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Port Chester Vacation Rentals

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Vacation Rentals in Port Chester

Starlight Hotel
2.0 star property
9.0 out of 10, Wonderful, 137 reviews
"the room was a bit tight but overall looked very nice and clean, had two chairs and a table right next to the window so perfect to do work, provided a lot of amenities including toothbrush, shaving kit, sewing kit etc. and convenient location with a lot of shops around "
The price is $188
$219 total
includes taxes & fees
Jun 2 - Jun 3
Starlight Hotel
Stamford Suites
2.5 star property
6.8 out of 10, 715 reviews
"super nice people there "
The price is $152
$175 total
includes taxes & fees
Jun 13 - Jun 14
Stamford Suites
Global Luxury Suites at The Arches
2.5 star property
7.2 out of 10, Good, 278 reviews
"Great time and definitely would recommend will definitely revisit "
The price is $155
$272 total
includes taxes & fees
Jun 30 - Jul 1
Global Luxury Suites at The Arches
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Mott Haven Queen Suite | Gym | Kitchenette
9.0 out of 10, Wonderful, 4 reviews
"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 $159
$326 total
includes taxes & fees
Jun 30 - Jul 1
Mott Haven Queen Suite | Gym | Kitchenette
Suite+Balcony | Full Bed+Kitchenette | near NYC
8.0 out of 10, Very Good, 1 review
"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 $169
$341 total
includes taxes & fees
Jun 16 - Jun 17
Suite+Balcony | Full Bed+Kitchenette | near NYC
Waterfront Retreat Center for Health & Wellness
9.6 out of 10, Exceptional, 50 reviews
"We stayed at the New Dawn for a Memorial Service. The setting on the water was so peaceful and private, yet easy access for those of us traveling by public transportation from Manhattan and La Guardia airport. We had chairs lined up facing the water for a Celebration of Life Ceremony. The whole downstairs layout was just wonderful with indoor and outdoor areas for people to gather, sharing memories and grief. Food platters from Costco were easily arranged and the weather was perfect. It was so...
Waterfront Retreat Center for Health & Wellness
Upscale Double King Suite| Fitness Center | Mott Haven
6.8 out of 10, 3 reviews
"The property was exceedingly clean, and mostly convenient to our sightseeing needs. It's about a 15 minute walk to the PATH, which connects to the NYC subway system. The neighborhood isn't terrible, though there are some folks who decide they need to be loud every night right outside the building, until about midnight. So sleeping is sometimes an iffy proposition. The property manager is very attentive and if you have questions they will be answered immediately. A nice main street is about 10...
The price is $229
$420 total
includes taxes & fees
Jun 30 - Jul 1
Upscale Double King Suite| Fitness Center | Mott Haven
2N FL RENOVATED LOTS OF LIGHT W/KITCHEN - 3 MINUTES WALK TO SUBWAY
9.0 out of 10, Wonderful, 24 reviews
"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
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
10.0 out of 10, Exceptional, 4 reviews
"We all slept well but beds do make lots of noise moving around on them. Bathrooms are clean and very nice."
PureHeart House, Spacious, Peaceful 3bdr House in Yonkers
Studio 8 min walk to UBS arena
5.4 out of 10, 3 reviews
"There are a few things I want to say but to be fair I’ll say this one if you are over 5’9” don’t do it I’m lucky I don’t have a concussion I’m 6’1” and hit my head numerous times, as a oversized couple the bed besides being up against the wall was questionable in support of two people so I spent my time on the couch which one had stains and an Odor, and the better of the two was caving in the middle. The so-called kitchenette, is just a fridge and a microwave so we had to eat out all week and...
Studio 8 min walk to UBS arena
Queen Suite w Balcony| Kitchenette| Desk| near NYC
6.0 out of 10, 2 reviews
"Good place to stay in south Bronx."
The price is $179
$354 total
includes taxes & fees
Jun 16 - Jun 17
Queen Suite w Balcony| Kitchenette| Desk| near NYC
The Safe House - High Tech Apt #2 - 3 Beds
10.0 out of 10, Exceptional, 29 reviews
"Since it was first time with VRBO, I was a little nervous about the whole process going into it. Rob was great to answer questions and deal with both myself and my granddaughter.It was an ideal location for visiting the Hudson River Valley and along the coast to Newport. We flew into White Plains and it is just a 20 minute ride away. The apartment was clean and convenient. We only ate 3 meals in 5 days away from there. The beds were comfortable and the shower was very nice. I liked the shower...
The Safe House - High Tech Apt #2 - 3 Beds
Global Luxury Suites White Plains
3.5 star property
7.6 out of 10, Good, 17 reviews
"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
Lower Lvl Private 2BR/1BA Family/Pet Friendly
10.0 out of 10, Exceptional, 104 reviews
"Neighborhood great for walking dogs. Would have loved a sink besides bathroom. Overall great value."
Lower Lvl Private 2BR/1BA Family/Pet Friendly
💎 Modern Chic Getaway, Biz Friendly, Close 2 all 👣
💎 Modern Chic Getaway, Biz Friendly, Close 2 all 👣
2 BEDROOM 3RD FLOOR RENOVATED W/KITCHEN - 3 MINUTES TO SUBWAY
9.6 out of 10, Exceptional, 35 reviews
"Great place"
2 BEDROOM 3RD FLOOR RENOVATED W/KITCHEN - 3 MINUTES TO SUBWAY
Spacious 3BR Private Home * Direct Water View
10.0 out of 10, Exceptional, 12 reviews
"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
Modern Private BedroomNo.3+wifi kitchen
8.0 out of 10, Very Good, 5 reviews
"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
Welcome to Villa Seabird, Luxury Escape on Long Island Sound
10.0 out of 10, Exceptional, 3 reviews
"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
Guesthouse at Norwalk Inn
3.5 star property
8.4 out of 10, Very Good, 37 reviews
"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 $226
$260 total
includes taxes & fees
Jun 26 - Jun 27
Guesthouse at Norwalk Inn
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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

Armoni Inn & Suites
3.5 star property
6.2 out of 10, 1,177 reviews
"It is a nice area. I give 4 out of 5 for the cleanness."
The price is $89
$99 total
includes taxes & fees
Jun 2 - Jun 3
Armoni Inn & Suites
Radio Hotel
4.0 star property
8.8 out of 10, Excellent, 1,646 reviews
"Great stay friendly staff "
The price is $135
$158 total
includes taxes & fees
Jun 16 - Jun 17
Radio Hotel
Highbridge Hotel
2.0 star property
9.2 out of 10, Wonderful, 1,405 reviews
"Nice property clean nice view at the roof. My only complaint is the customer service was not that great check-in was easy but the only time someone spoke to me was at that time. Anytime I walked in. I was never greeted With a hello or goodbye, maybe because the people they have working are young and not too familiar with good hospitality, but it would’ve made a big difference to have a welcoming"
The price is $114
$134 total
includes taxes & fees
Jun 16 - Jun 17
Highbridge 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 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 $152 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?

Mott Haven Queen Suite | Gym | Kitchenette: You might want to consider this vacation rental near Port Chester, which 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 larger area, you’ll find Bronx Zoo and Hawthorne Beach.

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.

Recent reviews of Port Chester properties
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