
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.

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

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.

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.

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.

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

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.)

Small Studio. Private Entrance and bathroom
Welcome, this is a small and cozy studio for one person located in a quiet and safe area near Harbor Point with a private entrance, private bathroom, and a small kitchenette. 1 miles from downtown and a 3 minutes drive to the train station and I95.
Popular amenities for Westchester County family-friendly rentals
Family-friendly home rentals with a hot tub

Westchester County quiet neighborhood

Unique House 1

Spacious Home - Center Of Stamford

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

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)
Family- and pet-friendly home rentals

Private Lake House 1 Hour to NYC & Near Westpoint

Lower Hudson Valley Idyllic Retreat

Blacksmith Bldg Guesthouse Upscale in downtown.

Romantic, Cozy and Private, 1 Block from Beach

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt

HighLineHarbor Flat2BD|Train2NYC|HarborPointAccess

Nate and Julia's Organic Vinyl Hideaway

Spacious apartment in Hastings-on-Hudson near NYC
Family-friendly home rentals with a pool

Luxury 2 BR Apt with Gym and Pool

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

Midcentury Modern ZenHouse Sculptor Studio

North Salem Home with Pool & Great Yard

Enjoy Summer Living "Stone Haven" Hudson Valley

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




