
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!

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.

Luxury Lake House Sauna 1h From NYC
Enjoy the lakefront from my charming home! Fish or Kayak from the private dock or relax on the large deck overlooking the water tucked away on the lake. Boats are included for all guests! Heated bathroom floors, massive TV (86in) + ample lake views. We also have a free Tesla Charger (with an adaptor you can use for other EVs). This is a relaxing retreat tucked away in one of New York's most convenient lakefronts from the city. 20 min to Bear Mountain 35 min to West Point 1 hour to NYC

The Bluestone - Spacious 2 bedroom w/central air
Come stay with us! You will have the entire first floor to yourself but we will be right upstairs if you should need us! Access to tree lined back yard with fire pit. Close to metro north train to NYC. Minutes to kayaking, hiking, restaurants, cafes & historical sites. Please note: No Kitchen!! Drive, walkway & entrance accessible to full size wheelchair (see photos) but bathroom is not accessible to a wheelchair. Guest must have ability to enter and maneuver the bathroom on thier own.

Waterfront Lake House
Welcome to your lakeside retreat! Escape to tranquility and breathtaking views with our unique lakefront Airbnb. Nestled right into the water of Lake Peekskill, our cozy lake house promises the ultimate getaway. Adventure awaits right outside your door! Take advantage of complimentary paddleboard or kayaks for a leisurely paddle on the lake. Located just minutes from renowned hiking trails and delicious dining options, our Airbnb offers the perfect balance of serenity and convenience.

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.

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.

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

1Bd Cottage in Greenwich | Designer Stay near NY

Valhalla Home

Rivertown Retreat 25 mins to NYC

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

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

2 BRs, Easy Walking in Tarrytown and Sleepy Hollow

Luxury 2bd⭐Comfort+Style⭐

HighLineHarbor Flat2BD|Train2NYC|HarborPointAccess

Luxury 2 BR Apt with Gym and Pool

Terra Hillside Suite | 3 Bed 2 Bath | Green Oasis

Retreat yourself.

Lovely 2bedroom rental w/parking & outdoor sitting

Cozy 1 Bedroom Apt. Prime Location+private parking
Other holiday rentals with outdoor seating

White Cedar Cottage

Chic and Cozy 2BD 1920's Cottage Retreat

Beautiful Waterfront Cottage

1840Farmhouse, 65"OLED4k, firepit, 3x4ktvs, 3acres

Yonkers, NY Studio with quick NYC access

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

Lovely Tarrytown Home in Hudson

Magical 1700's 1 bedroom cottage
Destinations to explore
- Family-friendly rentals Westchester County
- Guesthouse rentals Westchester County
- Rentals with beach access Westchester County
- Fitness-friendly rentals Westchester County
- Private suite rentals Westchester County
- Condo rentals Westchester County
- Pet-friendly rentals Westchester County
- Rentals with a fireplace Westchester County
- Rentals with an EV charger Westchester County
- Rentals with pools Westchester County
- Hotel rooms Westchester County
- House rentals Westchester County
- Rentals with a washing machine and dryer Westchester County
- Rentals with a kayak Westchester County
- Apartment rentals Westchester County
- Townhouse rentals Westchester County
- Bed and breakfasts Westchester County
- Rentals with a patio Westchester County
- Serviced apartment rentals Westchester County
- Rentals with breakfast Westchester County
- Rentals with lake access Westchester County
- Smoking-friendly rentals Westchester County
- Rentals with a fire pit Westchester County
- Waterfront rentals Westchester County
- Rentals with a hot tub Westchester County
- Rentals with outdoor seating New York
- Rentals with outdoor seating United States
- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- Brooklyn Bridge
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Yale University
- Grand Central Terminal
- Bronx Zoo
- Mountain Creek Resort
- Old Glory Park
- Ohel Chabad-Lubavitch
- Yankee Stadium
- Jones Beach
- United Nations Headquarters
- Chabad Lubavitch World Headquarters
- Empire State Building
- Citi Field
- Statue of Liberty
- Radio City Music Hall
- Fairfield Beach
- New York Public Library Main Branch
- Things to do Westchester County
- Tours Westchester County
- Things to do New York
- Sports activities New York
- Art and culture New York
- Sightseeing New York
- Entertainment New York
- Food and drink New York
- Nature and outdoors New York
- Tours New York
- Things to do United States
- Tours United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Wellness United States
- Nature and outdoors United States
- Art and culture United States
- Food and drink United States




