Port Chester Vacation Rentals

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals
  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings
  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Port Chester vacation rentals

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!
Port Chester
10.0 out of 10, Exceptional, (29 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
$337 nightly
The price is $385
Feb 1 - Feb 2
Total with taxes and fees
Cozy Stay Near Capitol Theatre/Downtown — Very Walkable!

Starlight Hotel

Starlight Hotel
2.5 star property
Queens
8.0 out of 10, Very Good, (796 reviews)
"Room was very clean and nice, the view was beautiful. I really like how they had a kitchen setup very convenient, staff was amazing and sweet. Hotel was overall clean and exceeded the expectations. I would book again"
United States
Krystal
$113 nightly
The price is $134
Mar 1 - Mar 2
Total with taxes and fees
Starlight Hotel

Global Luxury Suites at The Arches

Global Luxury Suites at The Arches
2.5 star property
Bronx
6.8 out of 10, (560 reviews)
"Great"
United States
Jasmine
$162 nightly
The price is $190
Feb 2 - Feb 3
Total with taxes and fees
Global Luxury Suites at The Arches

Luxury 1BR located in Prime Yonkers Area

Luxury 1BR located in Prime Yonkers Area
2.0 star property
Bryn Mawr
$232 nightly
The price is $260
Feb 1 - Feb 2
Total with taxes and fees
Luxury 1BR located in Prime Yonkers Area

Stamford Suites

Stamford Suites
4.0 star property
Downtown Stamford
6.4 out of 10, (95 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
$130 nightly
The price is $150
Feb 4 - Feb 5
Total with taxes and fees
Stamford Suites

Guesthouse at Norwalk Inn

Guesthouse at Norwalk Inn
3.5 star property
Historic District
8.6 out of 10, Excellent, (41 reviews)
"it was amazing will stay again food was good comfort was great "
United States
anthony
$330 nightly
The price is $380
Feb 5 - Feb 6
Total with taxes and fees
Guesthouse at Norwalk Inn

Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Nice Cozy Room By Empire City Casino And Cross County Shopping Center
Southeast Yonkers
8.2 out of 10, Very Good, (18 reviews)
"Great location"
United States
Jordan S.
$115 nightly
The price is $135
Feb 2 - Feb 3
Total with taxes and fees
Nice Cozy Room By Empire City Casino And Cross County Shopping Center

Spacious & Cozy 1st Floor & Basement Apartment 15 min from NYC!

Spacious & Cozy 1st Floor & Basement Apartment 15 min from NYC!
Englewood
7.0 out of 10, Good, (16 reviews)
"It was very clean and in a great area. "
United States
Kyle
$167 nightly
The price is $184
Jan 31 - Feb 1
Total with taxes and fees
Spacious & Cozy 1st Floor & Basement Apartment 15 min from NYC!

Luxe 1BR Oasis - Prime NY Stay

Luxe 1BR Oasis - Prime NY Stay
2.0 star property
Bryn Mawr
$243 nightly
The price is $272
Feb 1 - Feb 2
Total with taxes and fees
Luxe 1BR Oasis - Prime NY Stay

Elegant Hideaway with Free Parking

Elegant Hideaway with Free Parking
2.0 star property
White Plains
$240 nightly
The price is $275
Feb 1 - Feb 2
Total with taxes and fees
Elegant Hideaway with Free Parking

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

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.
Greenwich
9.6 out of 10, Exceptional, (25 reviews)
"Very kind host very comfortable rooms"
United States
brendan o.
$211 nightly
The price is $239
Feb 8 - Feb 9
Total with taxes and fees
2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.

Sprawling 2BR w King Bed, fast WiFi, 20 minutes to Times Square!

Sprawling 2BR w King Bed, fast WiFi, 20 minutes to Times Square!
Bronx
9.8 out of 10, Exceptional, (30 reviews)
"Great stay overall, everything we needed was right at our fingertips. "
United States
Jacqueline P.
$331 nightly
The price is $378
Jan 31 - Feb 1
Total with taxes and fees
Sprawling 2BR w King Bed, fast WiFi, 20 minutes to Times Square!

Charming 1-bedroom basement apartment in Floral Park with WiFi and AC

Charming 1-bedroom basement apartment in Floral Park with WiFi and AC
Floral Park
7.8 out of 10, Good, (6 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
$152 nightly
The price is $169
Jan 31 - Feb 1
Total with taxes and fees
Charming 1-bedroom basement apartment in Floral Park with WiFi and AC

Cozy 1-bedroom apartment in Hicksville with WiFi, AC

Cozy 1-bedroom apartment in Hicksville with WiFi, AC
Hicksville
9.2 out of 10, Wonderful, (9 reviews)
"Nice location, clean and comfortable, and looking forward to possibly revisiting."
United States
Doug S.
$140 nightly
The price is $156
Feb 10 - Feb 11
Total with taxes and fees
Cozy 1-bedroom apartment in Hicksville with WiFi, AC

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway
Croton-on-Hudson
10.0 out of 10, Exceptional, (2 reviews)
"Great stay!"
United States
Ann S.
$211 nightly
The price is $242
Feb 1 - Feb 2
Total with taxes and fees
'Croton Nook' - Spacious Studio with Full Eat-in Kitchen, Cozy Getaway

Piermont Oasis

Piermont Oasis
Piermont
9.8 out of 10, Exceptional, (12 reviews)
"Absolutely perfect location--so lovely to walk to restaurants, ice cream, views, etc. Would definitely stay here again."
United States
joelle a.
$188 nightly
The price is $209
Feb 5 - Feb 6
Total with taxes and fees
Piermont Oasis

Uscale 2BR Escape in the Heart of NYC

Uscale 2BR Escape in the Heart of NYC
2.0 star property
Bryn Mawr
$292 nightly
The price is $327
Feb 1 - Feb 2
Total with taxes and fees
Uscale 2BR Escape in the Heart of NYC

Luxury NYC Home with Free Parking for 12

Luxury NYC Home with Free Parking for 12
4.0 star property
White Plains
$611 nightly
The price is $680
Jan 31 - Feb 1
Total with taxes and fees
Luxury NYC Home with Free Parking for 12

Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC

Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC
Bronx
9.8 out of 10, Exceptional, (16 reviews)
"Excellent property close to Fordham, very clean and nice amenities! Hope to stay here on our next visit to see our daughter at Fordham."
United States
Amy B.
$320 nightly
The price is $365
Jan 31 - Feb 1
Total with taxes and fees
Luxury New-Build 2BR w King Bed, Designer Finishes + Ultra-Fast WiFi & AC

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi

Gem by the water - Charming 2-bedroom house in fabulous Stamford with AC, WiFi
Waterside
10.0 out of 10, Exceptional, (11 reviews)
"Fantastic place. We had a great stay!"
United States
Sara C.
$291 nightly
The price is $329
Feb 3 - Feb 4
Total with taxes and fees
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Port Chester Hotel Reviews

Find out more about Port Chester

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 $134 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?

2BR, 1 BA, and Kitchenette in Lakeside Home in Greenwich.: Visitors like this Port Chester vacation home rental. It is equipped with a garden, air-conditioning, and a Smart TV to help you feel comfortable during your stay. Kitchen amenities include a fridge, a stovetop, and a microwave.

How many vacation rentals will I find in Port Chester?

With 4 Expedia vacation rentals, you're sure 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 larger area, you’ll find Rye Playland and Bruce Museum of Arts and Science.

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.