
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.

Bright&Comfy 2bed/1ba in quiet duplex
Bright, comfortable & quiet! Just outside downtown White Plains, this home has a relaxing living space with thoughtful touches. It offers easy accessibility to New York City (35 min Via Metro North) and Westchester (via highways and local buses). The house is set up for WFH, with great wifi via Verizon. It's an easy jump off spot for a fun weekend in Westchester. It comes with a dedicated parking spot, never worry about your vehicle! Bars, restaurants, shopping, groceries are all minutes away!

Relax in New York.
Coming to visit the city that never sleeps? We are 30 minutes from Time Square and walking distance to St. John’s Hospital. Enjoy a walk through The Untermyer Gardens that’s right around the corner from our home. 2.5 miles away from Yonkers Pier with great view of the city by the Hudson River. Excellent food choices, and great walking trail. From there you can catch the Metro-North railroad to the city. We will give you tips and recommendations on food and “must-see” spots while you are here.

Flex Comfort Apts of Westchester #2
Flex Comfort Apt #2 of Westchester is 2 Bedroom / 1 Bath and sleeps 4. Apt #2 is the top floor and has great light. Private 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. 3/4 mile from the Capital Theater and downtown Port Chester. Easy access to NYC, 95 and all Westchester & southern CT.

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.

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.

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.

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

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.

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 family-friendly rentals
Family-friendly home rentals with a hot tub

Unique House 1

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

Englewood NJ Country Carriage House (15 min NYC)

The Monroe | Elegant 2BR/2BA Downtown Stamford
Family- and pet-friendly home rentals

Lower Hudson Valley Idyllic Retreat

Small Studio. Private Entrance and bathroom

HighLineHarbor Flat2BD|Train2NYC|HarborPointAccess

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

Near Empire Casino Cross County Mall Yonkers

Nate and Julia's Organic Vinyl Hideaway

Woven Winds Retreat

Gem by the water+ firepit and all fenced backyard
Family-friendly home rentals with a pool

Perfect NYC Getaway in the Hudson Valley

Luxury 2 BR Apt with Gym and Pool

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Midcentury Modern ZenHouse Sculptor Studio

Designer 1BR | Luxe Amenities, Gym, Parking

Peaceful Light-Filled Guesthouse 1 Hour From NYC

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

Private Suite in the Heart of the Hudson Valley
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- Family-friendly rentals New York
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- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- Grand Central Terminal
- New York Public Library Main Branch
- Brooklyn Bridge
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- Mountain Creek Resort
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- Bronx Zoo
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