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Port Chester Holiday Rentals

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Holiday Rentals in Port Chester

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
10.0 out of 10, Exceptional, (26)
"Great stay for our trip! We came here for a wedding nearby and was a great affordable option."
United States
Jorge
The price is AU$585
includes taxes & fees
26 Oct - 27 Oct
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Starlight Hotel
2.5 star property
8.0 out of 10, Very good, (719)
"Its a great hotel within walking distance of many stores and restaurants. "
United States
matthew
The price is AU$207
includes taxes & fees
17 Nov - 18 Nov
Starlight Hotel
The Mansion Hotel-style
4.5 star property
The price is AU$250
includes taxes & fees
23 Oct - 24 Oct
The Mansion Hotel-style
Guesthouse at Norwalk Inn
3.5 star property
8.4 out of 10, Very good, (39)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is AU$455
includes taxes & fees
9 Nov - 10 Nov
Guesthouse at Norwalk Inn
Global Luxury Suites at The Arches
2.5 star property
6.8 out of 10, (514)
"Great place to stay!!!"
United States
Daniel
The price is AU$316
includes taxes & fees
28 Oct - 29 Oct
Global Luxury Suites at The Arches
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
9.6 out of 10, Exceptional, (18)
"Perfect place to rest. Excellent service! "
Mexico
Lucymar
The price is AU$289
includes taxes & fees
26 Oct - 27 Oct
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.
Modern Luxe 1BR Apt in Downtown Stamford
9.6 out of 10, Exceptional, (5)
"Our family stayed in the hotel(s) next door. It was so nice to have our own personal space!"
United States
Jill G.
The price is AU$571
includes taxes & fees
23 Oct - 24 Oct
Modern Luxe 1BR Apt in Downtown Stamford
Charming 1-bedroom basement apartment in Floral Park with WiFi and AC
10.0 out of 10, Exceptional, (3)
"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$263
includes taxes & fees
23 Oct - 24 Oct
Charming 1-bedroom basement apartment in Floral Park with WiFi and AC
Private room, 5 min walk to restaurant, 40 min to NYC. 5 min drive to MetroNorth
2.0 star property
The price is AU$179
includes taxes & fees
23 Oct - 24 Oct
Private room, 5 min walk to restaurant, 40 min to NYC. 5 min drive to MetroNorth
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
10.0 out of 10, Exceptional, (5)
"We had an excellent stay! Our hosts were kind and helpful. The home was modern and very well kept, very clean. I would highly recommend this location and home to anyone traveling in the area."
United States
Suzanne A.
The price is AU$473
includes taxes & fees
27 Oct - 28 Oct
'Croton Quarters' - Comfortable Apt with Modern Amenities near Food, NYC Close!
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
9.0 out of 10, Wonderful, (8)
"Had a great stay "
United States
Desiree
The price is AU$260
includes taxes & fees
6 Nov - 7 Nov
Cozy 1-bedroom apartment in Hicksville with WiFi, AC
Elegance @ Huntington | Spacious Family Apt | Yard
9.6 out of 10, Exceptional, (4)
"We really enjoyed the home, the yard was huge! Too bad they sprayed with pesticides and we couldn’t play on the grass. Dishwasher was also broken, which made it a bit harder."
Canada
Emily H.
The price is AU$709
includes taxes & fees
26 Oct - 27 Oct
Elegance @ Huntington | Spacious Family Apt | Yard
Cozy Apartment to Relax - Apartment "B"
2.0 star property
The price is AU$500
includes taxes & fees
26 Oct - 27 Oct
Cozy Apartment to Relax - Apartment "B"
Seabreeze at the beach west beach Stamford ct.
9.8 out of 10, Exceptional, (6)
"Very nice! Easy to work with and house was what we expected. "
United States
Jack P.
The price is AU$630
includes taxes & fees
10 Nov - 11 Nov
Seabreeze at the beach west beach Stamford ct.
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
10.0 out of 10, Exceptional, (2)
"Great stay!"
United States
Ann S.
The price is AU$392
includes taxes & fees
2 Nov - 3 Nov
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Apartment B - Next to Hiking Trail - Back Entrance
2.0 star property
The price is AU$509
includes taxes & fees
23 Oct - 24 Oct
Apartment B - Next to Hiking Trail - Back Entrance
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
9.2 out of 10, Wonderful, (9)
"loved walking the city. pizza was good."
United States
michelle b.
The price is AU$419
includes taxes & fees
26 Oct - 27 Oct
Luxury 1BR Apartment in Downtown Stamford w/ Amenities & Easy Access to NYC!
Piermont Oasis
10.0 out of 10, Exceptional, (5)
"Carolyn was so amazing with her directions on how to park and check in. The apartment had everything as advertised. The ambiance was very private and peaceful. Walking distance to the town and pier. I would definitely stay again."
United States
Anonymous traveller
The price is AU$319
includes taxes & fees
29 Oct - 30 Oct
Piermont Oasis
New Modern Apartment
10.0 out of 10, Exceptional, (4)
"great place to stay at absolutely comfortable and great neighborhood!"
United States
fransheska r.
The price is AU$365
includes taxes & fees
12 Nov - 13 Nov
New Modern Apartment
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
10.0 out of 10, Exceptional, (5)
"Lovely little home in Stamford."
United States
Pat A.
The price is AU$517
includes taxes & fees
27 Oct - 28 Oct
Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
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$207 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 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?

3BR Prime Luxury near NYC w Arcade Room: This holiday home rental outside of Port Chester is near the airport and offers free WiFi to help you feel perfectly comfortable in your new surroundings. This holiday rental also comes with free parking to give you added peace of mind.

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 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.