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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Port Chester holiday rentals

Property entrance
Starlight Hotel

Aparthotel in Queens

Starlight Hotel
2.5 star property
8.0 out of 10, Very good, (763)
"Yes room was very clean , quiet and staff was great."
United States
John
The price is ฿3,683
฿4,337 total
includes taxes & fees
18 Dec - 19 Dec
Starlight Hotel
Deluxe Studio Suite, 1 King Bed, Balcony | Balcony view
Global Luxury Suites at The Arches

Aparthotel in Bronx

Global Luxury Suites at The Arches
2.5 star property
6.8 out of 10, (540)
"Enjoyed our stay , would stay again "
United States
Dawnae
Global Luxury Suites at The Arches
Lobby
Stamford Suites

Aparthotel in Downtown Stamford

Stamford Suites
4.0 star property
6.2 out of 10, (79)
"It was great"
United States
Natalie
The price is ฿3,475
฿3,997 total
includes taxes & fees
18 Dec - 19 Dec
Stamford Suites
Luxury House | Private kitchen
Spacious 3BR Luxe Escape near NYC

Apartment in Southeast Yonkers

Spacious 3BR Luxe Escape near NYC
2.0 star property
The price is ฿6,265
฿10,125 total
includes taxes & fees
12 Jan - 13 Jan 2026
Spacious 3BR Luxe Escape near NYC
Reception
Global Luxury Suites White Plains

Apartment in White Plains

Global Luxury Suites White Plains
3.5 star property
6.8 out of 10, (34)
"Great location, spacious apartment and clean. The public areas like the hallway needed vacuuming but everything else was great."
United States
Jennifer
Global Luxury Suites White Plains
Standard Room, 1 King Bed, Main Building | Property entrance
Guesthouse at Norwalk Inn

Aparthotel in Historic District

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 ฿8,783
฿10,100 total
includes taxes & fees
18 Dec - 19 Dec
Guesthouse at Norwalk Inn
Terrace/patio
3BR Prime Luxury near NYC w Arcade Room

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 ฿7,839
฿11,886 total
includes taxes & fees
12 Jan - 13 Jan 2026
3BR Prime Luxury near NYC w Arcade Room
Luxury House, Garden View | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Modern Comfort in the Heart of NYC

Apartment in Southeast Yonkers

Modern Comfort in the Heart of NYC
4.0 star property
The price is ฿14,166
฿18,965 total
includes taxes & fees
21 Dec - 22 Dec
Modern Comfort in the Heart of NYC
Lounge
Luxury Apartments by Hyatus at The Asher

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
Luxury Villa, Garden View | Dining
Luxury NYC Home with Free Parking for 12

Villa in White Plains

Luxury NYC Home with Free Parking for 12
4.0 star property
The price is ฿14,166
฿21,412 total
includes taxes & fees
17 Dec - 18 Dec
Luxury NYC Home with Free Parking for 12
House | Living area
Modern Luxury Home w GameRoom & Parking

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
In-room dining
Luxury Living in the Heart of NY

Holiday Home in Southeast Yonkers

Luxury Living in the Heart of NY
4.0 star property
2.0 out of 10, (1)
"The photos of the unit were beautiful however the wear and tear on the actual property did not compare. The bathroom sink constantly leaked and because the floors were not even they stayed wet. The nightstands were broken the refrigerator would not open all the way. I also was not notified until the day of check in that the unit was on the 3rd floor and there was 2 flights of stairs just to get to the entrance to the unit."
United States
Ebony
Luxury Living in the Heart of NY
Luxury House | Private kitchen | Full-sized fridge, microwave, oven, stovetop
Luxury NY Home with Free Parking

Holiday Home in White Plains

Luxury NY Home with Free Parking
4.0 star property
8.0 out of 10, Very good, (1)
"Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. "
United States
Safiya
The price is ฿8,064
฿12,346 total
includes taxes & fees
17 Dec - 18 Dec
Luxury NY Home with Free Parking
Free WiFi
Modern Private Share Bedroom Bus stop to NYC

Apartment in Englewood

Modern Private Share Bedroom Bus stop to NYC
3.0 star property
7.8 out of 10, Good, (7)
"Modern, lots of stairs, if elderly a little difficult. Overall VERY nice"
United States
Danielle
Modern Private Share Bedroom Bus stop to NYC
Lounge
Luxury Apartments by Hyatus White Plains

Aparthotel in White Plains

Luxury Apartments by Hyatus White Plains
4.5 star property
10.0 out of 10, Exceptional, (1)
"xcellent experience! The room was spotless and beautifully designed, it honestly blew me away. The staff was courteous and attentive to every detail. It’s rare to find a place that ticks every box, but this one did. Thank you for a fantastic few days!"
United States
Michael
Luxury Apartments by Hyatus White Plains
Luxury House | Living area | Flat-screen TV
Luxury NY Home 3BR with Easy Parking

Holiday Home in Southeast Yonkers

Luxury NY Home 3BR with Easy Parking
3.0 star property
3.0 out of 10, (4)
"There was nothing luxury about this place. Please dont let the pictures fool you and its non refundable. Communication is horrible. They even tried charging cleaning fee for a dirty house, i took a total loss and just stayed at hotels "
United States
Jose
The price is ฿11,894
฿16,429 total
includes taxes & fees
17 Dec - 18 Dec
Luxury NY Home 3BR with Easy Parking
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

DoubleTree by Hilton Fort Lee - George Washington Bridge

DoubleTree by Hilton Fort Lee - George Washington Bridge

10/10 Excellent
"The room was spotless and the staff was really nice. I would stay here again. "
Lorena 1-night trip
Posted 1 day ago
DoubleTree by Hilton Fort Lee - George Washington Bridge

Find out more about Port Chester

Search for holiday rentals in Port Chester on Expedia! You can easily find your home rentals, villas, holiday apartments in Port Chester using one of the methods below:

  • View our selection of featured holiday rentals in Port Chester
  • Use the map to find apartments and other holiday homes in the Port Chester neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Port Chester while they last

Look no further and take a look at our great range of rental properties in Port Chester!

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.