
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.

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!

Greenwich abode Close to Just about Everything
2 - Bedroom apartment in a duplex. 4 - Minutes to Greenwich Avenue Shopping 6 - Minutes to Port Chester restaurants 8 - Minutes to Rye town and restaurants. 5 - Minutes to The Capital Theater 5 - Minutes to Byram Beach 10- Minutes to Tod's Point Beach 4 - Minutes by car to Greenwich and Port Chester Metro North Station 1 - Twin Air Mattress, SERTA auto inflate, 15inch raised {UPON REQUEST } Private and cozy retreat, steps away from one of Greenwich's Top Beaches - Byram Shore Beach Club.

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.

Flex Comfort Apts of Greenwich #2
Flex Comfort Apt #2 is 2 Bedroom / 1 Bath and sleeps 4. Apt #2 is the middle floor of a 3 apartment building. Private Parking & 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. 1 Mile from Greenwich Train station - 45 mins to Grand Central. Easy access to 95 and everything CT & NY have to offer.

Luxury Cottage with Spectacular Lake Views
Ultra Chic Cottage set high above Greenwood Lake with Private beach and lake front community access. Minutes away from Mountain Creek Ski Resort, Spa & Water park, Mt. Peter Ski & Tubing, Warwick creameries, breweries & vineyards & apple picking. 1 BR, 1 Bath, play/office/common room. Huge wrap around fenced in deck with Mid century modern fireplace allows for scenic dining, lounging and around the fire gatherings. #LakeViewCottage_GWL Town of Warwick Short Term Rental Permit #P25-0245

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.

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.

Sunny & Cozy Stay by Capitol Theatre/Downtown
Within walking distance of downtown Port Chester, Capitol Theatre, Metro North, and so much more; this 2 bedroom apartment with PRIVATE ENTRANCE provides a comfortable, inviting stay for those visiting the New York City/Metropolitan area. We are centrally located near the I-287, I-95, so commuting to and from the area is easy.

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.

View House
Magnificent views from this fully renovated octagonal, mid-century glass house on secluded hilltop site. Views of and close access to Storm King Art Center, Schunnemunk State Park, Black Rock Forest. 60 mi from Manhattan, Town of Cornwall, NY. Perfect getaway from the city.

Cozy Apartment in Greenwich CT
Experience a tranquil retreat in this private, second-floor attic apartment. Nestled in a quiet neighborhood just a short walk from the heart of downtown Greenwich, this cozy space offers everything you need for a comfortable stay.

Charming Retreat in North Stamford
Whether you are in town for business or simply to enjoy the peace and quiet of the suburbs, WELCOME TO OUR HOME! A great getaway suite in perfectly located North Stamford home, just 60 minutes away from New York City.
Popular amenities for Port Chester family-friendly rentals
Family-friendly home rentals with a hot tub

Romantic Experience Secluded Lake House + Hot Tub

Serene Private Home ⢠Light-Filled ⢠Hot Tub ā¢Deck

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

NEW MOON & SPA near JFK | UBS

Lakefront living! <1 hr from World Cup NY/NJ venue

Mountain View Retreat

Cozy Colonial - Private Hot Tub & Entire House

Lakefront/Legoland/HotTub/Heated Pool 1 hr to NYC!
Family- and pet-friendly home rentals

Romantic, Cozy and Private, 1 Block from Beach

Small Studio. Private Entrance and bathroom

NORTHPORT APARTMENT: Private, Clean, Cozy

1BR full cottage, 1 min walk to private beach

Spacious apartment in Hastings-on-Hudson near NYC

Peaceful Light-Filled Guesthouse 1 Hour From NYC

Comfortable home away from home- near everything

Cabinessence -on Greenwood Lake, NY #34370
Family-friendly home rentals with a pool

Escape to a Restored New England Antique Milk Barn

Quaint Converted Barn

2 Bed Apt | Quick Access to NYC

Cozy Retreat w/ Pool, Cinema Room & Fire Pit

E and T Getaway LLC

Private Country Getaway

Midcentury Modern ZenHouse Sculptor Studio

Peaceful apartment on 3.5 acres w/ Artist studio.
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 £118 per night before taxes and fees

Verified guest reviews
Over 670 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 ā averaging 4.9 out of 5!
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- Times Square
- Madison Square Garden
- New York City Center
- New York University
- Columbia University
- Central Park Zoo
- MetLife Stadium
- Yale University
- Mountain Creek Resort
- Yankee Stadium
- Bronx Zoo
- United Nations Headquarters
- Rockefeller Center
- Jones Beach
- Brooklyn Bridge
- Citi Field
- Empire State Building
- Grand Central Terminal
- Bryant Park
- Statue of Liberty
- Radio City Music Hall
- USTA Billie Jean King National Tennis Center
- Thunder Ridge Ski Area
- The Metropolitan Museum of Art




