
Family-friendly holiday rentals in Westchester County
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Westchester County
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.

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.

Clean, convenient, & close to train & downtown
Beautiful and clean one bedroom unit (with own bathroom, living room, fridge, and kitchenette-no stove) with easy off-street parking! Private entrance and easy walk to the White Plains Metro North Station! Great for those visiting NYC, working at nearby hospitals or companies, commuting into the city, or visiting family in Westchester! Living room sofa can become a futon to sleep on. We have toddlers, but we always try to keep any noise to a minimum, and they usually are in bed by 8 PM.

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.

Cozy Studio Getaway w/easy access to NYC/CT
Enjoy a relaxing stay with a home away from home; in this 1 bedroom studio apartment. Equipped with a comfortable bed, clean bathroom, kitchen, fridge, microwave, sink, counter top & stove. - 1 bedroom apartment with open floor plan (Fits 1-2 adults) - Private Individual Entrance (basement level) - Convenient & easy street parking - 5 minute drive from Metro North Railroad (Mount Vernon East station) which gives access to other parts of Westchester, Manhattan, and Connecticut areas.

★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.

Modern Apartment with Jacuzzi
Beautiful remodeled apartment with a private entrance perfect for couples and small groups. It is only 30 minutes from Grand Central Station on the Metro-North. Close to major highways (Bronx River Pkwy, Major Deegan, Saw Mill Pkwy). The Cross County mall and Ridge Hill shopping center are less than 10 minutes away as well as great restaurants/bars located within a 5 mile radius. The apartment includes a microwave, washer/dryer, jacuzzi, coffee maker, TV, Wi-Fi and more.

A Lovely Cottage in the Woods
Welcome to our cottage located just 1 hour north of NYC! It is nestled into 2.7 acres of beautiful gardens, mossy groves, and lovely woods. Nature abounds: The property abuts the 4000 acres of the Ward Pound Ridge Reservation. A trailhead begins right across the driveway. The cottage is equipped with a stone fireplace, spacious kitchen, living room area, table for dining and working, and a sleeping loft. During the summer, a private salt water pool is available.

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.

The Cottage in Greenwich
Brand new, light-filled private cottage guesthouse overlooking the woods in the heart of Greenwich, CT. Floor to ceiling windows, radiant heat bathroom floors, queen Casper mattress, a dedicated parking spot, Wi-Fi, TV, kitchenette with full fridge, Keurig coffee maker, microwave, toaster and induction stovetop and all utensils. Perfect for a weekend getaway or a quiet place to work.

Beautiful Hudson River Bungalow in Dobbs Ferry
Serene and modern home. Newly renovated historic home on Main Street in the heart of the Village of Dobbs Ferry. Convenient to Manhattan and the Hudson Valley, the Old Croton Aqueduct trail is directly behind the home. This private apartment is on the second floor of a house with a separate entrance, offering complete privacy. Easy check-in with code.

STAMFORD STUDIO CLOSE TO DOWNTOWN AND SHOPPING
Welcome, to newly renovaded small studio for one guest with private entrance, bathroom, small kitchen with microwave, coffee maker and refrigerator. Off the street parking, you have your spot reserved during your stay. One mile from I-95, walk to shopping and restaurants, five minutes drive to Stamford downtown.

Private charming Studio efficiency
My apartment is centrally located, close to restaurants, (Sushi Mike's Japanese Restaurant, The Parlor and Dobbs Diner Inc.) It has a private entrance, easy access to Westchester county and NYC by train. My apartment is good for couples, solo adventurers and business travelers.
Popular amenities for Westchester County family-friendly rentals
Family-friendly home rentals with a hot tub

Penthouse Perfection: with Unmatched Skyline Views

Unique House 1

Spacious Home - Center Of Stamford

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

Bedford Paradise Getaway | Hot Tub | Town Center

Serene Retreat in the Hills w/Jacuzzi

Croton Calm Retreat w/ hot tub

Riverfront Cottage-Pool-Hot Tub-Fireplace 35m>NYC
Family- and pet-friendly home rentals

Blacksmith Bldg Guesthouse Upscale in downtown.

Luxury 2bd⭐Comfort+Style⭐

Your Modern Guest Wing Near NYC

NY Rustic Cottage Getaway

1956 House of the Year Award. Easy commute to NYC.

Cozy studio Mt Vernon/Bronx NYC kit, bthrm & prkin

Near Empire Casino Cross County Mall Yonkers

The Hidden Gem
Family-friendly home rentals with a pool

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Gameroom, backyard + pool! 7m to train + downtown

Midcentury Modern ZenHouse Sculptor Studio

North Salem Home with Pool & Great Yard

House on the hudson is a 3bed 2bath private kit/LR

Peaceful Light-Filled Guesthouse 1 Hour From NYC

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

Stamford Grand Apartment
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- Family-friendly rentals New York
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- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- New York Public Library - Bloomingdale Library
- Grand Central Terminal
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