Holiday rentals with outdoor seating in Westchester County

Find and book unique Holiday Houses with Outdoor Seating on Airbnb

Top-rated Holiday Houses with Outdoor Seating in Westchester County

Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

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Top Guest favourite
A modernist house is surrounded by vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The structure features large glass windows and a roof that floats above the walls, offering scenic views of the lush forest.
Home in Rye
4.92 out of 5 average rating, 130 reviews

1956 House of the Year Award. Easy commute to NYC.

Architectural masterpiece, designed by famous architect Ulrich Franzen. House of the year awarded in 1956 by Architectural Record, featured in LIFE and House and Garden magazines. Taste the unique experience of modernist living, surrounded by nature yet walking distance to the beautiful town of Rye, the beach, natural parks and 45m by train to NYC. The house is filled with light,all the rooms have forest views,you feel inmersed in nature while enjoying the magical experience of modernist living!

Top Guest favourite
A modern kitchen features white cabinetry and sleek stainless steel appliances. The spacious layout includes a large refrigerator, a built-in oven, and a dishwasher. Natural light enters through nearby windows, illuminating the stylish countertops and a decorative rug that adds warmth to the space.
Apartment in Stamford
4.98 out of 5 average rating, 122 reviews

Luxurious 1BR Downtown Stamford

Step into your luxurious haven in the heart of downtown Stamford, where opulence seamlessly meets comfort and indulgence becomes your personal mantra. From the impeccable design and luxurious amenities to the prime location, every moment spent here is a celebration of the finer things in life. Treat yourself to an extraordinary stay, crafting memories that will linger in your heart for a lifetime . Welcome to a world where luxury knows no bounds, and warm hospitality eagerly awaits your arrival

Guest favourite
The exterior of a charming Tudor home is featured, showcasing a white façade with brick accents and a blue front door. Lush greenery, including landscaped shrubs and trees, frames the house, creating a welcoming entrance.
Apartment in Yonkers
4.95 out of 5 average rating, 133 reviews

Private Apartment in Park Hill Yonkers

Private700+ square foot apartment in the peaceful, historic Park Hill neighborhood of Yonkers, yet still close enough to enjoy all the excitement of New York City. This large, sun-drenched apartment is situated in a beautiful 1920's English Tudor home. It has its own private entrance down the driveway, white door. It offers one and a half baths. The queen bed has a comfortable 12" memory foam mattress and the spacious living room has a large sectional, board games and a 55" LG smart TV.

Top Guest favourite
A serene view of the Hudson River at sunset, featuring vibrant orange and yellow hues reflected on the calm water. Silhouettes of trees outline the scene, creating a peaceful atmosphere with the distant hills visible against the colorful sky.
Apartment in Ossining
4.96 out of 5 average rating, 481 reviews

Hudson River Peaceful Getaway, Explore from here

Self Check-In/Private Entrance. House trained Dogs and declawed Cats are Welcome (No additional pet fee). Driveway Parking for two cars. Peaceful, private flat on the Hudson River. Train to NYC (Scarborough Station) 10 min walk through historic neighborhood. Arcadian Mall (Grocery Store, Starbucks, etc) 7 min walk. Lots to explore in the area. Panoramic Rivers views from inside and out. Two televisions. Coffee/Condiments/Cooking Essentials provided. $25 cleaning with or without pets.

Top Guest favourite
A small flock of chickens is seen in a lush, green outdoor space surrounded by fencing. The chickens, displaying a variety of colors and patterns, roam on the ground among tall grass and scattered foliage. A branch is positioned in the background.
Guesthouse in Hastings-on-Hudson
4.91 out of 5 average rating, 897 reviews

★Tiny House Cottage 35 min to NYC on Hudson River★

Please read the entire listing to set expectations. Super charming, slightly quirky, never perfect private Shangri-La with backyard chickens in the artistic and quaint Rivertowns, 35 minutes from NYC along the Hudson River. The Tiny House escape is reminiscent of sleepaway camp (Rustic), yet tastefully curated with eclectic art and furnishings that can change depending on “finds.” Sleeping loft nest with 8-step ladder or pull-out sofa bed. Fenced-in yard. FREE 24/7 street parking.

Top Guest favourite
A scenic view of the river is framed by lush greenery and trees. Nearby buildings can be seen, with one featuring a sloped roof and another brick structure. The calm water reflects the blue sky and surrounding hills.
Apartment in Hastings-on-Hudson
4.98 out of 5 average rating, 144 reviews

Spacious apartment in Hastings-on-Hudson near NYC

Our two-bedroom, floor-through apartment is in a prime location, walkable to the train to NYC (30-40 min away) and Hudson Valley towns like Cold Spring. Walkable to the train or local coffee shops, restaurants, shops, yoga, parks, the supermarket, a farmers market and the scenic Croton Aqueduct Trail with views of the river. It's pet-friendly and perfect for family visits, week or weekend escapes, scouting out the town for prospective moves, and waiting out home renovations.

