazebo**: Ideal for relaxing and unwinding. - **Private Daybed**: Your perfect spot for lounging in peace. Experience the tranquility and privacy of our oasis while being close to local attractions. Book your stay today for a relaxing getaway! Pool is seasonal until October 1st.

Top guest favorite

An elegant two-story home features a welcoming entrance with a symmetrical layout. Lush greenery surrounds the stone steps leading to the front door. Large windows allow for ample natural light, while the architectural details add character to the facade.

Villa in Westville

4.98 out of 5 average rating, 127 reviews

Dove Haven | Find Your Peace

Best & most beautiful Airbnb in New Haven. No expense has been spared in our well-appointed architectural gem just minutes from downtown New Haven. Luxurious amenities and curated design elements await you. Take lunch in the light-filled sun porch, unwind in the 8-person hot tub, move your body in the equipped home gym, or entertain in the private Zenscape garden. Endless possibilities exist at Dove Haven. You will leave feeling relaxed, inspired, and rejuvenated.

Top guest favorite

Tent in Southbury

5 out of 5 average rating, 16 reviews

Romantic Botanical Glamping

A spiritual respite for relaxation and mental wellbeing. The perfect relaxing Romantic Botanical Glamping Spiritual Garden Retreat Getaway, off the beaten track but close to civilization with a rustic romantic flair. Pool, gardens, seasonal vegetables & fruit & Fall Colors. Local activities within minutes. Recline by the pool or gardens, or at the plush upscale movie theater in town. Antique trail, wine trail, breweries and distilleries. 24+ hiking areas.

Guest favorite

A transparent dome structure is nestled within a wooded area, allowing natural light to fill the space. Inside, a spacious bed is complemented by decorative pillows, and a small wooden table stands nearby. The flooring consists of wood panels, providing a durable base.

Dome in Newtown

4.95 out of 5 average rating, 172 reviews

Dome w/cooling fans on solo campsite.

NOTE: If this space is booked for the dates you chose, we have a similar listing. Send an inquiry and we will respond with the link. Unique/solo campsite, adjacent to 150 acres of open space w/4+ miles of marked trails. Secluded, peaceful, and quiet..AND only 1.5 miles to major shops. Enjoy time hiking or relaxing by the campfire. Perfect couple's weekend getaway to sleep under the stars!