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Family-friendly vacation rentals in Port Chester

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Popular amenities for Port Chester family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite
The Victorian house, surrounded by blooming daffodils and under a flowering cherry tree, exhibits a charming façade with large wooden doors and a front porch. Natural light enhances the exterior details, creating a welcoming atmosphere in the springtime setting.

Home in Tomkins Cove

4.94 out of 5 average rating, 156 reviews

Hudson Valley Victorian with River Views

GertRating, 5 stars3 days ago
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!

Home in River Vale

4.94 out of 5 average rating, 47 reviews

Cozy Family Chateau Close to NYC avail Longterm

JessicaRating, 5 stars46 months ago
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.
The exterior of a well-maintained three-story brick residence is presented. Two balconies are visible on the upper levels, with a set of stairs leading to a welcoming double-door entrance. A garage is situated at the base, complemented by a clear blue sky overhead.

Apartment in The Heights

4.77 out of 5 average rating, 119 reviews

Business+Family Friendly Balcony Jacuzzi Free Park

LauraRating, 5 stars1 month ago
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!!
Guest favorite
A well-maintained exterior of a home features neatly trimmed shrubbery and manicured lawns. Tall trees provide shade, while a glimpse of Greenwood Lake and nearby boats can be seen in the background under a clear blue sky.

Home in Greenwood Lake

4.96 out of 5 average rating, 27 reviews

The Lakehouse at Greenwood Lake

NancyRating, 5 stars3 months ago
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.
Superhost
A spacious living area is presented with a large sectional sofa, adorned with decorative pillows. A coffee table rests on a colorful floral area rug. Natural light filters in through several windows, creating a warm and inviting ambiance.

Home in Shippan Point

4.94 out of 5 average rating, 114 reviews

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

JonathanRating, 5 stars6 months ago
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!
Superhost
A stone fireplace serves as a focal point, adorned with decorative stockings. Soft lighting highlights the warm tones of the wooden floor and the cozy furnishings surrounding it. Fresh white roses are placed on a small table, enhancing the inviting ambiance.

Home in West Hempstead

4.65 out of 5 average rating, 105 reviews

Cozy Home for your Family & Business Trips

RachelRating, 5 stars2 months ago
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
Guest favorite
A welcoming entryway features a dark front door adjacent to a wooden bench with decorative blue pillows. Above, a shelf displays nautical decor and a clock, while a rustic piece of art hangs prominently on the wall. Baskets provide additional storage.

Home in Farmingdale

4.88 out of 5 average rating, 24 reviews

Family Friendly House! Pool Golf Hottub Beach

KhristaRating, 5 stars1 month ago
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!!
Superhost
The entrance features a welcoming porch with white railings adorned with colorful flower pots. Above, a spacious double door invites guests inside. The yellow exterior provides a cheerful contrast to the surrounding greenery.

Home in Philipstown

4.82 out of 5 average rating, 55 reviews

*GARRISON GETAWAY*❤️POOL❤️SAUNA,*HOT TUB* STEAM+MORE

LauraRating, 5 stars4 months ago
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

Superhost
A dining area features a large wooden table surrounded by colorful chairs. Light streams in through windows adorned with sheer curtains, and a pendant light hangs above. An arched doorway leads to another room, offering glimpses of the home's inviting design.

Apartment in Jersey City

4.87 out of 5 average rating, 231 reviews

Victorian; 3bed-8 ppl Easy to NY / parking avail.

HansRating, 5 stars13 months ago
Great house and nice owner
Guest favorite
A bright sitting room features a cozy sofa with decorative cushions, a rustic wooden table, and an antique cabinet. Natural light filters in through two windows, highlighting the warm wood flooring and colorful area rug that adds character to the space.

Guesthouse in South Salem

4.94 out of 5 average rating, 273 reviews

1795 colonial w private 2 bd rm, 1 bth,LR,Kit apt

ErikaRating, 5 stars2 weeks ago
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!
Superhost
A contemporary bathroom features a glass-enclosed shower with light blue tiles and a horizontal band of beige tiles. A dark wooden vanity with a white sink and silver fixtures complements a wall shelf displaying various toiletries. Natural light enters through an open door in the background.

Guest suite in The Heights

4.88 out of 5 average rating, 374 reviews

Beautiful Garden Studio with Easy Access to NYC

CamilleRating, 5 stars1 day ago
Loved staying here. My partner and I will always try to book this location when we visit NYC!
Guest favorite
A serene backyard space is showcased, featuring a round dining table with four chairs, surrounded by vibrant greenery and colorful foliage. A gas-fired grill sits adjacent to the dining area, with a mix of stone and paved surfaces creating a cozy outdoor ambiance.

Apartment in Park Slope

4.85 out of 5 average rating, 411 reviews

Spacious Park Block Gem!

TobyRating, 5 stars6 days ago
Great location and very responsive communications—thanks!
Guest favorite
An inviting entrance area is highlighted by warm wooden flooring and a decorative area rug. Bright light enters through the front door, illuminating a potted plant and a small side table. A mirror reflects the light, enhancing the welcoming feel of the space.

