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Search Holiday Rentals in Port Chester

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Top Holiday Rentals in Port Chester

Beach
Spacious 3BR Private Home * Direct Water View
10.0 out of 10, Exceptional, (12)
"This is a very nice accommodation. Situated by the beautiful park and water. You can find shopping facilities within walking distance. The landlord was very reliable in making sure that our stay was very nice."
Spacious 3BR Private Home * Direct Water View
Interior
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
10.0 out of 10, Exceptional, (3)
"7 bedrooms, most with water views, were perfect for my siblings and me, our spouses and children, and our mother to spend a glorious weekend together! We hosted an unforgettable 80th bday party for our Mom with all our extended family and friends. Wow! The house is gorgeous! It is perfect for a event. The grand hall, the ability to open up the rooms to the backyard, and the VIEW, truly set the stage for a beautiful evening. The home is truly remarkable! My mom was overwhelmed and so thankful...
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
Terrace/patio
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, (103)
"Pleasant stay"
Lower Lvl Private 2BR/1BA Family/Pet Friendly
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Beach
The Safe House - High Tech Apt #3 - 4 beds
10.0 out of 10, Exceptional, (32)
"Exactly like pictures, clean, good location for visiting friends in southern CT and spending day in the city."
The price is £200
per night
23 May - 24 May
The Safe House - High Tech Apt #3 - 4 beds
Exterior
The Subterranean Haven
10.0 out of 10, Exceptional, (1)
"The neighborhood is really nice and clean with a good variety of stores nearby. We found the subterranean haven to be a great location for unwinding and having small events. The George's are incredibly understanding, patient and flexible. We'd definitely recommend this host to anyone."
The price is £167
per night
27 May - 28 May
The Subterranean Haven
Fridge, microwave, oven, stovetop
Delightful Entire 2 Bedroom Apartment - 30 min train to NYC
10.0 out of 10, Exceptional, (1)
"AAA++ for place and host"
The price is £238
per night
21 May - 22 May
Delightful Entire 2 Bedroom Apartment - 30 min train to NYC
Fridge, microwave, oven, stovetop
Bright & Spacious Exec or Relo Home with 5BR & 2FB: Ideal for Extended Stays
10.0 out of 10, Exceptional, (6)
"The house is as beautiful as all the pictures, if not better. It was spotless and absolutely beautiful! And Leen was an amazing host. She walked you through everything and even though she has a 6 hour time difference from the home she is readily available to help with any questions and also has people close by if there is a need (which of course there wasn’t!). My family and I had an amazing time while there! Definitely stay here! You won’t be disappointed!!!"
Bright & Spacious Exec or Relo Home with 5BR & 2FB: Ideal for Extended Stays
Exterior
Waterfront Retreat Center for Health & Wellness
9.6 out of 10, Exceptional, (49)
"Beautiful location and old, well-maintained house. Really perfect for our family group of 17"
Waterfront Retreat Center for Health & Wellness
Outdoor dining
Country Carriage House ONLY 15 MIN TO NYC Great for Families, Couples, Reunions
9.6 out of 10, Exceptional, (44)
"We had a great time celebrating Thanksgiving with our adult children in the Carriage house. The location was great - beautiful neighborhood in small town with easy access to all the things we did in NYC. Lisa helped us when we didn’t have all the right kitchen tools for our meal and worked with us on our schedule for her dog business. It was a real pleasure spending our special family time in this home - comfortable and so many things to do (we played ping pong and pool). Thank you Lisa for a...
Country Carriage House ONLY 15 MIN TO NYC Great for Families, Couples, Reunions
Fridge, microwave, stovetop, coffee/tea maker
2 BEDROOM 3RD FLOOR RENOVATED W/KITCHEN - 3 MINUTES TO SUBWAY
9.6 out of 10, Exceptional, (34)
"I travel to NYC often. This was my first time staying in Harlem. I enjoyed it tremendously. The apartment easily accommodated our group of three adults. It is nicely situated between subway and bus lines. Convenience and grocery stores are an easy walk away. The neighborhood is clearly in transition. Avenues are bright and bustling, side street somewhat dark but we always felt safe. The property managers were very prompt in response to questions. My only recommendation to them is to equip the...
2 BEDROOM 3RD FLOOR RENOVATED W/KITCHEN - 3 MINUTES TO SUBWAY
1 bedroom, iron/ironing board, WiFi, bed sheets
Modern Private BedroomNo.3+wifi kitchen
9.6 out of 10, Exceptional, (4)
"Really comfortable bed, the bus stop to the city close by and 7-11, Dunkin’ right down the street. All walkable for a traveler, who has to get to NYC"
Modern Private BedroomNo.3+wifi kitchen
Smart TV
Stylish 3-bedroom 3rd fl Apt in Mount Vernon, NY
9.4 out of 10, Exceptional, (9)
"The apartment was exactly as stated and shown in the photos"
Stylish 3-bedroom 3rd fl Apt in Mount Vernon, NY
Deluxe Studio Suite | Private kitchen
Starlight Hotel
2.0 star property
9.0 out of 10, Wonderful, (119)
