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Family-friendly holiday 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
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Home in Tomkins Cove
4.94 out of 5 average rating, 156 reviewsHudson Valley Victorian with River Views
Jody's place was amazing. She's very friendly and proactive in providing advice. The place was exactly as described in the pictures. We loved it and will definitely be back!
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Home in River Vale
4.94 out of 5 average rating, 47 reviewsCozy Family Chateau Close to NYC avail Longterm
This home was perfect for my siblings and their kiddos to meet up for a nice long weekend. Kerry made us feel very welcomed and was super responsive when we had questions. The sunroom was one of my favorite places in the house. The kids enjoyed playing both outdoors and indoors. The neighborhood was quiet and the kitchen was stocked. Just a short drive to the mall and plenty of places to eat. We would gladly stay again.
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Apartment in The Heights
4.77 out of 5 average rating, 119 reviewsBusiness+Family Friendly Balcony Jacuzzi Free Park
Prakash accommodated our stay on short notice and was able to accommodate early check in, he was responsive to all my questions and assisted us with anything we needed during the day. Listing is as described, and had plenty of space for our stay. Thanks!!
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Home in Greenwood Lake
4.96 out of 5 average rating, 27 reviewsThe Lakehouse at Greenwood Lake
The house was just like the pictures. However, a picture couldn't capture the tranquility and beauty of the view from the house and private large quiet patio. The swans passed by along w other birds! Walkable into town for restaurants, CVS or the local park/lake. A few blocks away was a well stocked little market owned by a hospitable man. The neighbors were very friendly; the community very safe. Easy driving on HWY 17 to many local places nearby, that includes the wineries.
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Home in Shippan Point
4.94 out of 5 average rating, 114 reviewsOCEAN COAST LUXURY BEACH HOUSE/45 min to NYC
My family was in town for a funeral, and we were able to book Victoria's home and save versus booking multiple hotel rooms. The location is minutes of I-95, so the home gave us a nice, central home base with a kitchen to get to everything and feed the kiddos between events. While we weren't looking for a beach trip - we were able to walk to the local beach and enjoy it with our young kids for a few hours over the weekend. The home was clean, comfortable, and worked perfectly for us. Communicating with Victoria was very easy, and check in/out was a piece of cake as there is a lock box on the house. If I need to bring the family back to the Stamford area, we'll definitely want to stay at Victoria's home again! Thanks!
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Home in West Hempstead
4.65 out of 5 average rating, 105 reviewsCozy Home for your Family & Business Trips
We lived in this property for 6 weeks with our kids and loved every moment! The house is very cozy and family friendly, it feels like you're staying in your cousins house. There is plenty of space for kids to hang out, books, and a great kitchen to prep meals. There is a good working space too. The neighborhood is safe and peaceful, and you can walk 10-20 mins and find resturants, parks, and the train station to the city. For members of the Jewish community- you'll find Kosher food and synagogues nearby. The owner was extremely helpful and responsive, they took great care of us and came by several times to help us with what we needed. Our experience was the best we could have hoped for and we hope to be back for another stay. Other reviews mentioned the bathroom doors being see-through, you can just tape some paper on them, it's not a big deal. I highly recommend this property! לישראלים, האזור מאוד יהודי ואפשר להסתובב ולדבר בעברית ללא חשש. יש אוכל כשר ובתי כנסת בקרבת מקום. מומלץ מאוד
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Home in Farmingdale
4.88 out of 5 average rating, 24 reviewsFamily Friendly House! Pool Golf Hottub Beach
This place is absolutely perfect for a large family or multiple families traveling together. The description was exactly as described and everything was easy to figure out/find as details were provided in advance. The host was extremely communicative with us and super responsive when we reached out with a couple of questions. There were AMPLE extra towels & linens available and the kitchen was stocked with the basics. The coffee, pods, teas, etc. were a nice touch and we enjoyed them daily. There were Tide pods available for a few loads of laundry (which was really nice when traveling with a toddler). We found LOTS of board games available which was nice to wind down to in the evenings. We stayed over the Christmas holiday and were pleasantly surprised that there was a lighted Christmas tree awaiting us!! This was a super nice touch and made the holiday feel "real"! We absolutely LOVED our stay and although a little pricey-it was certainly worth every dime spent!! You won't regret it!!
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Home in Philipstown
4.82 out of 5 average rating, 55 reviews*GARRISON GETAWAY*❤️POOL❤️SAUNA,*HOT TUB* STEAM+MORE
We had a lovely weekend at Claudine's. The property is serene. The house is very well equipped and comfortable. We also loved having the sauna. We wanted to grill, but propane was not included in the grill and incurred an extra cost or we had to bring our own tank. For the price and nature of the house, including something like this seems fair. All in all we had a wonderful stay.
Family- and pet-friendly home rentals
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Apartment in Jersey City
4.87 out of 5 average rating, 231 reviewsVictorian; 3bed-8 ppl Easy to NY / parking avail.
Great house and nice owner
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Guesthouse in South Salem
4.94 out of 5 average rating, 273 reviews1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt
This is a charming and cozy place to stay with a very thoughtful host. Some of the little things that we appreciated were the extra pillows, well-stocked kitchen, and coffee table books. We had a marvelous stay and would come back!
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Guest suite in The Heights
4.88 out of 5 average rating, 374 reviewsBeautiful Garden Studio with Easy Access to NYC
Loved staying here. My partner and I will always try to book this location when we visit NYC!
