Port Chester Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Port Chester vacation rentals

10.0 out of 10, Exceptional, (28 reviews)
"10/10 Excellent Ms.Carmen is an amazing host. Prompt communication. Apartment is very clean, private and it had everything we needed. We will ALWAYS stay here when visiting Port Chester. "
United States
Amanda
$336 nightly
The price is $384
Jan 14 - Jan 15
Total with taxes and fees
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Aparthotel in West Norwalk

The Mansion Hotel-style
2.5 star property
8.2 out of 10, Very Good, (22 reviews)
"Great service and very clean 👌 "
United States
JEAN
$85 nightly
The price is $98
Jan 20 - Jan 21
Total with taxes and fees
The Mansion Hotel-style

Aparthotel in Queens

Starlight Hotel
2.5 star property
8.0 out of 10, Very Good, (786 reviews)
"Location, Big room and staff was helpful. "
United States
Nadeem
$111 nightly
The price is $131
Jan 28 - Jan 29
Total with taxes and fees
Starlight Hotel
2.5 star property
6.8 out of 10, (551 reviews)
"Beautiful "
United States
Charwin
$168 nightly
The price is $196
Jan 14 - Jan 15
Total with taxes and fees
Global Luxury Suites at The Arches
2.0 star property
$232 nightly
The price is $260
Jan 15 - Jan 16
Total with taxes and fees
Luxury 1BR located in Prime Yonkers Area
9.8 out of 10, Exceptional, (90 reviews)
"I had a great stay at this extremely comfortable home in a quiet neighborhood. Maria was very welcoming and helpful. I hope to visit and stay here again soon."
United States
Jill D.
$232 nightly
The price is $266
Jan 20 - Jan 21
Total with taxes and fees
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
10.0 out of 10, Exceptional, (2 reviews)
"Great stay!"
United States
Ann S.
$206 nightly
The price is $235
Jan 20 - Jan 21
Total with taxes and fees
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

Apartment in White Plains

Elegant Hideaway with Free Parking
2.0 star property
$230 nightly
The price is $263
Jan 26 - Jan 27
Total with taxes and fees
Elegant Hideaway with Free Parking
8.2 out of 10, Very Good, (18 reviews)
"Great place great location"
United States
Daquan H.
$115 nightly
The price is $135
Jan 15 - Jan 16
Total with taxes and fees
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
9.6 out of 10, Exceptional, (25 reviews)
"The hosts were very friendly and very accommodating. "
United States
Daniel C.
$228 nightly
The price is $258
Jan 14 - Jan 15
Total with taxes and fees
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Apartment in Bryn Mawr

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
$243 nightly
The price is $272
Jan 25 - Jan 26
Total with taxes and fees
Luxe 1BR Oasis - Prime NY Stay
9.2 out of 10, Wonderful, (9 reviews)
"Nice location, clean and comfortable, and looking forward to possibly revisiting."
United States
Doug S.
$140 nightly
The price is $156
Jan 14 - Jan 15
Total with taxes and fees
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
7.8 out of 10, Good, (6 reviews)
"Communication was great; all my questions were answered, which I appreciated. The place was clean and easy to get to by bus. "
United States
Vivian
$152 nightly
The price is $169
Jan 14 - Jan 15
Total with taxes and fees
Charming 1-bedroom basement apartment in Floral Park with WiFi and AC

Apartment in Southeast Yonkers

Spacious 3BR Luxe Escape near NYC
2.0 star property
$287 nightly
The price is $322
Jan 14 - Jan 15
Total with taxes and fees
Spacious 3BR Luxe Escape near NYC
2.0 star property
10.0 out of 10, Exceptional, (9 reviews)
"Stayed with our adult children for a family wedding. Everyone enjoyed the spotless, attractive & appointed home with lovely king beds in all the rooms. It was a treat!Host was very attentive, would highly recommend!"
United States
Nancy B.
$436 nightly
The price is $494
Jan 14 - Jan 15
Total with taxes and fees
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC
9.8 out of 10, Exceptional, (15 reviews)
"As described. Clean, responsive, great location, great communication. Staying again when avaliable!"
United States
Robert E.
$248 nightly
The price is $292
Jan 14 - Jan 15
Total with taxes and fees
Cozy secret apartment with free parking in Yonkers

Aparthotel in Downtown Stamford

Stamford Suites
4.0 star property
6.2 out of 10, (87 reviews)
"This hotel was not what I thought it would be.looks a bit run down. And breakfast was short. "
United States
Ankaua
$130 nightly
The price is $150
Jan 14 - Jan 15
Total with taxes and fees
Stamford Suites
2.0 star property
$292 nightly
The price is $327
Jan 14 - Jan 15
Total with taxes and fees
Uscale 2BR Escape in the Heart of NYC
8.6 out of 10, Excellent, (10 reviews)
"This property was perfect for a long weekend in NYC. The rooms are large and the beds are very comfortable. There is a reasonably priced valet garage and 2 separate subway lines within a 10 minute walk so it was really easy to get anywhere. I will definitely book this brownstone whenever I am in New York."
United States
James F.
$486 nightly
The price is $531
Jan 14 - Jan 15
Total with taxes and fees
Luxury & Elegance @ Large Private HOME, 3baths, CentralAC, Washer/Dryer, Parking
9.8 out of 10, Exceptional, (10 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
$291 nightly
The price is $329
Jan 20 - Jan 21
Total with taxes and fees
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
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

Top Port Chester Hotel Reviews

Find out more about Port Chester

Everything you need to know about Port Chester vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Port Chester vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Port Chester vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Port Chester vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Port Chester. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Port Chester in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $131 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Port Chester rentals

At Expedia, we put the best Port Chester vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Port Chester rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Port Chester vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Port Chester. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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.