Holiday houses in Port Chester

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Port Chester

Guests agree: these stays are highly rated for location, cleanliness and more.

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Superhost

Apartment in Stamford

4.82 out of 5 average rating, 146 reviews

Sunset Retreat: 1BR Walking Distance to the Beach

Welcome to our charming and spacious 1 bedroom Airbnb in the heart of the beach district in Stamford! This delightful 1st fl apartment offers everything you need for a memorable stay. Prime location offers the best of both worlds. Just a short 5-min stroll will take you to the local train station, providing easy access to neighboring cities and attractions. Additionally, downtown Stamford is a mere 7-min drive, where you can indulge in a wide array of dining, shopping, and entertainment options.

1–8 Oct

$233 NZD per night

Guest favourite

Apartment in Stamford

4.97 out of 5 average rating, 120 reviews

Sugar Shack Studio | Downtown Skyline Views

Location! Studio apartment located in the heart of downtown Stamford. Walk to downtown to enjoy all it has to offer, from restaurants, shopping, UCONN of Stamford and more! Centrally located and a short train ride to New York City, our apartment offers everything you need for a comfortable stay in the area. We offer free parking on the premises and the train station is a 10 minute walk. Washer and Dryer included in the building with credit card payment. This unique place has a style all its own!

8–15 Oct

$293 NZD per night

Guest favourite

Home in White Plains

4.86 out of 5 average rating, 147 reviews

Bright&Comfy 2bed/1ba in quiet White Plains 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!

27 Aug – 3 Sep

$335 NZD per night

Guest favourite

Guest suite in Bayville

4.91 out of 5 average rating, 425 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...

10–17 Feb

$151 NZD per night

Guest favourite

Apartment in Rye Brook

4.81 out of 5 average rating, 332 reviews

Musicians HiTech Launch Pad- CAPITOL Theater & NYC

Comfortable and well stocked High Tech apartment delivers a great place to rest, work, and play. Less than 1 mile from Capital Theater and Port Chester metro North. 40 min express to NYC. Massive 85" Sony UHD4K Android smart TV with 300+ movie library on Google play, HBO, Netflix, and Hulu (w/ live TV). Bose surround sound. 3 x desks with 32" monitors for computer dock + streaming TV (Roku). XBOX. Board Games. Poker. Well stocked Eat in Kitchen with pub Height Table for 6.

14–21 Feb

$300 NZD per night

Guest favourite

Guest suite in Greenwich

4.91 out of 5 average rating, 428 reviews

Charming Greenwich studio, 0.2 miles from train

A charming and spacious "studio" with private entry/exit and very close proximity to Cos Cob train station in Greenwich. Opens to a private back yard. Small library, stone walls, small desk, private hall and bath, and room for 2 (or 3) make it ideal for a weekend getaway with easy access to NYC, Port Chester, Stamford, and New Haven. Five minute walk to Cos Cob village for bakeries, juice and coffee shops, and restaurants. Kid-friendly. Air mattress or crib available upon request.

27 Jun – 4 Jul

$406 NZD per night

Guest favourite

Apartment in Harrison

5.0 out of 5 average rating, 25 reviews

Cozy Studio Ideal For Travelers & Commuters

A Comfortable and Cozy Apartment with a Private Entrance. This location includes a private bathroom, kitchen, sitting and a sleeping area. The studio apartment is located less than one hundred steps away from the Metro North: New Haven Line to Grand Central Terminal , NYC. The Westchester County Airport is also a quick 15 minutes away. Street Parking is free between the hours of 5pm-9am and Long Term Parking is $5 a day at The Train Station Parking Lot closes to Chase Bank.

16–23 Mar

$252 NZD per night

Superhost

Guest suite in White Plains

4.87 out of 5 average rating, 164 reviews

1BR close to White Plains train station

From NYC by train 40 minutes, and walking from my apartment to the train only 7 minutes, but coming back is uphill so takes longer. Convenient for shopping, and dining, and walking distance to downtown White plains. Please read the entire description, and make sure the place, you are looking for, before you reserve. Our apartments are completely renovated and have separate entrances. Please ask me a monthly rate.

7–14 Oct

$258 NZD per night

Guest favourite

Apartment in Harrison

4.96 out of 5 average rating, 247 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.

12–19 Dec

$240 NZD per night

Guest favourite

Home in Dobbs Ferry

4.92 out of 5 average rating, 306 reviews

Small cozy room in historic 1828 Dobbs Ferry home.

This is a sweet warm room with twin bed chest of drawers, desk and hanging closet with shelves. I have a 2nd larger room with two twin beds in it, listed separately, and also a very small bedroom with a slightly narrower bed with a curtain across the doorway. Please note: I have one cat. So if you are allergic, maybe not a good choice for you.

10–17 Jan

$110 NZD per night

Guest favourite

Apartment in Port Chester

5.0 out of 5 average rating, 19 reviews

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.

12–19 Dec

$389 NZD per night

Superhost

Apartment in Ardsley

4.9 out of 5 average rating, 379 reviews

Lovely and well-appointed suite with full privacy

Charming suite with a private entrance, bathroom, indoor parking and dining area with kitchen amenities. Conveniently located in Westchester, and is accessible by the I-87, Henry Hudson, Sprain and Saw Mill Parkways; only a thirty minute drive to NYC. Near a deli, grocery, bakery, Carvel, CVS and a selection of restaurants.

12–19 Feb

$195 NZD per night