Port Chester Vacation Rentals

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Our top choices for Port Chester holiday rentals

Luxury NYC Home Game Room Free Parking

Luxury NYC Home Game Room Free Parking
4.0 star property
White Plains
The price is RM722
RM1,424 total
includes taxes & fees
29 Mar - 30 Mar
Luxury NYC Home Game Room Free Parking

Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area
2.0 star property
Bryn Mawr
10.0 out of 10, Exceptional, (2 reviews)
"Everything was clean, good communication.. I would like to come back again for sure "
United States
Genesis
The price is RM359
RM997 total
includes taxes & fees
15 Apr - 16 Apr
Luxury 1BR located in Prime Yonkers Area

Luxury 3 BR Near NYC with Easy Parking

Luxury 3 BR Near NYC with Easy Parking
2.0 star property
Bryn Mawr
The price is RM643
RM1,314 total
includes taxes & fees
29 Mar - 30 Mar
Luxury 3 BR Near NYC with Easy Parking

Luxury NY Home with Free Parking

Luxury NY Home with Free Parking
4.0 star property
White Plains
8.0 out of 10, Very good, (1 review)
"Rooms were very clean, well decorated however bathrooms were not. Parking was accessible and perfect. Some appliances did not work like iron stained my clothes and coffee machine did not work. Everything else was fine. "
United States
Safiya
The price is RM719
RM1,417 total
includes taxes & fees
29 Mar - 30 Mar
Luxury NY Home with Free Parking

3BR Prime Luxury NY - Free Parking

3BR Prime Luxury NY - Free Parking
2.0 star property
White Plains
The price is RM722
RM1,402 total
includes taxes & fees
30 Mar - 31 Mar
3BR Prime Luxury NY - Free Parking

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (42 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
The price is RM1,434
RM1,649 total
includes taxes & fees
29 Mar - 30 Mar
Guesthouse at Norwalk Inn

Luxury 3BR Family Home Game Room Parking

Luxury 3BR Family Home Game Room Parking
2.0 star property
Bryn Mawr
9.0 out of 10, Wonderful, (2 reviews)
"Beautiful layout. Property had everything that was needed for an awesome stay."
United States
Ashley
The price is RM719
RM1,399 total
includes taxes & fees
29 Mar - 30 Mar
Luxury 3BR Family Home Game Room Parking

Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
8.0 out of 10, Very good, (1 review)
"The house was very clean and the areas was quiet too. We had a nice spot to park the car. The staff was calling and checking on me if I didn’t have any issues with the check in. They were available all the time. The only thing we will need next time if possible is the washer and dryer and extra towels because we were 5 and only got 3 towels. But overall we enjoyed the stays."
United States
Adj Fatou
The price is RM629
RM1,339 total
includes taxes & fees
2 Apr - 3 Apr
Uscale 2BR Escape in the Heart of NYC

Luxury 3BR Home Game Room Free Parking

Luxury 3BR Home Game Room Free Parking
2.0 star property
White Plains
The price is RM722
RM1,424 total
includes taxes & fees
29 Mar - 30 Mar
Luxury 3BR Home Game Room Free Parking

Spacious 3BR Luxe Escape near NYC

Spacious 3BR Luxe Escape near NYC
2.0 star property
Southeast Yonkers
8.0 out of 10, Very good, (2 reviews)
"Room was cold. No parking lot for vehicle. Only off-street parking was available "
United States
david
The price is RM722
RM1,406 total
includes taxes & fees
29 Mar - 30 Mar
Spacious 3BR Luxe Escape near NYC

3BR Prime Luxury near NYC w Arcade Room

3BR Prime Luxury near NYC w Arcade Room
2.0 star property
Southeast Yonkers
8.0 out of 10, Very good, (1 review)
"We thought we rented the entire property, but was half of it. expect a lot of stairs. No bath tubs but two showers. some door knobs and locks need maintenance, but overall nice clean rooms."
United States
Anonymous traveller
The price is RM1,098
RM1,824 total
includes taxes & fees
5 Apr - 6 Apr
3BR Prime Luxury near NYC w Arcade Room

Modern Luxury Home w GameRoom & Parking

Modern Luxury Home w GameRoom & Parking
3.5 star property
Southeast Yonkers
6.4 out of 10, (6 reviews)
"This was an excellent House My birthday weekend was amazing I totally would book again"
United States
Keisheena
The price is RM719
RM1,399 total
includes taxes & fees
29 Mar - 30 Mar
Modern Luxury Home w GameRoom & Parking

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

2 Mi to NYC Train: Wfh-friendly Greenwich Apt!
3.0 star property
Greenwich
The price is RM590
RM1,511 total
includes taxes & fees
30 Mar - 31 Mar
2 Mi to NYC Train: Wfh-friendly Greenwich Apt!

Prime Luxe 3-BR NYC - Free Parking

Prime Luxe 3-BR NYC - Free Parking
2.0 star property
White Plains
The price is RM719
RM1,396 total
includes taxes & fees
29 Mar - 30 Mar
Prime Luxe 3-BR NYC - Free Parking

Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
Elegant Hideaway with Free Parking

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (103 reviews)
"Nice clean rooms the bedding was comfortable, it smelled good walking in, I will be staying in this hotel in the next time I'm in Stamford."
United States
Fatima
The price is RM594
RM683 total
includes taxes & fees
29 Mar - 30 Mar
Stamford Suites

NY Luxury Apt Free Parking in PRIME Area

NY Luxury Apt Free Parking in PRIME Area
3.0 star property
Southeast Yonkers
5.0 out of 10, (4 reviews)
"Everything about this place is amazing. Great location, very safe, cozy, clean. Will be back soon!"
United States
Paola
The price is RM324
RM757 total
includes taxes & fees
22 Apr - 23 Apr
NY Luxury Apt Free Parking in PRIME Area

Two Wash

Two Wash
2.0 star property
Bryn Mawr
The price is RM719
RM1,399 total
includes taxes & fees
30 Mar - 31 Mar
Two Wash

Global Luxury Suites White Plains

Global Luxury Suites White Plains
3.5 star property
White Plains
6.8 out of 10, (42 reviews)
"Please stay away from this horrible place!!! I have travelled all over the world but never dealt with such terrible company and their property. "
United States
Katerine
The price is RM629
RM852 total
includes taxes & fees
29 Mar - 30 Mar
Global Luxury Suites White Plains

Westchester Summer Pool Pet Friendly Events Games

Westchester Summer Pool Pet Friendly Events Games
2.0 star property
Ossining
The price is RM1,960
RM4,035 total
includes taxes & fees
30 Mar - 31 Mar
Westchester Summer Pool Pet Friendly Events Games
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

Search for holiday rentals in Port Chester on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Port Chester using one of the methods below:

  • View our selection of featured holiday rentals in Port Chester
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  • Enter your travel dates to view the best deals on holiday rentals in Port Chester while they last

Look no further and take a look at our great range of rental properties in Port Chester!

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.

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.