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Holiday Rentals in Port Chester

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Holiday Rentals in Port Chester

Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

10.0 out of 10, Exceptional, (3)
"Great space! Very clean & well appointed! If you forgot to pack it, it is probably there!"
The price is €424
includes taxes & fees
29 Jul - 30 Jul
Ultra-Modern Studio | Near Hospital & NYCIM | WiFi

Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

The price is €177
includes taxes & fees
20 Jul - 21 Jul
Charming 1-bedroom artist den with WiFi, AC in terrific Huntington

Charming 3-bedroom modern family retreat!

The price is €436
includes taxes & fees
3 Aug - 4 Aug
Charming 3-bedroom modern family retreat!

Westport Dream Home 6 Bedroom / 5 Bathroom Pool and Jacuzzi Steps to town

The price is €2,125
includes taxes & fees
14 Jul - 15 Jul
Westport Dream Home 6 Bedroom / 5 Bathroom Pool and Jacuzzi Steps to town

Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

2.0 star property
10.0 out of 10, Exceptional, (3)
"The house was exactly as presented on the website. 4 good size bedrooms, all with very comfortable king size beds, that is typically hard to find! Fantastic sunlit kitchen nook. Good location, easy access to I-95 and Parkway. "
The price is €642
includes taxes & fees
12 Aug - 13 Aug
Norwalk/Westport Border, Near Beach, w/Fire Pit, 60 Min to NYC

Captain's Cottage - Cold Spring Harbor Water Views

10.0 out of 10, Exceptional, (62)
"Great home to stay. Beautiful area to explore!"
The price is €590
includes taxes & fees
16 Jul - 17 Jul
Captain's Cottage - Cold Spring Harbor Water Views

Waterview House Walking Distance from Cove Beach

9.0 out of 10, Wonderful, (20)
"Easy entrance and exit policy. Great communication from owners. Perfect location. "
The price is €972
includes taxes & fees
6 Aug - 7 Aug
Waterview House Walking Distance from Cove Beach

Stylish Beach Home near Stamford Downtown/Beach

10.0 out of 10, Exceptional, (20)
"Everything was great"
The price is €1,584
includes taxes & fees
2 Aug - 3 Aug
Stylish Beach Home near Stamford Downtown/Beach

Spacious 3 Bd Home Pet Friendly, Parking and Laundry

9.0 out of 10, Wonderful, (2)
"the home was nice clean if in the area I would stay here again"
The price is €486
includes taxes & fees
22 Jul - 23 Jul
Spacious 3 Bd Home Pet Friendly, Parking and Laundry

New Beach Home near Stamford Downtown/Shippan

10.0 out of 10, Exceptional, (21)
"Great home with fun ping pong table!"
The price is €1,234
includes taxes & fees
16 Jul - 17 Jul
New Beach Home near Stamford Downtown/Shippan

The Luxury downtown. Pool Jim basketball

The price is €227
includes taxes & fees
20 Jul - 21 Jul
The Luxury downtown. Pool Jim basketball

The Monroe | Elegant 2BR/2BA Downtown Stamford | Designed by Lavish & Live

The price is €482
includes taxes & fees
17 Jul - 18 Jul
The Monroe | Elegant 2BR/2BA Downtown Stamford | Designed by Lavish & Live

Charming 2-bedroom house in fabulous Stamford with AC, WiFi

10.0 out of 10, Exceptional, (2)
"Lovely little home in Stamford."
The price is €396
includes taxes & fees
17 Jul - 18 Jul
Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

9.2 out of 10, Wonderful, (5)
"Place was clean, organized. A little odd to find but there was parking, the location felt safe. Would stay again."
The price is €556
includes taxes & fees
18 Jul - 19 Jul
Modern 3 Bdrm Home w/ Parking, Park Views, Backyard, King Bed | Near...

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

8.4 out of 10, Very good, (5)
The price is €294
includes taxes & fees
14 Jul - 15 Jul
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich with private dock.

Family getaway.Commuter's Dream.Weddings&Events.Content House.Luxury Smart Home

10.0 out of 10, Exceptional, (1)
"Wow! I wish we could have stayed here more than just one night! The host was so accommodating of our last-minute reservation and provided friendly and thoughtful assistance throughout our stay. This home is stunning! Careful planning and top-of-the-line finishes clearly went into every detail of this beautiful family home and we were so comfortable in every space. Larchmont train station is just steps away and made our travel to NYC a breeze. The home truly has a park-like feel and the house is...
Family getaway.Commuter's Dream.Weddings&Events.Content House.Luxury Smart Home

Luxury 3Bed Private Apartment Near Manhattan

9.2 out of 10, Wonderful, (19)
"Host was very accommodating and easy to communicate with!"
The price is €574
includes taxes & fees
21 Jul - 22 Jul
Luxury 3Bed Private Apartment Near Manhattan

Upscale Relax near Yankee Stadium, and Columbia University "14 min drive"

2.0 out of 10, (1)
"The sheets were way over bleached and burned my skin. The bed is way too soft and the sofa is uneven and sinks. The area is quite scary especially at night, and it is surrounded by vacant lots and construction zones. Most of the other stores in this building are closed, and homeless people walking around. The cleaning products use have a distinctively bad smell that even the air conditioning couldn’t eliminate, and the air conditioners are so loud you can’t hear the tv if they are running."
The price is €307
includes taxes & fees
18 Jul - 19 Jul
Upscale Relax near Yankee Stadium, and Columbia University "14 min drive"

Comfortable 1 family home in Tuckahoe that's near train

Comfortable 1 family home in Tuckahoe that's near train

TheVictorianBlue|25min to NYC

9.6 out of 10, Exceptional, (5)
"The accommodations were fantastic, with spacious rooms, modern amenities, and breathtaking views. Additionally, the host was incredibly accommodating, ensuring that every aspect of my stay was comfortable and enjoyable. I highly recommend this property to anyone looking for a perfect getaway with a gracious host!"
The price is €1,300
includes taxes & fees
16 Jul - 17 Jul
TheVictorianBlue|25min to NYC
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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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 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 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 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.