Port Chester Holiday Rentals

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Our top choices for Port Chester holiday rentals

10.0 out of 10, Exceptional, (30 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 AU$540
includes taxes & fees
26 Mar - 27 Mar
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
9.8 out of 10, Exceptional, (27 reviews)
"Beautiful space, excellent communication from the hosts. Would stay again!"
United States
Crystal
The price is AU$417
includes taxes & fees
20 Mar - 21 Mar
2BR, 2 King beds, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Holiday Home in Hempstead

Cozy Cottage
The price is AU$360
includes taxes & fees
1 Apr - 2 Apr
Cozy Cottage
7.6 out of 10, Good, (4 reviews)
"This was a warm and inviting space. CC even offered me breakfast. I was a single woman in for a class reunion and had be somewhere on Sat and Sunday mornings. It was lovely coming back to relax and read. The space is small perfect for a couple with a young person. The patio over looks the river. The house is on a cul-de-sac perfect for strolling around the neighborhood. Very quiet and safe. Well lit path at night to the back, private entrance. Small fridge but holds a lot. Microwave, kurgurg...
United States
Kathleen W.
The price is AU$221
includes taxes & fees
26 Mar - 27 Mar
Private Gazebo on Byram River, Naturally Preserved your own stone deck Greenwich
8.2 out of 10, Very good, (18 reviews)
"Great location"
United States
Jordan S.
The price is AU$194
includes taxes & fees
22 Mar - 23 Mar
Nice Cozy Room By Empire City Casino And Cross County Shopping Center
9.2 out of 10, Wonderful, (11 reviews)
"Perfect apartment and location. Amazing communication. Thank you!!"
United States
Ryan F.
The price is AU$445
includes taxes & fees
19 Mar - 20 Mar
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
10.0 out of 10, Exceptional, (3 reviews)
"This stay was perfect for what I needed. The studio was clean, roomy, and had A A/C, which was needed on the muggy hot days there. If I'm in the area again, this will be my spot. "
United States
Elizabeth
The price is AU$542
includes taxes & fees
19 Mar - 20 Mar
Luxe Provincial Style Studio w/ Patio & Parking

Apartment in Cove - East Side - Shippan

Seabreeze at the beach west beach Stamford ct.
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place Very clean, a perfect stay !!!"
United States
bill J.
The price is AU$566
includes taxes & fees
18 Mar - 19 Mar
Seabreeze at the beach west beach Stamford ct.
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 AU$264
includes taxes & fees
7 Apr - 8 Apr
Charming 1-bedroom basement apartment in Floral Park with WiFi and AC
8.8 out of 10, Excellent, (10 reviews)
"This stay was private and comfortable. Checking in was easy with an electronic lock and the host was very communicative with my questions. 2 things to note are that the walls are thin between this unit and the main house so you can indistinctly hear each other, and the mattress is quite hard, but I know some people prefer that. The bathroom is modern and clean and overall everything was easy. "
United States
Zoe P.
The price is AU$232
includes taxes & fees
22 Mar - 23 Mar
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
The price is AU$496
includes taxes & fees
13 Apr - 14 Apr
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
10.0 out of 10, Exceptional, (2 reviews)
"Great stay!"
United States
Ann S.
The price is AU$374
includes taxes & fees
18 Mar - 19 Mar
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

Holiday Home in Cold Spring Harbor

Captain's Cottage - Cold Spring Harbor Water Views
10.0 out of 10, Exceptional, (75 reviews)
"Perfect space for family. Enjoyed ping pong, walk to the village, hike in the park and view oh the harbor. "
United States
Randall S.
The price is AU$676
includes taxes & fees
30 Mar - 31 Mar
Captain's Cottage - Cold Spring Harbor Water Views

Aparthotel in Queens

Starlight Hotel
2.5 star property
8.2 out of 10, Very good, (814 reviews)
"Clean and nice place , nice area , nice view "
United States
victor
The price is AU$172
includes taxes & fees
23 Mar - 24 Mar
Starlight Hotel

Holiday Home in Lincoln Park

Cheerful Home in Yonkers NY
7.6 out of 10, Good, (4 reviews)
"Nice neighborhood,open concept.Hreat space for my entire family.Kitchen big and spacious. Beds are huge. Definitely will stay here again."
United States
Tanya J.
The price is AU$829
includes taxes & fees
19 Mar - 20 Mar
Cheerful Home in Yonkers NY
10.0 out of 10, Exceptional, (7 reviews)
"Enjoyed our recent stay!! Would definitely come back "
United States
Donna S.
The price is AU$530
includes taxes & fees
7 Apr - 8 Apr
SECRET HIDEAWAY: LUXURY L.I. STUDIO W/PRIV. ENTRN
8.0 out of 10, Very good, (3 reviews)
"Pet friendly, good local, clean"
United States
Jennifer H.
The price is AU$405
includes taxes & fees
19 Mar - 20 Mar
Luxury 1BR | Gym & Pool | Downtown White Plains
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.
Comfortable 2bd - Convenience & Style - 45min to NYC - Great Food
8.8 out of 10, Excellent, (8 reviews)
"Property was clean and had everything we needed for a quick weekend trip. Host was super quick to respond and checked in. "
United States
Jenna G.
Family Home near NY Beach, Private Workspace by Zen Living
9.8 out of 10, Exceptional, (17 reviews)
"The apartment was very clean. "
United States
Emily F.
The price is AU$619
includes taxes & fees
18 Mar - 19 Mar
Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & 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.
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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, 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 favourite 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 depend 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 AU$172 per night. Entering your travel dates in the search wizard might find you 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 in Port Chester close to Clay Art Center Gallery, 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?

PureHeart House, Spacious, Peaceful 3bdr House in Yonkers: This holiday home rental outside of Port Chester offers a balcony, a BBQ 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. You and your friends and family can relax into your holiday with amenities such as table football.

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?

Enjoy the area's cultural attractions such as Capitol Theatre, or get outdoors into nature at a spot like Greenwich Point Park. In the wider area, you’ll find Clay Art Center Gallery 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.