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.

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Guest favourite
A modernist house is surrounded by vibrant autumn foliage, showcasing a blend of red, orange, and green leaves. The structure features large glass windows and a roof that floats above the walls, offering scenic views of the lush forest.
Home in Rye
4.91 out of 5 average rating, 127 reviews

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!

Guest favourite
A modern living room features a gray sofa set against a wall adorned with a mountain landscape painting. A minimalist rug lies centrally on the floor, complemented by a white refrigerator positioned near an open doorway. Clean lines and neutral colors enhance the space.
Flat in White Plains
4.94 out of 5 average rating, 154 reviews

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.

Guest favourite
A cozy living area features a large leather sofa adorned with soft, decorative pillows. A wooden coffee table is set with a small platter of snacks and a bottle of wine. A leafy indoor plant and bright natural light enhance the inviting space.
Home in White Plains
4.87 out of 5 average rating, 225 reviews

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!

Top guest favourite
A bright and airy studio space features a canopy-covered bed draped with sheer fabric. An ornate mirror and a small table with decorative items enhance the room's charm. Natural light fills the area through large windows, complemented by a cozy seating option.
Guest suite in Bayville
4.93 out of 5 average rating, 575 reviews

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...

Guest favourite
A private deck is displayed with wooden planks, featuring a sun lounger and a small table with two chairs. A large umbrella provides shade, while trees can be seen in the background, enhancing the outdoor experience.
Cabin in Bell Haven
4.89 out of 5 average rating, 139 reviews

Overlook Cabin in downtown Greenwich CT

Last house on a private road, parking onsite if available, conveniently located walk to train station, Greenwich Avenue in Greenwich CT to the ferry, Sherman Park for beach access. Travel to New York City in 37 minutes with the Metro-North Express train. We are at one of the highest points on the Greenwich Coastline. You can hear the sounds of life: from church bells ringing, the train to NYC and Rt 95 traffic, NO SMOKING NO parties NO events Sorry NO PETS service animals always welcomed.

Guest favourite
An open floor plan showcases a cozy living space. A comfortable seating area is paired with a wooden coffee table, while a small kitchen with stainless steel appliances is visible. A spacious bed is positioned in the background, creating an inviting atmosphere.
Guest suite in Mount Vernon
4.84 out of 5 average rating, 298 reviews

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.

Top guest favourite
Flat in Greenwich
4.95 out of 5 average rating, 100 reviews

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.

Top guest favourite
A well-appointed kitchen features wooden cabinetry and modern appliances. A round dining table is set for two, complemented by a vibrant plant centerpiece. The space is illuminated with soft lighting, enhancing the inviting atmosphere while maintaining ample counter space.
Flat in Harrison
4.96 out of 5 average rating, 308 reviews

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.

Superhost
A bedroom is presented with a large window providing natural light, framed by dark curtains. The spacious bed features a patterned blanket, while a plush bench sits at the foot of the bed. A ceiling fan offers comfort, and wall art adds a decorative touch.
Flat in West Side
4.84 out of 5 average rating, 103 reviews

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.

Guest favourite
A bright sleeping area features a spacious bed with light bedding, positioned beneath a vaulted ceiling. Floor-to-ceiling windows provide views of the woods, while a small desk and chair are set against one wall for workspace. A television is mounted for entertainment.
Guest house in Greenwich
4.95 out of 5 average rating, 105 reviews

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.

Superhost
A cozy living area is present, featuring a neutral-colored sofa draped with an orange throw. A round glass coffee table is positioned in front of the sofa, set on a patterned area rug. Natural light filters through sheer curtains, illuminating the blue walls decorated with artwork.
Flat in Glenbrook
4.78 out of 5 average rating, 204 reviews

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

Top guest favourite
Home in West Side
4.99 out of 5 average rating, 178 reviews

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.

Popular amenities for Port Chester family-friendly rentals

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 $156 SGD per night before taxes and fees

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  • 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!