Apartment in Ossining

4.95 out of 5 average rating, 411 reviews

Hudson River Peaceful Getaway, Explore from here

DanaRating, 5 stars2 days ago
Very clean and peaceful. Place was larger than i thought. Views were amazing. Would definitely stay here again.
Guest favorite
A tire swing hangs from a tree branch, surrounded by a lush green landscape. A paved pathway leads through the yard, bordered by vibrant grass and shrubs. Sunlight filters through the trees, creating a serene outdoor space filled with natural beauty.

Cottage in Redding

4.93 out of 5 average rating, 257 reviews

Cozy Cottage by the pond

LauraRating, 5 stars2 months ago
Perfect stay in the coziest cottage! Rose & Jamie were amazing and super helpful and made us feel right at home.
Guest favorite
A bright living area features a red sofa adorned with decorative pillows, positioned next to a modern coffee table. A world map hangs on the wall, while a dining area with a wooden table and chairs is visible in the background.

Home in North Bergen

4.93 out of 5 average rating, 223 reviews

Cozy & modern ground floor apt close to NYC.

JakobRating, 5 stars3 weeks ago
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.
Guest favorite
The lakeside view captures a tranquil scene with autumn foliage reflecting shades of orange, red, and green along the shoreline. A small dock extends into the water, alongside a boat moored nearby. The cottage, nestled among trees, offers a serene retreat on Lake Oscawana.

Cottage in Putnam Valley

4.89 out of 5 average rating, 262 reviews

Lakefront Cottage near Hudson Valley

MiguelRating, 5 stars2 weeks ago
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

Guest favorite
A comfortable living space is showcased with a large sectional sofa, adorned with decorative pillows. Natural light enters through multiple windows, and a rug with a subtle pattern covers the wooden floor. A modern lamp and stylish side tables add functional decor.

Barn in Bethel

4.98 out of 5 average rating, 227 reviews

Escape to a Restored New England Antique Milk Barn

SamanthaRating, 5 stars1 week ago
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!
Superhost
A serene backyard scene features a clear in-ground pool with a diving board and a fun water slide. Colorful pool floats rest on the water's surface, while outdoor seating with a yellow tablecloth is positioned under an umbrella nearby. Lush greenery surrounds the area.

Apartment in Huntington

4.64 out of 5 average rating, 188 reviews

Separate 1 BR Apt LR/Kitchen Great Area, Pool etc!

Cherry Hill Programs Rating, 5 stars1 month ago
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
Superhost
A welcoming common area features a modern design with a cozy fireplace and ample seating options. Large windows allow natural light to fill the space, creating an inviting atmosphere. A sleek television is mounted on the wall, complementing the contemporary furnishings.

Apartment in Union

4.9 out of 5 average rating, 309 reviews

Sparkling Clean | Onsite Team | Business Amenities

StaceyRating, 5 stars1 month ago
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!
A spacious lounge area is highlighted by modern furnishings, including a large sectional sofa and stylish chairs. A central coffee table anchors the space, while a large window offers a view of the outdoor pool area. Soft lighting enhances the welcoming ambiance.

Apartment in Clifton

4.81 out of 5 average rating, 176 reviews

Sparkling Clean Fully Furnished Apt | 24/7 Service

RichardRating, 5 stars3 weeks ago
Great location, easy to get to NYC!
Guest favorite
A serene pool area features a clear blue in-ground pool surrounded by lounge chairs with red cushions. A vibrant hibiscus flower adds a splash of color, and a slide is visible for added fun. The area is enclosed for safety.

Home in Monroe

4.96 out of 5 average rating, 199 reviews

Garden Level Suite with Beautiful Pool

CarolRating, 5 stars4 months ago
This was our third stay at Marybeth's, everything was great, as usual. The unit is spacious, clean, and very conveniently located.
A well-appointed bathroom features a marble countertop with dual sinks and a large wall mirror. A decorative shower curtain provides privacy, while modern fixtures accentuate the space. Neutral colors create a calming atmosphere, complemented by tiled flooring for easy maintenance.

Home in Chester

4.84 out of 5 average rating, 104 reviews

Secluded Spacious NY Getaway w Heated Pool

AmiRating, 5 stars5 months ago
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:)
A children’s bedroom features light purple walls and wooden flooring. A spacious day bed is adorned with a colorful blue bedspread. A small television is mounted on the wall. A black dresser stands in the corner next to a toy-filled chair and a small shelving unit.

Home in Syosset

4.67 out of 5 average rating, 13 reviews

Private Home in Long Island

KarenRating, 5 stars6 months ago
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!!!
Guest favorite
A modern bathroom features a sleek glass shower with a frosted door, complementing the neutral-colored wall tiles. A white toilet is positioned beside a stylish dark wooden vanity, which includes a rectangular sink and mirror above. Natural light enters through a window.

Townhouse in Rego Park

4.92 out of 5 average rating, 248 reviews

New York City Masterpiece

RonaldRating, 5 stars1 week ago
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 vacation rentals that are family-friendly in Port Chester

  • Total rentals

    20 properties

  • Nightly prices starting at

    $110 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

  • Wifi availability

    20 properties include access to wifi

Destinations to explore