Holiday Rentals in Port Chester

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Our top choices for Port Chester holiday rentals

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (29 reviews)
"Super cute with everything we needed! We had a great time during our stay and this was the perfect spot for a little getaway! Highly recommend!"
United States
Christina
The price is €333
includes taxes & fees
8 Feb - 9 Feb
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Stylish 2BR Midtown West Near Times Square

Stylish 2BR Midtown West Near Times Square
Bronx
10.0 out of 10, Exceptional, (1 review)
"This is a great location everything you need right at your doorstep. Good food, public transportation. We had a great time. Thank you!"
United States
Bianca N.
The price is €299
includes taxes & fees
8 Feb - 9 Feb
Stylish 2BR Midtown West Near Times Square

Starlight Hotel

Starlight Hotel
2.5 star property
Queens
8.0 out of 10, Very good, (798 reviews)
"Location, Big room and staff was helpful. "
United States
Nadeem
The price is €117
includes taxes & fees
11 Feb - 12 Feb
Starlight Hotel

Piermont Oasis

Piermont Oasis
Piermont
9.8 out of 10, Exceptional, (13 reviews)
"Absolutely perfect location--so lovely to walk to restaurants, ice cream, views, etc. Would definitely stay here again."
United States
joelle a.
The price is €180
includes taxes & fees
15 Feb - 16 Feb
Piermont Oasis

Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area
2.0 star property
Bryn Mawr
The price is €221
includes taxes & fees
9 Feb - 10 Feb
Luxury 1BR located in Prime Yonkers Area

Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
The price is €233
includes taxes & fees
8 Feb - 9 Feb
Elegant Hideaway with Free Parking

Charming 1-bedroom basement apartment in Floral Park with WiFi and AC

Charming 1-bedroom basement apartment in Floral Park with WiFi and AC
Floral Park
8.0 out of 10, Very good, (7 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
The price is €148
includes taxes & fees
8 Feb - 9 Feb
Charming 1-bedroom basement apartment in Floral Park with WiFi and AC

Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking
2.0 star property
White Plains
The price is €319
includes taxes & fees
10 Mar - 11 Mar
Luxury 3BR Home Game Room Free Parking

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.8 out of 10, Exceptional, (27 reviews)
"Very kind host very comfortable rooms"
United States
brendan o.
The price is €213
includes taxes & fees
8 Feb - 9 Feb
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Southeast Yonkers
8.2 out of 10, Very good, (18 reviews)
"Great location"
United States
Jordan S.
The price is €129
includes taxes & fees
27 Feb - 28 Feb
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Luxe 1BR Oasis - Prime NY Stay

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
Bryn Mawr
The price is €231
includes taxes & fees
8 Feb - 9 Feb
Luxe 1BR Oasis - Prime NY Stay

Global Luxury Suites at The Arches

Global Luxury Suites at The Arches
2.5 star property
Bronx
6.8 out of 10, (564 reviews)
"Very nice stay "
United States
Massaran
The price is €162
includes taxes & fees
10 Feb - 11 Feb
Global Luxury Suites at The Arches

Luxury 1BR in Downtown | Full Kitchen | W&D

Luxury 1BR in Downtown | Full Kitchen | W&D
White Plains
10.0 out of 10, Exceptional, (3 reviews)
"Very well organized check in process. Centrally located with all the needed amenities. "
United States
Sam B.
The price is €148
includes taxes & fees
8 Feb - 9 Feb
Luxury 1BR in Downtown | Full Kitchen | W&D

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
Huntington Station
10.0 out of 10, Exceptional, (7 reviews)
"Enjoyed our recent stay!! Would definitely come back "
United States
Donna S.
The price is €320
includes taxes & fees
9 Mar - 10 Mar
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN

Cozy 1-bedroom apartment in Hicksville with WiFi, AC

Cozy 1-bedroom apartment in Hicksville with WiFi, AC
Hicksville
9.2 out of 10, Wonderful, (9 reviews)
"Nice location, clean and comfortable, and looking forward to possibly revisiting."
United States
Doug S.
The price is €137
includes taxes & fees
12 Feb - 13 Feb
Cozy 1-bedroom apartment in Hicksville with WiFi, AC

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.6 out of 10, (98 reviews)
"Nice clean rooms the bedding was comfortable, it smelled good walking in, I will be staying in this hotel in the next time I'm in Stamford."
United States
Fatima
The price is €127
includes taxes & fees
8 Mar - 9 Mar
Stamford Suites

Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
The price is €278
includes taxes & fees
8 Feb - 9 Feb
Uscale 2BR Escape in the Heart of NYC

Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is €316
includes taxes & fees
8 Feb - 9 Feb
Two Wash

Global Luxury Suites White Plains

Global Luxury Suites White Plains
3.5 star property
White Plains
7.0 out of 10, Good, (38 reviews)
"Great location, spacious apartment and clean. The public areas like the hallway needed vacuuming but everything else was great."
United States
Jennifer
Global Luxury Suites White Plains

Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking
2.0 star property
Bryn Mawr
The price is €316
includes taxes & fees
8 Feb - 9 Feb
Luxury 3BR Family Home Game Room 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

Find out more about Port Chester

Everything you need to know about Port Chester holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Port Chester holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Port Chester holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Port Chester holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Port Chester holiday rentals we have selected for you start as low as €117 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Port Chester rentals

At Expedia, we put the best Port Chester holiday 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 holiday.

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 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?

Waterfront Retreat Center for Health & Wellness: This holiday home rental outside of Port Chester is located by the ocean, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 8 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a terrace, a garden and a selection of games so that you can immerse yourself in your holiday.

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?

Cultural attractions to visit include Capitol Theatre and Clay Art Center Gallery. In the wider area, you’ll find Rye Playland and Bruce Museum of Arts and Science.

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.