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Apartment in Park Slope
4.85 out of 5 average rating, 411 reviewsSpacious Park Block Gem!
Great location and very responsive communications—thanks!
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Apartment in Ossining
4.95 out of 5 average rating, 411 reviewsHudson River Peaceful Getaway, Explore from here
Very clean and peaceful. Place was larger than i thought. Views were amazing. Would definitely stay here again.
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Cottage in Redding
4.93 out of 5 average rating, 257 reviewsCozy Cottage by the pond
Perfect stay in the coziest cottage! Rose & Jamie were amazing and super helpful and made us feel right at home.
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Home in North Bergen
4.93 out of 5 average rating, 223 reviewsCozy & modern ground floor apt close to NYC.
Denia’s place was really great! We stayed there for a week with friends and it was a nice experience. There’re buses to NYC at a 5 min walk, as well as a bunch of services and restaurants near the place. Denia’s instructions were very clear, and I would recommend it to friends.
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Cottage in Putnam Valley
4.89 out of 5 average rating, 262 reviewsLakefront Cottage near Hudson Valley
We needed a quick and simple getaway from Manhattan and Tony’s place was perfect. Easy to get to from the city and 20 minutes outside Cold Spring, the house is a quaint little gem in the woods with view and access to the local lake. We happened to be there while it was frozen over and took the dog out on the ice. At night, we curled up in front of the TV (easy to bring your own Apple TV or similar device with the WiFi) with a fire in the hearth. We had a great time and I’d imagine in the warmer months it would be even nicer with lake access and hiking trails! :-)
Family-friendly home rentals with a pool
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Barn in Bethel
4.98 out of 5 average rating, 227 reviewsEscape to a Restored New England Antique Milk Barn
This home exceeded my expectations! It definitely felt home away from home, sally was absolutely amazing and helpful! We slept so comfortably. Wish we could’ve stayed longer, we definitely will keep this place in mind when we come back!
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Apartment in Huntington
4.64 out of 5 average rating, 188 reviewsSeparate 1 BR Apt LR/Kitchen Great Area, Pool etc!
Thank you for being the official host of Santa and Mrs Claus this holiday season! They really enjoyed their stay! Robert was a great, friendly host—super helpful and accommodating, especially with getting Santa checked in. The property was exactly as described, with clear instructions that made their stay seamless. Would recommend the property and host
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Apartment in Union
4.9 out of 5 average rating, 309 reviewsSparkling Clean | Onsite Team | Business Amenities
Ave Union is our home in NJ. We always stay here whenever we come to NJ and it has always been the best and still is the best! Everything stated on the descriptions are true and even way better. Nicole has been very attentive and kind to us, including every staff there. I didn't get everyone's names but they all have been the best. We love staying at Ave, it's a very safe location where you could also stroll or jog at the same time, perfect train access right outside the place. Going to NYC has been so easy! We are proud to say that we always will choose Ave, it's got all the things you need and the entire place is so cozy. We are so grateful for everyone's kindness and appreciate you all. I definately recommend this to anyone coming to NJ or NYC. It has always felt like a home and you can even hangout downstairs for some hot drinks. Thank you so much Ave, Nicole, and all the staff and neighbors. See you guys soon again. You guys take care always!
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Apartment in Clifton
4.81 out of 5 average rating, 176 reviewsSparkling Clean Fully Furnished Apt | 24/7 Service
Great location, easy to get to NYC!
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Home in Monroe
4.96 out of 5 average rating, 199 reviewsGarden Level Suite with Beautiful Pool
This was our third stay at Marybeth's, everything was great, as usual. The unit is spacious, clean, and very conveniently located.
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Home in Chester
4.84 out of 5 average rating, 104 reviewsSecluded Spacious NY Getaway w Heated Pool
We had an amazing and relaxing time at Igals beautiful house. The house is set back away from the street for the ultimate private get a way. The kids loved the pool Wich was very refreshing and cool for the hot summer days. Igal was extremely responsive and accommodating to all of our needs! We will definitely be returning in the future:)
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Home in Syosset
4.67 out of 5 average rating, 13 reviewsPrivate Home in Long Island
We had a wonderful stay at Nir’s home. It was very clean and welcoming. The pool was just lovely and much needed on some very warm days. Especially after working hard all day! The kitchen was very well equipped with everything you would need to cook gourmet meals! Nice large subzero refrigerator as well. Very spacious home and well designed for private areas. Air conditioning was fabulous as was hot water in the many bathrooms. Lots of towels for bath and pool .Beds we’re comfortable which was amazing. Close to parkways, grocery and gym. We felt very much at hime. Nir is an outstanding kind host and communicates very well if there is an issue. We hope to stay again in the future! I highly recommend Nir’s home!!!
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Townhouse in Rego Park
4.92 out of 5 average rating, 248 reviewsNew York City Masterpiece
Martha‘s apartment is really nice, with everything one could want, very nicely furnished, well equipped and extremely clean. The neighborhood in Forest Hills is very nice, with a good public connection to the city and all one needs in walkable distance. One thing one should consider is that there is no complete separation of living and sleeping room as the wall is open at the ceiling. The hosts are very nice and responsive. Thank you very much, Martha and Dylan! We will be back.
Quick stats about holiday rentals that are family-friendly in Port Chester
Total rentals
20 properties
Nightly prices starting at
$173 AUD before taxes and fees
Total number of reviews
1.2K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace
Wi-Fi availability
20 properties include access to Wi-Fi
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