Vacation rentals in Port Chester

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Top-rated vacation rentals in Port Chester

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

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Guest favourite

Home in Rye

4.91 out of 5 average rating, 122 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

Apartment in Greenwich

5 out of 5 average rating, 5 reviews

Hot New 2 Bedroom walk to train

Modern luxury, this exquisite 2-bedroom penthouse features clean lines, high-end finishes, and an abundance of natural light. The gourmet kitchen, complete with state-of-the-art appliances and a stylish island, flows seamlessly into the open-concept living and dining space. Bedrooms are havens of tranquility, featuring ample closet space and beautifully appointed bathrooms. Relax and unwind taking in city views. This penthouse is the epitome of sophisticated urban living. Long term available.

Guest favourite

Apartment in Downtown Stamford

4.95 out of 5 average rating, 217 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!

Guest favourite

Home in White Plains

4.87 out of 5 average rating, 217 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

Apartment in White Plains

5 out of 5 average rating, 17 reviews

The Westchester Gem. Free Parking! No Cleaning fee

This stylish and modern apt is located in a prime White plains location. It’s right in the hearts of downtown white plains and only about 0.6 miles from White plains station, to make your commute into Manhattan a breeze. The apartment is surrounded by lots of supermarkets including Whole foods which is a stone throw away. There is plethora of restaurants, bars, cafes and shops all within walking distance. The apartment itself is super equipped with everything you would need for a great stay

Guest favourite

Cabin in Greenwich

4.89 out of 5 average rating, 133 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.

Superhost

Home in Greenwich

4.81 out of 5 average rating, 108 reviews

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. 36 - minutes to NYC 1 - Twin Air Mattress, SERTA auto inflate, 15 inch raised { UPON REQUEST } 4 - Minutes Uber/Lyft drive to Greenwich and Port Chester Metro North Station Private and cozy retreat, steps away from one of Greenwich's Top Beaches - Byram Shore Beach Club.

Top guest favourite

Apartment in Harrison

4.96 out of 5 average rating, 301 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

Townhouse in Greenwich

4.94 out of 5 average rating, 78 reviews

Quaint duplex + pvt yard. Walk to town & beach!

Located on a quiet street, our fully renovated duplex apartment in Greenwich boasts hardwood floors, a washer-dryer, heating, air conditioning, and a fabulous modern kitchen. The living room has a large screen 4k TV and an electric fireplace for you to enjoy. The private patio just off the kitchen allows you to relax outside whenever you like. Walk to restaurants, trains, parks & more!

Guest favourite

Guesthouse in Greenwich

4.95 out of 5 average rating, 100 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

Apartment in Port Chester

5 out of 5 average rating, 4 reviews

Downtown Port Chester near train walk to shops

Cozy, cutely decorated apartment just steps from the Port Chester train and vibrant downtown. Enjoy a full kitchen, fresh linens, and free high-speed Wi-Fi. Coin-operated washer/dryer available on premises. Perfect for work or play, this comfy space is ideal for solo travelers or couples looking to relax and explore. Book your stay today and feel right at home!

Guest favourite

Apartment in Port Chester

4.96 out of 5 average rating, 84 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.