
Family-friendly vacation rentals in Port Chester
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Port Chester
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for Port Chester family-friendly rentals
Family-friendly home rentals with a hot tub

One bedroom condo at Mountain Creek Resort
Kristof was an excellent communicator & his instructions were clear. He was responsive to my questions and the unit was as described. This location is very convenient for us to visit with family in the area

Charming SunDrenched Retreat w/ Pvt Backyard
This is the best air bnb experience I have ever had. The place itself was absolutely beautiful, curated thoughtfully, attention to detail, every comfort you could want and more. I was best man for a wedding, and this served as home base for the wedding party. They all also got air bnbs in NYC and it was just an onslaught on complaints - this air bnb was nothing but rave review. A big part of that was the host, Anthony. Anthony was extremely accomodating, responsive, generous, thoughtful, proactive - and kind. I am 100% going to be looking to stay here every time I come to NYC, I feel no desire to go anywhere else or even consider a hotel. If you're thinking about it, just do it - you will not regret it. 10/10!!!!

Hilltop Hideaway Forest Villa on 13 acres!
Paula was an exceptional host! She was always quick to respond and answered my many questions, before and during our stay. The house was fantastic for entertaining. It’s spacious and we loved the art! We would have loved to enjoy the beautiful decks, but it rained during most of our visit. We made a fire instead! The house has Sonas and we loved having music. The large windows are great and so were all the views. It made me feel like I was in a treehouse! I would highly recommend this Airbnb and host.

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC
Victoria's place was wonderful! It was spacious and comfortable and gave our family plenty of room to spread out and enjoy our visit. Victoria was a very responsive host and made check in and check out stress free and easy! There was ample parking for our cars and the house was private - it was the "house behind the house" so we weren't subject to busy traffic noise on the street. (Got a little confusing for DoorDash drivers but we worked it out :D). I will book this same place next time I am up for an extended weekend with the family. Highly recommend!

Cozy Mountainside Suite - Minutes from Beacon
My boyfriend and I booked last minute trip! That turned out magical ! The view was priceless, the hot tub was large and had message features, hammock was great. Suite is adorable and very clean. You’re literally on top of a mountain with no neighbors and surrounded by nature. Very private ! We caught an amazing view day and night on a clear sunny day and then a lightning storm in the mist! We missed our farm friends as soon as we left. Accurate listing ! Highly recommend 4wheel drive !

Appalachian Lodge Top Floor w/views
Paul’s condo was PERFECT for our family of 4. The condo is in pristine condition. Highlights include beautiful balcony over the view with a surrounding view, HUGE bathroom and very comfortable king bed. The amenities also made the stay tip-notch, including very large pool, hot tub, outdoor play areas and pool/games downstairs. The building was well-kept as a resort. Highly recommend: 10/10!

The Mountaintop Lakehouse that Time Forgot.
Peaceful surroundings, beautiful lake, wonderful house and amazing hosts! Had an absolute ball kayaking, fishing, and enjoying nature. This was my second trip and can’t wait to go back again.

"NORTH APT." Renovated 1 Br Apt. In Great Location
Had an absolutely wonderful stay! Location is perfect and Jaime was incredibly friendly throughout!! He let me know that they had everything we would need.. but as a self-described obsessive packer I didnt listen. He wasn't kiding! They had beach chairs, umbrellas, and everything else you need for the perfect beach day. I brought an entire wagon of stuff and used one bag. It really is an awesome little find!!
Family- and pet-friendly home rentals

Bright Farm House- Tranquil setting
Our family of 6 had a wonderful stay and we would go back in a heartbeat! The animals were a big hit with our kids, we loved feeing and petting them, such a cool experience for all of us! The play-set in the side yard was also so wonderful to have! The home was comfortable and felt super peaceful after a big day of travel! Jacquelyn was very quick to respond even before our stay when I was curious about a pack and play for our youngest and an extended check out time since we had a late night flight home! Sitting on the front porch with coffee, while the kids greeted the animals and the birds chirped was the best way to start everyday! The beds were cozy, the home was clean and spacious, such a perfect spot! Thanks for having us!

Nautical Farm House on Working Farm with Animals
Love staying here! It was perfect for our family. Had two toddlers and a baby and it worked out so great for us after renting some baby equipment (pack n play and high chair) from a third party. The kids loved the animals and the ducks and chickens that would greet us in the yard. a nice patio we had a couple dinners and snacks at. A homey, stylish and perfect place for us. Needed to keep the doors locked even if just going to the cafe, there were some people who were exploring our yard even though the signs said it was private. Someone was parked in our designated spot just once, otherwise was very nice to have a parking spot. The remote for the tv was lost the first few days till the maid graciously came by and helped us find it tucked in the couch. We could not stop talking about how perfect the place worked out for us. It was so charming and such a great place for the kids to enjoy. Would definitely recommend and stay again sometime!

Rustic Chic Lake view cottage 50 miles from NYC
Very peaceful environment. Lisbeth was super kind to us. She was so responsive and very easy to work with. We really recommend this place!

Beautiful Retreat by the Beach, La Casita Flora
Great stay in Long Beach! Walking distance to almost everything, responsive and was flexible to our travel arrangements. Definitely would stay again!

