
Vacation rentals in Port Chester
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Top-rated vacation rentals in Port Chester
Guests agree: these stays are highly rated for location, cleanliness, and more.
Vacation rentals for every style
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Popular amenities for Port Chester vacation rentals
Other great vacation rentals in Port Chester

Chic Family & Pet Friendly Apt by Toseb Design
A great place. Convenient, easy walk to a number of local businesses, yet feels private and quiet. Tam is an excellent host, responsive and very helpful. Place is very comfortable, clean and convenient. Highly recommend!

Sunny 1BR Apartment
Clean , modern apt. Very easy to navigate with the technology. Staff very friendly and helpful. A bit noisy on street outside with traffic. Will definitely rent again with URBY, but request a courtyard side unit

15% OFF | NYC | EWR | The Modern Mingle
Bigger and better than the pictures ! We rented this house for a family trip huge rooms and 3 bathrooms it was perfect more than enough space . Great location . The only issue was I couldn’t adjust the heat but once I reached out to Tiran he responded and adjusted for me . I highly recommend this property for anyone visiting nyc and New Jersey

Crystal Wave LakeHouse
It was a great getaway for my adult children and 84 year old dad and 2 dogs. Big, comfortable and clean home. It worked for all of us. Kayaks and canoes were easy and convenient to use. Nice amount of bedrooms for everyone to have their own space along with a great communal kitchen/living/dining area. We’re hoping to go again, I would definitely recommend staying here!

cozy up
Super nice host, great space and Levi was always there for everything. 10/10 place would go again :)

Seaside Serenity: 2B 1B, Patio,Near Beach
We had a wonderful stay at the cabin. It was a perfect size for our family and our son had a great time playing in the yard and the playground right next door. Our hosts were super responsive the couple of times we needed something. We'll definitely be back!

Hudson Valley Mountaintop Riverview
Mahmoud's accommodation was more than we could have wished for, it was perfect and had the most incredible views of the Hudson River and surrounding mountains. Mahmoud was very responsive and was able to answer all of our questions and fulfill our requests. We highly recommend his home to anyone else that's interested and we would love to make a trip back sometime in the future!

Home away your home
Nice place exactly what the pictures show .. Super nice host.. but if you are looking for a quiet place. This place is definitely not it. You can hear every move and every sound from the people that live upstairs last night we spent a good few hours hearing a baby cry. Also they have the children’s toys such as a trampoline up against the window of the unityou do park on the street and the owner or tenants whoever lives upstairs parks in the driveways. it’s a very tight walk in between cars in the driveway because they do park a lot of cars in the driveway side-by-side.
Quick stats about vacation rentals in Port Chester
Total rentals
20 properties
Nightly prices starting at
$60 before taxes and fees
Total number of reviews
700 reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Frequently Asked Questions
Are there family-friendly vacation rentals in Port Chester?
Port Chester has more than 10 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
How much does it cost to stay in house rentals in Port Chester?
Experience the best of Port Chester with our house rentals, starting at about $150 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
What are the most popular amenities for House Rentals in Port Chester?
Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with air conditioning, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.
Do house rentals in Port Chester have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Port Chester. Enjoy a tailored experience with all the comforts you desire.
Are there vacation rentals with a dedicated workspace in Port Chester?
Yes! Work meets play with ease at over 10 vacation rentals in Port Chester featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there pet-friendly vacation rentals in Port Chester?
Four-legged friends are welcome in Port Chester. Choose from more than 10 vacation rentals for guests traveling with pets.
Do house rentals in Port Chester have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Port Chester. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Port Chester have wifi?
Absolutely! We offer over 10 house rentals with wifi in Port Chester. Enjoy a tailored experience with all the comforts you desire.
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- Radio City Music Hall
- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Tenement Museum
- Riverside Park
- Mountain Creek Resort
- Comedy Cellar
- Yale University
- Apollo Theater
- Gilgo Beach
- St. Nicholas Park
- Citi Field
- Yankee Stadium
- Inwood Hill Park
- MetLife Stadium
- United Nations Headquarters
- Bronx Zoo
- Astoria Park
- Rockefeller Center
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