Photo by Shosh

Port Chester Holiday Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Holiday Rentals in Port Chester

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

10.0 out of 10, Exceptional, (19)
"Great stay. Looks like the town was carved out of a mountain. All sorts of interesting structures near the rental. "
The price is AU$507
includes taxes & fees
19 Feb - 20 Feb
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Starlight Hotel

2.5 star property
8.2 out of 10, Very good, (426)
"They don't provide parking or at least a discount to the local parking garage "
The price is AU$184
includes taxes & fees
9 Mar - 10 Mar
Starlight Hotel

Global Luxury Suites at The Arches

2.5 star property
6.8 out of 10, (393)
"Perfect!"
The price is AU$341
includes taxes & fees
25 Feb - 26 Feb
Global Luxury Suites at The Arches

Beautiful cozy two bedroom apartment in great location of NYC!!

8.4 out of 10, Very good, (26)
"My friends and I stayed here for the weekend while we visited another friend in the city. Nice area and we were able to find street parking easily! "
Beautiful cozy two bedroom apartment in great location of NYC!!

Modern 1-bedroom Garden Apartment with Backyard, up to 25 mins to Times Square

2.0 star property
10.0 out of 10, Exceptional, (23)
"This apartment was just what I needed for my long weekend trip. Except for the party nearby on Friday night, which I didn’t mind because the music was great, it is surprisingly quiet. I appreciated all the little extras like coffee pods, creamer and water bottles. The apartment was very clean and the bed was comfortable. I would definitely stay again!"
The price is AU$523
includes taxes & fees
18 Feb - 19 Feb
Modern 1-bedroom Garden Apartment with Backyard, up to 25 mins to Times Square

Global Luxury Suites White Plains

3.5 star property
7.0 out of 10, Good, (28)
"I was very impressed with this "hotel". It is more of an AirBB as your unit is an apartment in an apartment building with permant residents. It comes nicely furnished, including basic kitchen essentials (like service for four, pots and pans, coffee maker, etc). All of the amenities are modern, and the in-unit washer dryer is a huge plus. I also really appreciated some of the welcome gifts, including some coffee/tea, laundry detergent, and your basic hygiene essentials. Property communicates...
Global Luxury Suites White Plains

Stamford Suites

3.0 star property
5.6 out of 10, (23)
"Room was very spacious "
The price is AU$306
includes taxes & fees
4 Mar - 5 Mar
Stamford Suites

Chic, Modern & Cozy~Close to NYC Free Parking!

9.6 out of 10, Exceptional, (4)
"The location was perfect for my trip to the area. Loved the easy access and parking."
Chic, Modern & Cozy~Close to NYC Free Parking!

NYC Paradise near metro with 3 baths - parking - laundry

9.6 out of 10, Exceptional, (26)
"We visited NY for the Subway Series game at Yankee Stadium. I chose this home for its closeness to the stadium and set up. There were a couple of issues with home upon arrival, but nothing that hampered our stay. Parking is hit or miss. "
The price is AU$1,042
includes taxes & fees
23 Feb - 24 Feb
NYC Paradise near metro with 3 baths - parking - laundry

2 BEDROOM 3RD FLOOR RENOVATED W/KITCHEN - 3 MINUTES TO SUBWAY

9.4 out of 10, Exceptional, (42)
"We recommend because …1. Location 2. Cleanliness 3. Never heard the neighbours 4. Big place for NYC 5. Affordable : good value for money —-The not so good : got the wrong code to get in & it took 30 min to solve with the help of VRBO . Double check the day before you arrive . It says it was renovated but not the bathroom! Windows don’t shut properly: bring earplugs . We asked for extra blankets as they have the weirdest and noisiest heating system: over heats in the morning and especially...
2 BEDROOM 3RD FLOOR RENOVATED W/KITCHEN - 3 MINUTES TO SUBWAY

Townhouse Castle minutes to the center of NYC + Parking + Laundry + Fast WiFi

7.8 out of 10, Good, (16)
"Very nice living space a lot of rooms and very helpful host it’s also close to a lot of delis and shops highly recommend "
The price is AU$835
includes taxes & fees
18 Feb - 19 Feb
Townhouse Castle minutes to the center of NYC + Parking + Laundry + Fast WiFi

2 bed condo NYC, Manhattan, Timesquare

2 bed condo NYC, Manhattan, Timesquare

PEACEFUL RENOVATED MAIN FL PROPERTY W/KITCHEN - 3 MINUTES WALK TO SUBWAY

9.0 out of 10, Wonderful, (46)
"Would've been good to clarify that there is no door between bedroom and living area and that bathroom is off the bedroom. It was great the two of us though. Communication was excellent. Directions were also perfect. Thanks to the hosts!"
PEACEFUL RENOVATED MAIN FL PROPERTY W/KITCHEN - 3 MINUTES WALK TO SUBWAY