Secluded overlook cottage near West Point
We loved staying here, and our son loved visiting the horses, and the chickens in the barn. And we saw wild turkeys and deer roaming the property. And it was great to see the horses run on our way out! There are also lots of little streams and tiny waterfalls we enjoyed checking out. And the farm fresh eggs were a lovely and much appreciate bonus!

Seaside Nest, Rockaway Beach, NY
Bobby was great! Very friendly and responsive. He lives downstairs so that was nice to know that he was there if we needed anything. The location was great. Very close to the beach & boardwalk which were both very clean and felt safe. Very close to grocery store, restaurants, etc. There is a large flight of stairs to climb when you get into the unit, which was fine for us but would be difficult for anyone with a stroller or physical disability. We would definitely stay again though and had a great time. Thank you, Bobby!

Beautiful Garden Studio with Easy Access to NYC
Great place to stay, conveniently located with a bus stop outside and a 15 minute walk to the subway failing that. We used it as a base for Manhattan exploring and it was ideal, though a little far to be coming back and forth within the day.

Charming Fairfield Beach 3BR Cottage By The Sea
We enjoyed our stay! Such easy access to the beach was so convenient. You’re definitely better off venturing out after high tide to enjoy the most amount of beach and there are a lot of shells that make being barefoot challenging. We did arrive after major storms which could have contributed to that. The house was spotless with everything you need to be comfortable! We did not utilize the outdoor space but definitely would have if the weather was drier! Definitely would stay here again.
Family-friendly home rentals with a pool

Escape to a Restored New England Antique Milk Barn
My girlfriend and I had a great stay here. The place was cozy, well-equipped, and perfect for a relaxing getaway. The outdoor area was the true highlight — from the spacious patio to the beautifully maintained landscaping, the property felt peaceful and private. There’s also a pool that looked amazing, even though we couldn’t enjoy it due to the weather. We had some trouble during check-in after a delayed flight and arrived around midnight, but the property owners were just a phone call away and quickly helped us get settled, which we really appreciated. Overall, it was a great experience and we’d absolutely recommend this spot to anyone looking for a quiet, scenic place to unwind.

Private Hudson Valley Country Retreat
Place was perfect! Clean & made our Holiday stay in the beautiful Hudson Valley a wonderful experience. We loved the personal touches the house offered and we will be back

Spacious Studio Apartment- near SBU
Gabby’s apartment is exactly as described. It is in a great location. Very close to Stoney Brook Village. We enjoyed walking to get our morning coffee. The apartment was very well stocked and spotless. Gabby thought of everything we could have possibly needed. We hope to be back next year!

Garden Level Suite with Beautiful Pool
We had an amazing time at Marybeth’s suite—it truly felt like a winter wonderland. Our kids had a blast "swimming" in the snow and "rolling" over the gentle hills. Every moment was filled with joy, whether we were relaxing in the sunroom, playing in the snow, or swinging outside. The time spent together as a family, along with our conversations with Marybeth and her family, was truly precious. We can’t wait to return in the summer!

New York City Masterpiece
Martha's place was an absolute gem in Rego Park! The entire upstairs floor offered surprising spaciousness and privacy despite technically being a shared space. The comfortable beds, large bathroom, and ample closet space made it feel like home. The open kitchen and excellent TV setup with numerous viewing options were wonderful bonuses. The location couldn't be better - fantastic walking neighborhood with easy access to subway, parks, and countless dining options. Just a quick 20-minute ride to Manhattan made exploring the city effortless. Martha respects guests' privacy while maintaining a welcoming atmosphere. The proximity to Flushing Meadows Park, Citi Field, and shopping centers adds tremendous value. The fast WiFi was perfect for my remote work needs. This place truly deserves its high rating - I've already recommended it to friends and family visiting NYC. Cannot wait to return on my next trip to Queens!

Cozy Pool Cottage
Second time staying at the cottage. Very cozy, felt right at home for me and my daughter. Micaela is truly a 10/10! So inviting, attention to details, very flexible and accommodating. Looking forward to another visit.

Great Neighborhood | Resort Amenities | AVE Living
This place feels like home, the apartment was in pristine condition. There was an issue with the A/C and the staff fixed it immediately. Highly recommended for short or long stays. The WiFi was excellent and office facilities for work calls etc were world class. Very happy with the stay!

Appalachian TOP 4TH FLOOR Studio+ w/amazing views!
Great host nice view plenty of things to do in the surrounding area had a great time overall wish I had a longer stay
Quick stats about vacation rentals that are family-friendly in Port Chester
Total rentals
10 properties
Nightly prices starting at
ﺩ.ﺇ441 before taxes and fees
Total number of reviews
460 reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wifi availability
10 properties include access to wifi
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- Times Square
- Bryant Park
- Madison Square Garden
- Grand Central Terminal
- Empire State Building
- Columbia University
- Barclays Center
- Jones Beach
- Fairfield Beach
- Yale University
- Rye Beach
- Citi Field
- Mountain Creek Resort
- MetLife Stadium
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- Gilgo Beach
- United Nations Headquarters
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- Statue of Liberty
- USTA Billie Jean King National Tennis Center
- Rockefeller Center
- Bronx Zoo
- Central Park Zoo
- Radio City Music Hall