A suspension bridge over a calm river, surrounded by hills and autumn foliage.

Port Chester Vacation Rentals

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Check prices for these dates

In two weeks
Nov 20 - Nov 22
In two months
Jan 1 - Jan 3
In three months
Jan 29 - Jan 31
In four months
Feb 26 - Feb 28

Our top choices for Port Chester vacation rentals

The Stamford Suites Hotel entrance with a clear view of the building's facade, a large sign, and a parking area.

1. Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.2 out of 10, (207 reviews)
"Very limited breakfast…bagels and coffee…help your self. One plus small kitchenette"
United States
Christine
The price is ￥23,393
￥26,902 total
includes taxes & fees
Nov 8 - Nov 9
Stamford Suites
A wooden gazebo with a lattice roof overlooking a forested area with a stream.

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

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.5 star property
Greenwich
The price is ￥51,837
￥79,561 total
includes taxes & fees
Nov 16 - Nov 17
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
A modern interior with a sectional sofa, a glass wall, and a wooden bookshelf.

3. The Arches Suites

The Arches Suites
2.0 star property
Bronx
The price is ￥19,185
￥38,322 total
includes taxes & fees
Nov 12 - Nov 13
The Arches Suites
A desk with a vase of flowers, a mobile phone, and a lamp.

4. Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is ￥49,778
￥57,245 total
includes taxes & fees
Nov 4 - Nov 5
Guesthouse at Norwalk Inn
A breakfast buffet with pastries, fruits, and a coffee station.

5. 3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking
2.0 star property
White Plains
6.0 out of 10, (1 review)
"Check-in was confusing and poorly organized, which made the start of the stay frustrating. The room itself was fine and comfortable, but the photos on the website were misleading and didn’t match what we saw in person. Overall, an okay room but not the experience we expected."
United States
Osmond
The price is ￥141,804
￥181,411 total
includes taxes & fees
Nov 4 - Nov 5
3BR Prime Luxury NY - Free Parking
A spacious living room with a large window, a ceiling fan, a dining area with a table and chairs, and a staircase leading to an upper level.

6. Summer Pool Oasis Custom Bar Arcade Pool Table

Summer Pool Oasis Custom Bar Arcade Pool Table
2.0 star property
Ossining
The price is ￥77,452
￥161,104 total
includes taxes & fees
Nov 4 - Nov 5
Summer Pool Oasis Custom Bar Arcade Pool Table
A modern living room with a white sofa, a glass coffee table, and a marble-patterned rug.

7. Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking
3.5 star property
Southeast Yonkers
5.0 out of 10, (12 reviews)
"Though the privous occupants refused to vacate the property in time but the landlord was suupportive went out of their way and provided a refund option and an alternative...we took the alternative which happen to be better than the originally booked property ... Will use this management and property owner in our upcoming short terms rentals....."
United States
abdelwahab
The price is ￥191,278
￥237,469 total
includes taxes & fees
Nov 15 - Nov 16
Modern Luxury Home w GameRoom & Parking
A two-story house with a front porch, a garage, and a well-maintained lawn.

8. Great Neck Basecamp: Steps to Downtown & Rail

Great Neck Basecamp: Steps to Downtown & Rail
3.0 star property
Great Neck
The price is ￥22,736
￥63,108 total
includes taxes & fees
Nov 4 - Nov 5
Great Neck Basecamp: Steps to Downtown & Rail
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

Hyatt Place Fort Lee / George Washington Bridge

Hyatt Place Fort Lee / George Washington Bridge

10/10 Excellent
"The location of the hotel is perfect for a short stay if you’re planning on visiting NYC, Met life stadium, the American dream mall and enjoying the fall foliage at fort Lee park. The hotel is within 10-20 mins of these places. The breakfast is just right and the rooms were clean and spacious."
Roschelle 1-night trip
Posted 1 hour ago
Hyatt Place 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:

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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 in Port Chester close to Port Chester-Rye Brook Public Library, or you can select a secluded option if you're looking for extra privacy while you relax. 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?

Modern Luxury Home w GameRoom & Parking: You might want to consider this vacation rental near Port Chester, which is situated near the airport and has a rooftop terrace and free WiFi to help you feel content during your stay. It has 3 bedrooms as well as a kitchen with a full-sized fridge, a dishwasher, and a stovetop, so you can cook with friends or family.

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?

Enjoy the area's cultural attractions such as Capitol Theatre, or get outdoors into nature at a spot like Hawthorne Beach. While here, Capitol Theatre - Garcia’s and Port Chester-Rye Brook Public Library are other places worth a visit.

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.