Port Chester Holiday Rentals

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Our top choices for Port Chester holiday rentals

Aparthotel in Queens

Starlight Hotel
2.5 star property
8.0 out of 10, Very good, (755)
"Yes room was very clean , quiet and staff was great."
United States
John
The price is AU$195
includes taxes & fees
4 Jan - 5 Jan 2026
Starlight Hotel
2.5 star property
6.8 out of 10, (537)
"Enjoyed our stay , would stay again "
United States
Dawnae
Global Luxury Suites at The Arches

Aparthotel in Downtown Stamford

Stamford Suites
4.0 star property
6.2 out of 10, (78)
"It was great"
United States
Natalie
The price is AU$207
includes taxes & fees
28 Dec - 29 Dec
Stamford Suites
8.6 out of 10, Excellent, (41)
"It was cute and close to Yankee Stadium "
United States
Christina C.
Beautiful cozy two bedroom apartment in great location of NYC!!

Apartment in Southeast Yonkers

Spacious 3BR Luxe Escape near NYC
2.0 star property
The price is AU$714
includes taxes & fees
5 Jan - 6 Jan 2026
Spacious 3BR Luxe Escape near NYC

Aparthotel in Norwalk

Guesthouse at Norwalk Inn
3.5 star property
8.4 out of 10, Very good, (40)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is AU$449
includes taxes & fees
14 Dec - 15 Dec
Guesthouse at Norwalk Inn
10.0 out of 10, Exceptional, (62)
"Great place. Very clean, quiet, really nice patio, and close to the subway. Much better than getting a hotel room. "
United States
Christopher C.
Modern 1-bedroom Garden Apartment with Backyard, up to 25 mins to Times Square

Holiday Home in Southeast Yonkers

3BR Prime Luxury near NYC w Arcade Room
2.0 star property
8.0 out of 10, Very good, (1)
"We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms."
United States
Anonymous traveller
The price is AU$1,158
includes taxes & fees
11 Dec - 12 Dec
3BR Prime Luxury near NYC w Arcade Room

Apartment in White Plains

Global Luxury Suites White Plains
3.5 star property
6.8 out of 10, (33)
"Being in an apartment building for an actual stay instead of a house was a first for myself and the family but overall a good stay."
United States
Ramon
Global Luxury Suites White Plains
8.8 out of 10, Excellent, (8)
"I recently stayed in this apartment and absolutely loved it! The place was spotless, modern, and beautifully decorated. The kitchen was fully equipped with everything I needed, and the bed was super comfortable. The living room had a cozy vibe, perfect for relaxing after a long day. The location couldn’t be better — close to shops, restaurants, and public transport, yet quiet enough for a good night’s sleep. The host was incredibly friendly and responsive, making check-in and check-out smooth...
United States
Hemza
The price is AU$925
includes taxes & fees
11 Dec - 12 Dec
Luxury & Elegance @ Large Private HOME, 3baths, CentralAC, Washer/Dryer, Parking

Apartment in Southeast Yonkers

Modern Comfort in the Heart of NYC
4.0 star property
The price is AU$907
includes taxes & fees
11 Dec - 12 Dec
Modern Comfort in the Heart of NYC

Aparthotel in Downtown Stamford

Luxury Apartments by Hyatus at The Asher
4.5 star property
10.0 out of 10, Exceptional, (19)
"Clean and had everything you need for longer stay Comfortable "
United States
christine
Luxury Apartments by Hyatus at The Asher
9.6 out of 10, Exceptional, (23)
"The property was beautiful and clean, very comfortable with a nice view of the lake! Our hosts were helpful and attentive without being intrusive in any way. Our stay was peaceful and restful, just perfect. "
United States
Victoria R.
The price is AU$405
includes taxes & fees
11 Dec - 12 Dec
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Beautiful 1-bedroom condo in New York, Manhattan Central Park Times Square
9.0 out of 10, Wonderful, (8)
"We had a wonderful time. The apartment was exactly as described in the posting. Every room was super clean, bright, and welcoming. We were very comfortable. Eche was very helpful. We appreciated how quickly he responded to our questions. He checked in with us and made sure we had everything we needed. Many nice extra touches made us feel at home. We plan to stay here next time we are in town!"
United States
Karen C.
Elegant 2BR Modern Oasis Brand-New Build, Luxe Touches & Lightning-Fast WiFi, AC

Holiday Home in Southeast Yonkers

Modern Luxury Home w GameRoom & Parking
3.0 star property
7.2 out of 10, Good, (5)
"This was an excellent House My birthday weekend was amazing I totally would book again"
United States
Keisheena
Modern Luxury Home w GameRoom & Parking
9.8 out of 10, Exceptional, (14)
"Excellent property close to Fordham, very clean and nice amenities! Hope to stay here on our next visit to see our daughter at Fordham."
United States
Amy B.
Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC
10.0 out of 10, Exceptional, (22)
"We loved our stay at this condo! It was very comfortable and easy access to the subway! The host was very gracious. I would definitely stay again at this location."
United States
Diane P.
The price is AU$903
includes taxes & fees
11 Dec - 12 Dec
Sprawling 2BR w King Bed, fast WiFi, 20 minutes to Times Square!
9.2 out of 10, Wonderful, (5)
"The owner was very responsive and kind. The apartment was very clean and well updated. We are older adults and the access to the basement apartment was a bit of a challenge but the owner did graciously help with our luggage. The family does clearly disclose that they live above the unit and sounds of children may be heard. Between the sounds of the family above and the fact it’s a basement, not a “Loft”, with all the plumbing just above your head - it was not for us. "
United States
Annette D.
The price is AU$489
includes taxes & fees
5 Jan - 6 Jan 2026
Loft Apartment with full kitchen cozy nook + 2 sofa beds & all modern electronic

Holiday Home in Southeast Yonkers

Luxury NY Home close to NYC
2.0 star property
2.0 out of 10, (1)
"This way by far the worst experience of any place I have every stayed at. The place is not anywhere near what the pictures or descriptions conveyed and worse the owner and host are immoral and distrustful. Heres a brief description of the physical issues from least worst to worst. 1) No Laundry facilities. It was listed there was and I had 4 people so you can imagine the hassle with going to a laundromat. 2) Temperature. The heat was turned WAY up and there was no way to turn it down. ...
United States
MARC S
Luxury NY Home close to NYC
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Port Chester Hotel Reviews

Find out more about Port Chester

Everything you need to know about Port Chester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Port Chester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Port Chester holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Port Chester holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Port Chester. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Port Chester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Port Chester holiday rentals we have selected for you start as low as AU$195 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Port Chester rentals

At Expedia, we put the best Port Chester holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Port Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Port Chester holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Port Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Can I find a holiday rental in Port Chester?

Yes, there are holiday rentals close to the most popular sights in Port Chester, or you can select a more secluded option if you're looking for a relaxing stay. Port Chester is known for its live music and entertainment choices. Make sure you have time to check out the theatres and waterfront during your trip.

What are some of the best holiday rentals that Port Chester has to offer?

3BR Prime Luxury near NYC w Arcade Room: This holiday home rental outside of Port Chester is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

How many holiday rentals will I find in Port Chester?

With 4 Expedia holiday rentals, you're guaranteed to find just the right place for your Port Chester stay.

What can I see and do in Port Chester?

Cultural attractions to visit include Capitol Theatre and Clay Art Center Gallery. In the wider area, you’ll find Rye Playland and Bruce Museum of Arts and Science.

What are holiday rentals like in Port Chester?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Port Chester. Holiday rentals provide amenities such as hot tubs, fire pits and patios to help you enjoy your stay. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a great choice for small groups.