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Port Chester Vacation Rentals

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Check prices for these dates

In two weeks
Jan 9 - Jan 11
In two months
Feb 20 - Feb 22
In three months
Mar 20 - Mar 22
In four months
Apr 17 - Apr 19

Our top choices for Port Chester vacation rentals

Private kitchen
The Mansion Hotel-style

The Mansion Hotel-style

The Mansion Hotel-style
2.5 star property
West Norwalk
8.2 out of 10, Very Good, (22)
"Great service and very clean 👌 "
United States
JEAN
The price is P4,991
P5,740 total
includes taxes & fees
Dec 27 - Dec 28
The Mansion Hotel-style
Property entrance
Starlight Hotel

Starlight Hotel

Starlight Hotel
2.5 star property
Queens
8.0 out of 10, Very Good, (770)
"Clean and has all amenities"
United States
Trang
The price is P6,870
P8,089 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Starlight Hotel
Private kitchen
JayZero

JayZero

JayZero
2.0 star property
Bryn Mawr
The price is P5,813
P15,253 total
includes taxes & fees
Jan 5 - Jan 6, 2026
JayZero
Lobby
Stamford Suites

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (82)
"Everything was good other than the two options for breakfast and housekeeping entering the hotel room unannounced or no knocking"
United States
Laila
The price is P6,483
P7,455 total
includes taxes & fees
Dec 25 - Dec 26
Stamford Suites
Interior
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
Greenwich
The price is P7,047
P16,158 total
includes taxes & fees
Dec 25 - Dec 26
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
Private kitchen
Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
The price is P11,686
P18,887 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Spacious 3BR Luxe Escape near NYC
Free WiFi
Two Wash

Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is P11,686
P21,823 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Two Wash
Property entrance
Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (41)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is P16,383
P18,841 total
includes taxes & fees
Dec 26 - Dec 27
Guesthouse at Norwalk Inn
Living area
Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
The price is P11,686
P18,887 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Spacious 3BR Luxe Escape near NYC
Private kitchen
Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
The price is P6,459
P16,138 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Elegant Hideaway with Free 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

New York LaGuardia Airport Marriott

New York LaGuardia Airport Marriott

10/10 Excellent
"Very nice hotel"
Daisy Marisette 1-night trip
Posted 10 hours ago
New York LaGuardia Airport Marriott

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 vacation rental in Port Chester?

Yes, you can find vacation rentals close to well known sights in Port Chester, or you can choose a secluded option if you're looking for relaxation. Port Chester is known for its live music and entertainment choices. Make sure you have time to check out the theaters and waterfront during your trip.

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

3BR Prime Luxury near NYC w Arcade Room: You might want to consider this vacation rental near Port Chester, which is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals will I find in Port Chester?

With 4 Expedia vacation rentals, you're sure 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 larger area, you’ll find Rye Playland and Bruce Museum of Arts and Science.

What are vacation rentals like in Port Chester?

Vacation rentals are privately owned properties you can book for a couple days or more in Port Chester. Vacation rentals offer amenities such as laundry facilities and kitchens so you'll have all the comforts of home. If you're concerned about a clean environment, vacation rentals can offer a sense of security away from shared hotel elevators and busy lobbies while still allowing you the excitement and enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for family trips or small group gatherings.