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

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.

Romantic, Cozy and Private, 1 Block from Beach
Relax in your private romantic retreat with Canopy Queen Bed & Beautiful modern bathroom, 1 Block from beach, Second floor studio with small fridge, microwave, coffee maker, induction cook top, SmartTV... Just 7 min from the Long Island Railroad, Oyster Bay stop. Near to restaurants, shops, tennis courts. You can go biking, swimming, fishing, play golf, rent kayaks, motor boats, paddle boards. Visit Arboretums, Historic sites, Parks, walk along the water, go to the nearby movies and more...

Cozy 2 BR Greenwich Apt. with easy access to NYC
Cozy two bedroom apartment on a quiet street in Greenwich with brand new appliances. Walking distance to Metro North train station, beach, park, tennis court, pickle ball court, restaurants, shops. Just 38 minutes from NYC. Few minutes drive to downtown. Fully stocked kitchen and laundry with everything you may need. Living room with 65" Smart TV. Master BR with 45" Smart TV. The apartment is professionally cleaned & sanitized up to CDC guidelines & inspected before each stay.

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 CT areas.

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.

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.

Stamford’s Island Inspired Efficiency
This island-themed efficiency apartment offers comfort, style and convenience. After waking up on the memory foam mattress and before enjoying all the conveniences that downtown Stamford has to offer, or taking the nearby train to Manhattan, start your day by waking up to turquoise waters and seashells, sipping on different flavors of coffee or tea, and snacking on the light breakfast items provided.

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.

Downtown "Blue Nest" apartment
Cozy, adorable, updated and fully decorated 1 bedroom apartment in a downtown building with garage & 24 hours security. Equipped with everything you might need. Come stay with us and discover Stamford through the eyes of a local talented artist. There are certain things about the building that I can't change - please read the whole description before booking

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.

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.

Standalone Cottage surrounded by woods
Cottage on property in North Stamford. 20 minutes from Stamford Town Centre. Less than hour train to New York City. Sleeps 4 comfortably (pullout couch in living room, plus main room). Away from main house and surrounded by wooded area.
Popular amenities for Port Chester family-friendly rentals
Family-friendly home rentals with a hot tub

Coastal Villa Suite pool•sauna•gym•theater•beach

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

Renovated Forest Oasis with Pool & Fire-pit

Charming Colonial Home | Games Attic | Large Yard

Converted Historic Button Factory w/ Modern Style!

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room

NEW MOON & SPA near JFK | UBS

Englewood NJ Country Carriage House (15 min NYC)
Family- and pet-friendly home rentals

Your Modern Guest Wing Near NYC

HighLineHarbor Flat2BD|Train2NYC|HarborPointAccess

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

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

Greenwich abode Close to Just about Everything

The Hidden Gem

Private ground level Studio Available.

Guest suite with private enter
Family-friendly home rentals with a pool

Great Family Times in this 5 Bedroom House

E and T Getaway LLC

Entire Guest House at Fox Pond Farm.

Cozy apartment near NYC 15 min

Midcentury Modern ZenHouse Sculptor Studio

Spacious Cottage Loft

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Private 1br apt/private entrance/inground pool
Quick stats about holiday rentals that are family-friendly in Port Chester

Total holiday rentals
Explore 10 holiday rentals in Port Chester

Nightly prices starting at
Port Chester holiday rentals start at $154 SGD per night before taxes and fees

Verified guest reviews
Over 560 verified reviews to help you choose

Pet-friendly holiday rentals
Find 10 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wifi availability
10 of Port Chester holiday rentals include wifi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Port Chester rentals

4.9 Average rating
Port Chester stays are highly rated by guests – averaging 4.9 out of 5!
Destinations to explore
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- Times Square
- Rockefeller Center
- Madison Square Garden
- Bryant Park
- New York Public Library - Bloomingdale Library
- Grand Central Terminal
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Yale University
- Mountain Creek Resort
- Jones Beach
- Yankee Stadium
- United Nations Headquarters
- Citi Field
- Fairfield Beach
- Empire State Building
- Radio City Music Hall
- Statue of Liberty
- Canarsie Beach
- Rye Beach
- USTA Billie Jean King National Tennis Center
- McCarren Park
- The Metropolitan Museum of Art




