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Check prices for these dates

In two weeks
1 May - 3 May
In two months
12 Jun - 14 Jun
In three months
10 Jul - 12 Jul
In four months
7 Aug - 9 Aug

Our top choices for Port Chester holiday rentals

Villa, Garden View | Living area

Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
The price is ฿8,490
฿14,484 total
includes taxes & fees
14 Apr - 15 Apr
Luxury NYC Home Game Room Free Parking
Luxury Apartment | Living area

Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area
2.0 star property
Bryn Mawr
10.0 out of 10, Exceptional, (2 reviews)
"Everything was clean, good communication.. I would like to come back again for sure "
United States
Genesis
The price is ฿4,325
฿9,612 total
includes taxes & fees
15 Apr - 16 Apr
Luxury 1BR located in Prime Yonkers Area
Luxury House | Bathroom

Luxury NY Home with Free Parking

Luxury NY Home with Free Parking
4.0 star property
White Plains
8.0 out of 10, Very good, (1 review)
"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
Luxury NY Home with Free Parking
Standard Room, 1 King Bed, Main Building | Property entrance

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"Friendly staff. Great room . Walking distance to the district theatre. Will def stay there again "
United States
Ronbert
The price is ฿11,501
฿13,226 total
includes taxes & fees
14 Apr - 15 Apr
Guesthouse at Norwalk Inn
Luxury Apartment | Living area

Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
Bryn Mawr
The price is ฿8,591
฿14,385 total
includes taxes & fees
1 May - 2 May
Luxury 3 BR Near NYC with Easy Parking
Villa | 5 bedrooms

Westchester Summer Pool Pet Friendly Events Games

Westchester Summer Pool Pet Friendly Events Games
2.0 star property
Ossining
The price is ฿15,838
฿32,432 total
includes taxes & fees
14 Apr - 15 Apr
Westchester Summer Pool Pet Friendly Events Games
Apartment (4 Bedrooms) | Interior

Easy NYC Access! Yonkers Apt 1/2 Mi to Metro-north

Easy NYC Access! Yonkers Apt 1/2 Mi to Metro-north
3.5 star property
Southeast Yonkers
The price is ฿13,712
฿31,672 total
includes taxes & fees
15 Apr - 16 Apr
Easy NYC Access! Yonkers Apt 1/2 Mi to Metro-north
House, Pets allowed | Living area

3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room
2.0 star property
Southeast Yonkers
8.0 out of 10, Very good, (1 review)
"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 ฿17,271
฿24,096 total
includes taxes & fees
14 Apr - 15 Apr
3BR Prime Luxury near NYC w Arcade 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.
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Top Port Chester Hotel Reviews

Highbridge Hotel

Highbridge Hotel

4/10 Poor
"Clean room but no non dairy creamers for the free coffee"
Keyla 2-night trip
Posted 2 hours ago
Highbridge Hotel

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 in Port Chester close to Clay Art Center Gallery, 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.

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?

Enjoy the area's cultural attractions such as Capitol Theatre, or get outdoors into nature at a spot like Hawthorne Beach. In the wider area, you’ll find Clay Art Center Gallery and Rye Playland.

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.