Guest favourite
The exterior of the guest house is framed by manicured gardens, featuring two decorative statues positioned beside a pea gravel walkway. A small patio area includes a round table with two chairs, creating a serene spot for outdoor relaxation.
Guesthouse in Waccabuc
4.98 out of 5 average rating, 119 reviews

French Guest House in Waccabuc

A mini Versailles just outside of NYC - located on a private and gated eight acre estate with its own lake in Waccabuc, NY. Surrounded by 18C statuary, manicured gardens and fountains, it’s equivalent to staying in a 5-Star European luxury hotel suite (house designed by David Easton) with its heated stone floors and heated towel rack, luxury linens, gold taps and serene private entrance. (.7mi from Waccabuc Country Club, 60 min from NYC by car or train - Katonah train St)

Guest favourite
A spacious bedroom features a large bed with neutral bedding, complemented by a comfortable, modern seating area. Natural light fills the room through multiple windows, and built-in shelves showcase books and decorative items, adding functionality and style to the space.
Guesthouse in Mamaroneck
4.9 out of 5 average rating, 169 reviews

Your Modern Guest Wing Near NYC

Brand New Guest Wing in an exclusive private home with a separate entrance. One large bedroom, kitchenette, master bathroom, closet space & separate laundry closet. Steam shower with special steam light function and aroma therapy. High End Kitchenette. 4 minute drive to Mamaroneck train station. 35 minute train and/or drive to Grand Central (Manhattan). Close to the Village of Mamaroneck Avenue center. High speed internet. Outdoor CCTV.

Guest favourite
An elegant balcony is presented with a wooden dining table and six matching chairs, accompanied by a comfortable sectional sofa. Lush greenery and the serene Hudson River are visible in the background, framed by a colorful sunset sky that enhances the outdoor space.
Apartment in Yonkers
4.88 out of 5 average rating, 174 reviews

Elegant Riverfront Getaway with Beautiful Views

Enjoy stunning Hudson River views from your private balcony in this elegant, historic one-bedroom featuring a resort-style spa bath with steam room and jetted tub, and a warm, relaxing ambiance—perfect for a romantic getaway, a peaceful family vacation, or a tranquil weekend. Located just a few blocks from the Greystone Metro-North, you can reach NYC in under 45 minutes. A free designated parking spot is included.

Top Guest favourite
A rustic cottage is nestled amidst lush greenery, featuring a weathered wooden exterior and a large window that reflects the surrounding forest. Vibrant foliage and flowers adorn the landscaped yard, creating a peaceful natural setting.
Barn in Mount Kisco
4.91 out of 5 average rating, 590 reviews

NY Rustic Cottage Getaway

Just 50 min North of NYC (Metro North 5 min away) great for artists, writers, yogi's and creative types or people just wanting to get away from the hustle and bustle, city amenities near by. (Photo Shoots, Seminars, Workshops welcome-Call For different Rates) Tag & Follow Nina’s Cottage on Insta! @ninas_airbnb

Top Guest favourite
A modern living space features a blue sofa accompanied by a patterned throw and a coffee table set for four. Natural light fills the room through large windows, illuminating a neutral color palette. A standing lamp adds soft lighting, enhancing the minimalist design.
Apartment in Yonkers
4.98 out of 5 average rating, 125 reviews

Suite74 - Cozy, modern 1 bedroom with office

Get transported away in a cozy, 1 bedroom modern apartment - only 30 minutes away from New York City. Self check-in / smart lock with separate entrance with front porch access and free parking. Washer/dryer inside unit, smart tv, wifi, bedroom with full size bed and dedicated quiet workspace.

Guest favourite
A cozy living area features a wall-mounted television above a modern fireplace, providing warmth and ambiance. A wooden sliding barn door leads to another space, while a neutral-toned sofa and a coffee table complete the inviting setup. Soft lighting is provided by a floor lamp.
Apartment in Yonkers
4.91 out of 5 average rating, 147 reviews

Comfy 2BR Apt with private entry & free parking.

This walkout apartment is home away from home. Make some memories at this unique and family-friendly space. Fully equipped kitchen, backyard. Step alway to the beautiful south county Trailway where you can take a nice walk or run. Assign parking space and laundry on premises.

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