Family-friendly vacation rentals in Port Chester

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Port Chester family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
The vibrant exterior of The Appalachian building is showcased, featuring colorful wooden siding and multiple balconies. A sparkling outdoor pool is visible in the foreground, surrounded by lounge chairs and shaded by umbrellas. Lush greenery lines the area, contributing to a welcoming environment.
Condo in Vernon Township
4.96 out of 5 average rating, 171 reviews

One bedroom condo at Mountain Creek Resort

DorisRating, 5 stars1 week ago
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
Top guest favorite
A manicured backyard is displayed, featuring lush green grass bordered by dense trees. A stone pathway leads to a small shed, with a dining table and chairs positioned on the right, complemented by a fire pit on the left and flower beds adding color.
Condo in Williamsburg
4.99 out of 5 average rating, 104 reviews

Charming SunDrenched Retreat w/ Pvt Backyard

AnastasiaRating, 5 stars3 weeks ago
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!!!!
Guest favorite
A sunlit seating area features light-colored, oversized chairs and a round coffee table. Large sliding glass doors open to a view of the forest, enhancing the connection to nature. A minimalistic pendant light hangs elegantly above, while a decorative plant adds a touch of greenery.
Home in Cold Spring
4.95 out of 5 average rating, 323 reviews

Hilltop Hideaway Forest Villa on 13 acres!

JillRating, 5 stars2 weeks ago
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.
Superhost
Sailboats glide across a calm blue sea, with distant shorelines visible under a clear sky. The tranquil waters reflect shades of blue, creating a serene nautical setting that accentuates the beauty of the surrounding landscape.
Home in Shippan Point
4.94 out of 5 average rating, 116 reviews

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

DebraRating, 5 stars1 month ago
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!
Guest favorite
The exterior of the Equestrian Suite is showcased, featuring a two-story structure with a blend of brick and wood. A wrap-around balcony offers scenic views, and lush greenery surrounds the property, complementing the tranquil mountain setting.
Guesthouse in Beacon
4.94 out of 5 average rating, 399 reviews

Cozy Mountainside Suite - Minutes from Beacon

TinaRating, 5 stars1 month ago
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 !
Guest favorite
A spacious living area features a cozy sofa adorned with a throw blanket, set against a stone fireplace. A flat-screen TV is mounted above the fireplace. Nearby, a small dining table with two chairs sits near large windows that offer views of the outdoors.
Condo in Vernon Township
4.94 out of 5 average rating, 846 reviews

Appalachian Lodge Top Floor w/views

SarahRating, 5 stars1 week ago
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!
Top guest favorite
The lakehouse is nestled among tall trees, with a spacious deck overlooking the water. Colorful flowers enhance the natural landscape, while a rocky shoreline leads to tranquil waters. Sunlight filters through the trees, creating dappled patterns on the house and surroundings.
Cottage in Highland Lake
4.97 out of 5 average rating, 327 reviews

The Mountaintop Lakehouse that Time Forgot.

MaryBethRating, 5 stars2 weeks ago
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.
Top guest favorite
A sunlit outdoor deck features a refreshing pool surrounded by lounge chairs adorned with red cushions. Umbrellas provide shade for the seating area, which includes a dining table set for al fresco meals. Nearby greenery complements the scene, with a view of the ocean in the distance.
Apartment in Fire Island Pines
5 out of 5 average rating, 101 reviews

"NORTH APT." Renovated 1 Br Apt. In Great Location

MitchRating, 5 stars9 months ago
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

Top guest favorite
The farmhouse features a spacious front porch with several seating areas and a central entry door. The light-colored exterior is complemented by white trim and sizeable windows. Landscaping includes plant beds with yellow flowers and a decorative rooster statue on the side.
Farm stay in Goshen
4.87 out of 5 average rating, 354 reviews

Bright Farm House- Tranquil setting

AshleyRating, 5 stars3 days ago
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!
Superhost
A light-filled living area features a comfortable sofa adorned with nautical-themed pillows. A wooden coffee table rests on a woven rug, while a stylish floor lamp and wooden chair enhance the space. The ceiling showcases exposed beams, adding character to the room.
Home in Huntington
4.85 out of 5 average rating, 294 reviews