Cozy 2BR~Family Friendly Apartment~Close to Times Square

2.0 star property
8.0 out of 10, Very good, (9)
"A fantastic stay! The home was exactly as described—clean, comfortable, and well-stocked with everything I needed. The location was perfect, with easy access to the subway, local bars, and many good eats. Host Liron and his assistant, Rain was incredibly responsive and went above and beyond to make sure my friends and I had a great experience. I would definitely recommend this VRBO to anyone visiting the area and would love to stay here again in the future. Thank you for a wonderful stay!"
Cozy 2BR~Family Friendly Apartment~Close to Times Square

Country Carriage House ONLY 15 MIN TO NYC Great for Families, Couples, Reunions

9.6 out of 10, Exceptional, (49)
"We stayed here with our 3 dogs between Christmas and New Years. It is in a gorgeous neighborhood of sprawling estate homes. This property had tons of room to spread out. The yard is HIGE and completely fenced in. The rooms are decorated with the photography work of the owner and other interesting pieces. Plenty to do on site and not too far from the city. Lisa was great and even let our dogs out to potty so we could relax traveling into the city for a show and dinner. We would love to...
Country Carriage House ONLY 15 MIN TO NYC Great for Families, Couples, Reunions

SPACIOUS AND OPEN PROPERTY W/KITCHEN - 3 MINUTES TO SUBWAY

8.6 out of 10, Excellent, (38)
"The suite was very clean. Although the heater broke on one of the days of our stay it was fixed rapidly. Very close to the subway and deli and restaurants etc. "
SPACIOUS AND OPEN PROPERTY W/KITCHEN - 3 MINUTES TO SUBWAY

Luxury Apartments by Hyatus at The Asher

4.5 star property
10.0 out of 10, Exceptional, (13)
"Perfect location. Great service. Amenities pretty cool "
Luxury Apartments by Hyatus at The Asher

2N FL RENOVATED LOTS OF LIGHT W/KITCHEN - 3 MINUTES WALK TO SUBWAY

8.8 out of 10, Excellent, (28)
"Clean tidy close to two subway lines nice restaurants and bodegas nearby. Only one comment a kettle for tea lovers would be greatly appreciated "
2N FL RENOVATED LOTS OF LIGHT W/KITCHEN - 3 MINUTES WALK TO SUBWAY

Waterfront Retreat Center for Health & Wellness

9.6 out of 10, Exceptional, (56)
"Very comfortable stay with lots of room to spread out. Interesting older house with many unique features. We were happy to learn that they recently installed a new furnace and a dishwasher. Lots of cookware and dishes. We spread out over two dining rooms for mealtime which worked well for us. "
Waterfront Retreat Center for Health & Wellness

Private Spacious 4beds/WD Townhouse mins to NYC Center w/ Wifi and Central AC

2.0 star property
7.4 out of 10, Good, (3)
"My family and I stayed for a quick holiday trip to NYC. The host communicated clearly and quickly and was great to work with. The property was perfect for us! Two living areas were wonderful when traveling with teenagers and all of the bedrooms were comfortable. We will definitely rebook here on our next trip. "
The price is AU$901
includes taxes & fees
18 Feb - 19 Feb
Private Spacious 4beds/WD Townhouse mins to NYC Center w/ Wifi and Central AC
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.
Don't see what you're looking for?
See all available properties in Port Chester
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Port Chester you may be interested in

EVEN Hotel Norwalk by IHG

3.5 star property
8.2 out of 10, Very good, (1007)
"We had a nice stay"
The price is AU$220
includes taxes & fees
27 Feb - 28 Feb
EVEN Hotel Norwalk by IHG

Highbridge Hotel

2.0 star property
9.2 out of 10, Wonderful, (2878)
"It’s in Brooklyn right by the 4 train that goes downtown. Food around the hotel is cheaper and better than some of the restaurants we dined at."
The price is AU$168
includes taxes & fees
2 Mar - 3 Mar
Highbridge Hotel

Ly New York Hotel

2.5 star property
9.0 out of 10, Wonderful, (817)
"It was very quiet and clean. Bedding was really comfortable and the staff were really nice and accommodating. Found parking in the parking lot "
The price is AU$174
includes taxes & fees
18 Feb - 19 Feb
Ly New York Hotel
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.

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?

NYC Paradise near metro with 3 baths - parking - laundry: This holiday home rental outside of Port Chester offers a balcony, a selection of books and air conditioning to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family.

How many holiday rentals will I find in Port Chester?

With 3 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 Bronx Zoo 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.