
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.

Lower Hudson Valley Idyllic Retreat
Located 2 minutes from Teatown Nature Reserve (35 mins from NYC) on 1+ acre in the Lower Hudson Valley, this updated 2,600sf oasis is the perfect forest setting for your family or business retreat. It features an oversized gourmet chef's kitchen with adjoining dining room. There are 4 bedrooms, including a nursery/crib, additional sleeping spots, and stunning views from a perfectly perched solarium. The great room features a spectacular working fire place and floor to cathedral ceiling windows.

Flex Comfort Apts of Greenwich #1
Flex Comfort Apt #1 is 1 BR / 1 BA and sleeps 4. Apt #1 is the bottom floor ('Basement') of a 3 apt building. Private Parking & Entrance. Great mattresses, linens, big screen smart TVs, multiple desks, and clean. Well stocked kitchen to put on a family meal. Get the value of 2 x hotel rooms for the price of one that includes your own kitchen and Family Room. 1 Mile from Greenwich Train station - 45 mins to Grand Central. Easy access to 95 and everything CT & NY have to offer.

★Tiny House Cottage 35 min to NYC on Hudson River★
Please read the entire listing to set expectations. Super charming, slightly quirky, never perfectly perfect, totally private Shangri-La with side yard chickens in the artistic and quaint Rivertowns, 35 min to NYC along the Hudson River. The Tiny House escape is reminiscent of sleep away camp, 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.

Backyard Gazebo in Quiet NYC Suburban Stay
Welcome to our private split-level home with a fenced-in backyard! Enjoy this entire single-family home and never walk more than 8 steps between levels! This is a year-round perfect spot - enjoy the outdoor patio and indoor electric fireplace during your short term or midterm stay. We are located in Westchester County, just outside NYC. The house is 1.5 mi from 3 Metro-North stops and a 30-minute ride to Manhattan. Send us a message and we will let you know how far it is to your event.

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.

Cozy getaway 1 hr from NYC!
This peaceful home is only 1 hour from NYC & Brooklyn. There are 3 bedrooms & 3 bathrooms. A large living area, a play room, a wood burning FIREPLACE, large TRAMPOLINE, yard with babbling brook! Bedroom 1: King size bed, pack n play, toddler bed. Ensuite bathroom. Bedroom 2: Queen size bed, dresser. Ensuite bathroom. Bedroom 3: King size bed, pull out couch. Ensuite bathroom. Living room: Pull out couch. Pool is open Memorial Day - Labor Day. Heated by the sun- no heater.

1BR Clean and Cozy NWP Apartment w/ full kitchen
Our apartment is located in the ground floor of the house, with a private entrance and a backyard that offers nature and privacy. We also Airbnb upstairs and we ask our guests to be respectful. Just a 10 minute walk to the Kensico Dam Plaza and its gorgeous views. Close to the bus stop, North White Plains Station and all major highways. A very convenient commute to NYC, centrally located in lower Westchester County, and close to all downtown White Plains has to offer.

Stylish Tarrytown Studio | Walk to Train & Main St
Modern designer studio 1 block from Main St, 8-min walk to Metro-North (35 mins to NYC). Private entrance, fast Wi-Fi, full kitchen, Queen bed + King sofa bed. Small front yard for a breath of fresh air. Walk to restaurants, cafes, and Hudson River parks. Ideal for couples, solo travelers, and remote workers. Explore charming Tarrytown, Sleepy Hollow, Rockefeller trails, and the Hudson Valley. A stylish, comfortable base for your next getaway!

French Guest House in Waccabuc
A private, European-style retreat just 60 minutes from NYC. Set on an eight-acre gated French estate with its own lake, this guest house feels like a mini Versailles with 18th-century statuary, fountains and manicured gardens. Designed by David Easton, it features heated stone floors, a heated towel rack, luxury linens, gold fixtures, fast WiFi, and a private entrance. Minutes from Waccabuc Country Club and the Katonah train station.

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

Charming private 1BR apt. Easy access to NYC
Location, location, location! Private 1 bedroom unit that is part of a two-unit property. It has its own entrance, kitchen, bath, and off street parking. Walkable to Valhalla Metro North train station. (Has steps and stairs. No children under 12 years old.)
Popular amenities for Westchester County outdoor seating rentals
Holiday House Rentals with Outdoor Seating

Valhalla Home

Midcentury Modern ZenHouse Sculptor Studio

Fully renovated 3 bedroom, 2 bath private home

Private farm cottage +hiking

Bright Stylish Chic 4BR 4BA Home

Hudson Valley Bungalow Retreat ~1 hr from NYC

Victorian Charm quiet unique work or play 30minNYC

Peaceful Light-Filled Guesthouse 1 Hour From NYC
Apartment rentals with outdoor seating

2 BRs, Easy Walking in Tarrytown and Sleepy Hollow

Courtyard View 1BR Apartment

HighLineHarbor Flat2BD|Train2NYC|HarborPointAccess

Retreat yourself.

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
Other holiday rentals with outdoor seating

Westchester County quiet neighborhood

Private Lake House 1 Hour to NYC & Near Westpoint

White Cedar Cottage

Rivertown Retreat 25 mins to NYC

Charming 18th-Century Farm Cottage

The Sage Suite New York City Experience

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

Comfortable Mid-Century on Quiet Country Road
Destinations to explore
- Rentals with lake access Westchester County
- Rentals with breakfast Westchester County
- House rentals Westchester County
- Hotel rooms Westchester County
- Serviced apartment rentals Westchester County
- Smoking-friendly rentals Westchester County
- Pet-friendly rentals Westchester County
- Fitness-friendly rentals Westchester County
- Guesthouse rentals Westchester County
- Rentals with a home theatre Westchester County
- Rentals with a patio Westchester County
- Rentals with a kayak Westchester County
- Rentals with pools Westchester County
- Townhouse rentals Westchester County
- Family-friendly rentals Westchester County
- Rentals with a hot tub Westchester County
- Condo rentals Westchester County
- Rentals with a washing machine and dryer Westchester County
- Apartment rentals Westchester County
- Rentals with a fireplace Westchester County
- Rentals with an EV charger Westchester County
- Private suite rentals Westchester County
- Rentals with beach access Westchester County
- Rentals with a fire pit Westchester County
- Waterfront rentals Westchester County
- Bed and breakfasts Westchester County
- Rentals with outdoor seating New York
- Rentals with outdoor seating United States
- Times Square
- Rockefeller Center
- Madison Square Garden
- Grand Central Terminal
- Bryant Park
- New York Public Library Main Branch
- Brooklyn Bridge
- Central Park Zoo
- MetLife Stadium
- Yale University
- Ohel Chabad-Lubavitch
- Mountain Creek Resort
- Columbia University
- The High Line
- Manhattan Bridge
- Jones Beach
- 47th–50th Streets Rockefeller Center Station
- Rough Trade
- Top of the Rock
- Yankee Stadium
- Chabad Lubavitch World Headquarters
- United Nations Headquarters
- Citi Field
- Empire State Building
- Things to do Westchester County
- Tours Westchester County
- Things to do New York
- Sports activities New York
- Sightseeing New York
- Art and culture New York
- Entertainment New York
- Food and drink New York
- Tours New York
- Nature and outdoors New York
- Things to do United States
- Sightseeing United States
- Tours United States
- Entertainment United States
- Food and drink United States
- Art and culture United States
- Sports activities United States
- Nature and outdoors United States
- Wellness United States