"Close to subway. Reasonable rates. Very clean. Excellent customer service. There was a parking garage across the street that I felt safe parking in and at a reasonable price. "
The price is £146
per night
28 May - 29 May
Starlight Hotel
Exterior
Mott Haven Queen Suite | Gym | Kitchenette
9.0 out of 10, Wonderful, (4)
"Had a 1 night stay in NYC for a competition, this little apartment was PERFECT for a quick in and out. Comfortable and Very nice!"
The price is £287
per night
26 May - 27 May
Mott Haven Queen Suite | Gym | Kitchenette
Exterior
2N FL RENOVATED LOTS OF LIGHT W/KITCHEN - 3 MINUTES WALK TO SUBWAY
9.0 out of 10, Wonderful, (24)
"We really appreciated this apartment while traveling with our toddler, who was quite overwhelmed by the city. It was such a quiet, spacious, calm place to return to. We could have used a curtain to better block the light for sleeping and a sharper knife (we must be the only people who cooked so much during a stay in NYC...as I said, our kiddo didn't love going out on the town), but other than that, the stay was perfect. Thank you!"
2N FL RENOVATED LOTS OF LIGHT W/KITCHEN - 3 MINUTES WALK TO SUBWAY
Fridge, microwave, stovetop, coffee/tea maker
SPACIOUS AND OPEN PROPERTY W/KITCHEN - 3 MINUTES TO SUBWAY
8.6 out of 10, Excellent, (26)
"This room provided basic essentials for my family to visit NYC. There is a small kitchenette with stove burners, microwave, coffee maker, toaster, and a few kitchen utensils. There is a bathroom, a kitchen table, one bed, and one pull-out futon. The side street location was quieter than the main streets located just a minute or two away. We sensed that the neighborhood was somewhat safe overall, though we remained vigilant. We loved the Exquisite Deli at the end of the street that had great...
SPACIOUS AND OPEN PROPERTY W/KITCHEN - 3 MINUTES TO SUBWAY
Studio Suite, Kitchen | Private kitchen | Mini-fridge, coffee/tea maker
Guesthouse at Norwalk Inn
3.5 star property
8.4 out of 10, Very good, (37)
"The pictures are very deceiving - as they are of the Guesthouses not the main hotel. I thought I was booking at an Inn, but I was really booked at a regular ole chain hotel. One that charges $8 per person per day for their pool! (you should really change this policy for paying overnight guests - why should we pay additional for facilities like this?) There's also nowhere to walk to from here, so if you're without a car expect to be paying for Ubers everywhere (which is fine as they're readily...
The price is £206
per night
6 Jun - 7 Jun
Guesthouse at Norwalk Inn
Desk, iron/ironing board, free WiFi, bed sheets
Suite+Balcony | Full Bed+Kitchenette | near NYC
8.0 out of 10, Very good, (1)
"The property itself is just as described. It was clean and we really appreciated that. The cleaning staff was great!! They were kind enough to give us one more day of coffee supplies. We loved how everything was wrapped. Such as the towels and the kitchenette supplies. It was also great that we had internet and TV. What we did not appreciate was that on the first night another guest that was 4 units away was having a party till after 2 a.m. Not only did they have a party but the music was so...
The price is £297
per night
27 May - 28 May
Suite+Balcony | Full Bed+Kitchenette | near NYC
Reception
Global Luxury Suites White Plains
3.5 star property
7.6 out of 10, Good, (17)
"If this option is available in the city you are traveling to, take it! You get a home-y, modern APARTMENT with space, rather than a tiny, old hotel room. I always search Global Luxury Suites before searching anything else."
Global Luxury Suites White Plains
Deluxe Studio Suite, 1 King Bed, Balcony | Balcony view
Global Luxury Suites at The Arches
2.5 star property
7.2 out of 10, Good, (272)
"Top Quality, Second to none "
The price is £231
per night
26 May - 27 May
Global Luxury Suites at The Arches
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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.

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

Reception
Highbridge Hotel
2.0 star property
9.2 out of 10, Wonderful, (1324)
"Staff was great, food was great the room is nice and neat well organized, clean and spacious highly recommend this hotel is always my go to hotel when ever I go visit NY. Awesome place "
The price is £120
per night
23 May - 24 May
Highbridge Hotel
Lobby
Four Points by Sheraton Flushing
3.0 star property
9.0 out of 10, Wonderful, (1543)
"Second time staying here and always a pleasure. Very clean and comfortable. Felt safe and valet garage parking is a bonus!"
The price is £157
per night
29 May - 30 May
Four Points by Sheraton Flushing
Meeting facility
Radio Hotel
4.0 star property
8.8 out of 10, Excellent, (1598)
"Good stay "
The price is £162
per night
27 May - 28 May
Radio 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.

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 £139 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?

Mott Haven Queen Suite | Gym | Kitchenette: This holiday home rental outside of Port Chester has air conditioning and a Smart TV to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 Hawthorne Beach.

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.

Recent reviews of Port Chester properties
Expedia verified reviews

East Norwich Inn

East Norwich Inn

5/5 Excellent
"Excellent sevice"
A verified traveller stayed at East Norwich Inn
Posted 16 hours ago
East Norwich Inn