
Holiday rentals in Westchester County
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Westchester County
Guests agree: these stays 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!

Spacious, private retreat 45 mins to NYC
Private, spacious, woodland views, perfect writer's retreat, romantic getaway, or space to chill! Ground-floor apartment in single-family home on 5 acres, 45 mins from NYC. 900 sq. feet of space. Full kitchen, 1 large bedroom, king-size bed & fun bunkbed. Premium bedding, fresh towels, toiletries. Simple, healthy breakfast, coffee, tea, fruit, drinks and snacks provided. 2 miles to Mt Kisco Metro North Station. EV charger. Walk to local nature reserves. 5 mins drive to restaurants and shops.

Spacious 3b/3b Mediterranean in White Plains
Bring the whole family to this great place with lots of room for fun, relaxation or hosting! This 3bed/3bath Mediterranean is freshly renovated with stylish touches & comfy furniture. The main floor of this multi family serves as a great spot to bring the family while visiting the area. The house boasts an oversized living room, formal dining room, large chef's kitchen, and plenty of sleeping space. With heat & AC throughout the entire 2k sf unit, this house is great for anything& everything!

Elegant Hideaway: Cozy Cottage in Katonah, NY
Escape to our private, beautifully renovated cottage in the heart of Katonah / Bedford NY area.This standalone gem, separate from the main estate, offers private parking, high-speed WiFi, and a flatscreen TV. Every detail has been expertly designed, from the luxurious furniture to the elegant decor, ensuring a stylish and comfortable stay. Enjoy complete privacy and unwind in a space that combines modern amenities with timeless charm—perfect for a peaceful retreat in a stunning natural setting.

Stylish 4bed 2bath Home in White Plains
Our renovated townhouse, a perfect blend of suburban calm & NYC charm, is your home away from home. This stylish & peaceful accommodation, situated right outside White Plains downtown, affords you effortless access to train stations, freeways, and vibrant restaurants & shops. With a well equipped kitchen, 2 full baths, and 4 bedrooms spreading across 3 floors, it has everything you need whether you come to visit family, for business, or to simply seek an escape from the bustling big city life.

Spacious guest suite near water
Welcome to your perfect home away from home! Enjoy a spacious and newly renovated basement suite with windows and separate entrance in a private house, perfect for up to four guests. Ideal for couples, small families, or business travelers. This cozy retreat, combines privacy and comfort in a quiet neighborhood. Whether you’re here for a short trip or an extended stay, this apartment offers everything you need for a comfortable and relaxing experience. Book now and start planning your visit.

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.

French Estate Guest House on Private Lake
A private, European-inspired guest house set on an eight-acre gated French estate, just 60 minutes from NYC. Surrounded by manicured gardens, 18th-century statuary, and a private lake, the setting feels transportive—a French countryside retreat. Designed by architect David Easton, the space blends classic elegance with modern comfort: heated stone floors, a heated towel rack, fine linens, curated finishes, and a private entrance. Perfect for a refined weekend escape or a quiet reset.

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. $19 cleaning with or without pets.

Entire 2 Bedroom apt, Hastings-On-Hudson near NYC
This brand new two-bedroom apartment is perfect for experiencing the beauty of the Hudson Valley while being a 5-10 min walk away from the Metro North station (45 min ride to Grand Central). It is very close to the heart of downtown that is filled with locally well-known restaurants, coffee shops, and a farmers market. This apartment includes a spacious backyard, perfect to enjoy breakfast with your family or group of friends with a view of the Hudson River.

The Hide at Hudson-35 min to NYC
The Hide at Hudson is your perfect hideaway—just 35 mins to NYC via Greystone Metro North or by car. We’re 3 mins from Untermyer Park, St. John’s Hospital, Starbucks, Dunkin, and dining. Only 10 mins to Cross County/Ridge Hill shopping malls, 10 mins to Hastings-On-Hudson, and 2.5 miles to the Yonkers waterfront. Enjoy nearby scenic trails. Whether you’re here for work or vacation, this peaceful retreat gives you easy access to both the city and nature.

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!
Popular amenities for Westchester County holiday rentals
Other great holiday rentals in Westchester County

White Cedar Cottage

Beautiful guesthouse - Larchmont

Newly renovated modern private guest wing

Designer 1BR | Luxe Amenities, Gym, Parking

Arkadia House Mid-century retreat with pool & view

Cozy Riverfront Cottage•Pool•Hot Tub•35 min NYC

Hidden Gem 1 Hour From NYC

Nature Lover's Retreat in Mount Kisco
Destinations to explore
- Rentals with a hot tub Westchester County
- Rentals with lake access Westchester County
- Private suite rentals Westchester County
- Bed and breakfasts Westchester County
- Family-friendly rentals Westchester County
- Rentals with a washing machine and dryer Westchester County
- Pet-friendly rentals Westchester County
- Serviced apartment rentals Westchester County
- Guest house rentals Westchester County
- Rentals with a cinema Westchester County
- Fitness-friendly rentals Westchester County
- Rentals with a patio Westchester County
- House rentals Westchester County
- Rentals with a sauna Westchester County
- Rentals with an EV charger Westchester County
- Apartment rentals Westchester County
- Rentals with a firepit Westchester County
- Waterfront rentals Westchester County
- Townhouse rentals Westchester County
- Hotel rooms Westchester County
- Rentals with a fireplace Westchester County
- Rentals with beach access Westchester County
- Rentals with outdoor seating Westchester County
- Rentals with breakfast Westchester County
- Rentals with a kayak Westchester County
- Rentals with pools Westchester County
- Flat rentals Westchester County
- Smoking-friendly rentals Westchester County
- Times Square
- MetLife Stadium
- Madison Square Garden
- Central Park Zoo
- New York City Center
- Yale University
- Yankee Stadium
- Columbia University
- Mountain Creek Resort
- Jones Beach
- American Dream
- United Nations Headquarters
- Rockefeller Center
- Empire State Building
- Bryant Park
- Citi Field
- Statue of Liberty
- Barclays Center
- Grand Central Terminal
- Bear Mountain State Park
- Radio City Music Hall
- Minnewaska State Park Preserve
- Astoria Park
- Fairfield Beach
- Things to do Westchester County
- Tours Westchester County
- Things to do New York
- Art and culture New York
- Entertainment New York
- Sports activities New York
- Wellness New York
- Nature and outdoors New York
- Tours New York
- Food and drink New York
- Sightseeing New York
- Things to do United States
- Tours United States
- Food and drink United States
- Sightseeing United States
- Entertainment United States
- Sports activities United States
- Art and culture United States
- Wellness United States
- Nature and outdoors United States





