Photo by Shosh

Search Holiday Rentals in Port Chester

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Top Holiday Rentals in Port Chester

Starlight Hotel

2.5 star property
8.0 out of 10, Very good, (572)
"Good place to stay"
The price is ฿3,504
฿4,134 total
includes taxes & fees
20 Jul - 21 Jul
Starlight Hotel

Global Luxury Suites at The Arches

2.5 star property
6.8 out of 10, (468)
"Great stay"
Global Luxury Suites at The Arches

Stamford Suites

4.0 star property
5.8 out of 10, (44)
"You walk 2 blocks and bunch of stores and great restaurants. Try Bari restaurant"
The price is ฿4,993
฿5,742 total
includes taxes & fees
14 Jul - 15 Jul
Stamford Suites

Guesthouse at Norwalk Inn

3.5 star property
8.4 out of 10, Very good, (39)
"it was amazing will stay again food was good comfort was great "
The price is ฿9,051
฿10,409 total
includes taxes & fees
10 Aug - 11 Aug
Guesthouse at Norwalk Inn

Global Luxury Suites White Plains

3.5 star property
6.8 out of 10, (31)
"This place a marvelous!! Very nice and clean!! The scenery of nature that I experienced when waking up was very refreshing!!"
Global Luxury Suites White Plains

3BR Prime Luxury near NYC w Arcade Room

2.0 star property
The price is ฿19,432
฿24,951 total
includes taxes & fees
14 Jul - 15 Jul
3BR Prime Luxury near NYC w Arcade Room

Brand New Private Room

3.0 star property
4.0 out of 10, (1)
Brand New Private Room

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (16)
"The covered parking was really helpful on a cold day."
Luxury Apartments by Hyatus at The Asher

Modern Private Bedroom Bus stop to NYC

3.0 star property
7.4 out of 10, Good, (6)
"Conveniently located from the 166 bus into the city. Room was quiet and clean. Checking in and out was easy and hassle-free"
Modern Private Bedroom Bus stop to NYC

Luxury NY Home 3BR with Easy Parking

3.0 star property
3.4 out of 10, (3)
"I was fooled by the pictures. Upon check-in, they require to zelle cleaing fee. When I finally got inside, I found absolutely nothing lux about this property, no comfort and hospitality. The broken floor welcome me, all 4 beds are broken, only 2 TVs, moldy restroom, zero confort. They left 4 towels for 6 people for 6 nights. I had to request more towels. I had to scoop water fromthe shower to flush in the toilet because water would not drain. Half roll toilet paper was left. If you take...
The price is ฿13,917
฿18,782 total
includes taxes & fees
14 Jul - 15 Jul
Luxury NY Home 3BR with Easy Parking

Modern Luxury Home w GameRoom & Parking

3.0 star property
7.0 out of 10, Good, (4)
"Put down a deposit with the understanding that the deposit would be back in my account within 24 hours. Messaged them several times and I have not gotten any response nor have I gotten my money back and it has been days now with no response. Apartment was filthy, beds were used and not cleaned, bunch of appliances didn’t work, found a towel with stains potentially from bodily fluids.DO NOT BOOK WITH THEM THEY ARE SCAMMERS. Charged a cleaning fee on top of this for an apartment that wasn’t even...
The price is ฿16,869
฿22,084 total
includes taxes & fees
15 Jul - 16 Jul
Modern Luxury Home w GameRoom & Parking

Cozy private room

2.0 star property
6.2 out of 10, (14)
"Please give me my money back. I no longer use the private room you rented. I went there and I couldn't get in. The code you gave me didn't work. I waited until 4 o'clock and I couldn't get in "
Cozy private room
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.
Save an average of 15% on thousands of hotels when you're signed in

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 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 3 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 Bronx Zoo and Hawthorne Beach.

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.