
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.

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!

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

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.

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.

★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.

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.

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)

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.

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.

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

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.

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.
Popular amenities for Westchester County outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Cozy&Chic 1Bd in Greenwich | Designer Stay near NY

Rivertown Retreat 25 mins to NYC

Fully renovated 3 bedroom, 2 bath private home

Private farm cottage +hiking

The Sage Suite New York City Experience

Yonkers, NY Studio with quick NYC access

Victorian Charm cozy unique work or play 30min-NYC

A nice place to getaway
Apartment rentals with outdoor seating

2 BRs, Easy Walking in Tarrytown and Sleepy Hollow

Luxury 2bd⭐Comfort+Style⭐

HighLineHarbor Flat2BD|Train2NYC|HarborPointAccess

Designer 1BR | Luxe Amenities, Gym, Parking

Spacious. Water Views & Access. Steps to Beach.

Cozy 1 Bedroom Apt. Prime Location+private parking

Seabreeze at the beach, West beach Stamford Ct

Solara – Luxury 1BR Downtown
Other holiday rentals with outdoor seating

Great Stay Away From Home

White Cedar Cottage

Hudson Luxe 79

Apartment in New York near to Manhattan.

Comfort & Calm Near NYC

The Perch, a luxe cottage in the woods 1h from NYC

Lovely Tarrytown Home in Hudson

Magical 1700's 1 bedroom cottage
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- Times Square
- Rockefeller Center
- Bryant Park
- Madison Square Garden
- Columbia University
- Yale University
- Central Park Zoo
- MetLife Stadium
- Jones Beach
- Mountain Creek Resort
- Yankee Stadium
- Fairfield Beach
- Citi Field
- United Nations Headquarters
- Empire State Building
- Grand Central Terminal
- Statue of Liberty
- Radio City Music Hall
- Rye Beach
- Canarsie Beach
- USTA Billie Jean King National Tennis Center
- The Metropolitan Museum of Art
- Gilgo Beach
- Astoria Park
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