
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!

Blacksmith Bldg Guesthouse Upscale in downtown.
The Blacksmith Building built 1891, Upscale guesthouse since 2015. Enjoy peaceful evenings on this street, second-floor walk-up in the heart of downtown Yonkers. 100 meters away from the Metro North - Hudson River line. Just 30 minutes south to NYC or head north to explore the Hudson River towns, and majestic Hudson Valley. Entire 1000 sq. ft. live/work loft w/ 1 bedroom, 1 bath, sunroom and high-end kitchen. 1 queen + 2 twin beds. Walk to all, including renowned restaurants, museums, & river.

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!

Cozy renovated 3bed White Plains Home
Visit beautiful Westchester County, New York and stay in this cozy home located in the vibrant city of White Plains. This newly renovated triplex is only a 12-min walk to North White Plains train station then a 45-minute train ride to Manhattan. Easy access to freeway I-287. Whole Foods, Target, Westchester Mall, and popular restaurants are all within 5 minutes’ drive. Perfect for small families, the space offers 3 bedrooms and 1 full bath across 3 floors with a multiple car parking backyard.

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.

Walk to Train! Entire Family Home w Parking + Yard
Experience the charm of a historic, family-friendly neighborhood just 40 minutes from NYC. ✔ Entire Private Home (full duplex used as one single-family home) ✔ Modern, Fully Equipped Kitchen w/ Stainless Steel Appliances ✔ On-site Washer & Dryer ✔ Fios Gigabit Wi-Fi — perfect for remote work ✔ 13-minute walk to the train | ~40-minute ride to NYC ✔ 2-minute walk to park with tennis & basketball courts + playground ✔ Private Fenced Yard — great for kids ✔ Free Driveway Parking for 2 Cars

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.

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 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.

Luxury Private Apartment - Walk to Train for NYC!
Luxury Large Private One Bedroom Apartment. With private walkway and entrance. Full Kitchen with New Appliances. King size Bed with Move Projector and Screen. Large couch with Desk in Living room. Updated Bathroom with Bathtub. Walking Distance to Harrison Train Station - Harrison Metro North Train Station access to New York City or Greenwich / Stamford CT. To Grand Central Station. Walking Access to local Parks.

Peaceful Light-Filled Guesthouse 1 Hour From NYC
Step into a peaceful, well-appointed home nestled on 14 acres of ancient trees, stone walls, and meadows in Pound Ridge, NY. This light-filled guesthouse is designed for relaxation, with a heated saltwater pool available in summer, sunbathing under a majestic maple tree, and evening stargazing by the outdoor fire pit. Perfect for families, small groups, or couples seeking a peaceful nature retreat.
Popular amenities for Westchester County holiday rentals
Other great holiday rentals in Westchester County

Private Guest Suite

Cozy as Kept 2

Valhalla Home

small apartment

White Cedar Cottage

Cozy 2BR Retreat | Near NYC | Easy Parking

Mountain Edge: Spacious Suite

Title NYC Stay • 30 Min to MetLife Stadium
Destinations to explore
- Pet-friendly rentals Westchester County
- Rentals with a washing machine and dryer Westchester County
- Rentals with a fireplace Westchester County
- Fitness-friendly rentals Westchester County
- Private suite rentals Westchester County
- Rentals with an EV charger Westchester County
- Serviced apartment rentals Westchester County
- Townhouse rentals Westchester County
- Rentals with a patio Westchester County
- Guest house rentals Westchester County
- Bed and breakfasts Westchester County
- Family-friendly rentals Westchester County
- Rentals with outdoor seating Westchester County
- Rentals with beach access Westchester County
- Rentals with a firepit Westchester County
- Waterfront rentals Westchester County
- Rentals with a hot tub Westchester County
- Flat rentals Westchester County
- House rentals Westchester County
- Rentals with lake access Westchester County
- Hotel rooms Westchester County
- Smoking-friendly rentals Westchester County
- Rentals with pools Westchester County
- Apartment rentals Westchester County
- Rentals with breakfast Westchester County
- Rentals with a kayak Westchester County
- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- Brooklyn Bridge
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Yale University
- Mountain Creek Resort
- Bronx Zoo
- Old Glory Park
- Grand Central Terminal
- Ohel Chabad-Lubavitch
- Yankee Stadium
- United Nations Headquarters
- Jones Beach
- Chabad Lubavitch World Headquarters
- Empire State Building
- Citi Field
- Statue of Liberty
- Radio City Music Hall
- Fairfield Beach
- USTA Billie Jean King National Tennis Center
- Things to do Westchester County
- Tours Westchester County
- Things to do New York
- Art and culture New York
- Entertainment New York
- Sightseeing New York
- Tours New York
- Food and drink New York
- Nature and outdoors New York
- Sports activities New York
- Things to do United States
- Food and drink United States
- Wellness United States
- Tours United States
- Art and culture United States
- Sightseeing United States
- Sports activities United States
- Nature and outdoors United States
- Entertainment United States