Nautical Farm House on Working Farm with Animals

AnneRating, 5 stars1 month ago
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!
Guest favorite
A cozy bedroom features a spacious bed adorned with decorative pillows. Wood paneling and a macramé wall hanging create a warm ambiance. Soft curtains frame the entrance, while two bedside lamps provide gentle lighting. A comfortable chair sits nearby on wood flooring.
Cottage in Highland Lake
4.94 out of 5 average rating, 192 reviews

Rustic Chic Lake view cottage 50 miles from NYC

ElianRating, 5 stars2 weeks ago
Very peaceful environment. Lisbeth was super kind to us. She was so responsive and very easy to work with. We really recommend this place!
Top guest favorite
A spacious bedroom features a large bed with a textured headboard and decorative bedding. Natural light floods the room through sliding glass doors that lead to a balcony. A patterned chair and side table enhance the inviting atmosphere of the space.
Guest suite in Long Beach
4.91 out of 5 average rating, 559 reviews

Beautiful Retreat by the Beach, La Casita Flora

EldridgeRating, 5 stars1 week ago
Great stay in Long Beach! Walking distance to almost everything, responsive and was flexible to our travel arrangements. Definitely would stay again!
Top guest favorite
A charming house trailer is shown with white trim and multiple windows, surrounded by trees. An outdoor wooden deck features a grill, purple chairs, and a small pumpkin. Steps lead up to the entrance, offering access to the inviting outdoor space.
Farm stay in Fort Montgomery
4.98 out of 5 average rating, 194 reviews

Secluded overlook cottage near West Point

Alec & LauraRating, 5 stars1 month ago
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!
Guest favorite
A bright living room features a light-colored sectional sofa and armchair, complemented by decorative pillows. Large windows allow natural light to fill the space. A dark wooden coffee table sits in the center, with a lamp and decorative items on display.
Apartment in Rockaway Beach
4.95 out of 5 average rating, 168 reviews

Seaside Nest, Rockaway Beach, NY

ErinRating, 5 stars2 days ago
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!
Superhost
A spacious studio features a queen-sized bed adorned with a patterned duvet. A kitchenette with essential appliances and a dining area for four are visible. Bright overhead lighting illuminates the space, while a wall-mounted television provides entertainment options.
Guest suite in The Heights
4.88 out of 5 average rating, 386 reviews

Beautiful Garden Studio with Easy Access to NYC

MathewRating, 5 stars4 days ago
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.
Top guest favorite
A bright sunroom features a round table surrounded by two white metal chairs with blue cushions. Large windows allow natural light to fill the space, showcasing a coastal view. Straw hats are hung on the walls, adding a touch of seaside charm.
Cottage in Fairfield Beach
4.98 out of 5 average rating, 120 reviews

Charming Fairfield Beach 3BR Cottage By The Sea

BriannaRating, 5 stars9 months ago
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

Top guest favorite
A swimming pool is set in a lush green yard, surrounded by trees and flowering plants. Comfortable lounge chairs are positioned nearby, while a large rock adds a natural element to the pool area. The property's main house stands in the background, completing the inviting scene.
Barn in Bethel
4.98 out of 5 average rating, 237 reviews

Escape to a Restored New England Antique Milk Barn

GavinRating, 5 stars2 weeks ago
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.
Guest favorite
A serene view of a private lake is complemented by a well-maintained pool area. Lounge chairs and umbrellas are arranged around the pool, with lush greenery and trees framing the landscape. The clear water of the lake reflects the surrounding nature under a soft, cloudy sky.
Home in Stormville
4.94 out of 5 average rating, 179 reviews

Private Hudson Valley Country Retreat

MarkRating, 5 stars6 months ago
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
Guest favorite
An inviting outdoor area features a pool covered by a green safety cover. Several lounge chairs are arranged around the pool on a stone patio. A large tree provides shade, surrounded by well-maintained greenery and colorful bushes, creating a serene environment.
Home in Stony Brook
4.93 out of 5 average rating, 535 reviews

Spacious Studio Apartment- near SBU

ElizabethRating, 5 stars1 week ago
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!
Top 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
4.97 out of 5 average rating, 201 reviews

Garden Level Suite with Beautiful Pool

GraceRating, 5 stars3 months ago
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!
Guest favorite
A bright living area is presented with a high ceiling and ample natural light. Two armchairs with decorative pillows face a wooden console holding a lamp and television. A modern ceiling fan circulates air above, while a bowl of fruit is placed on the table.
Townhouse in Rego Park
4.92 out of 5 average rating, 260 reviews

New York City Masterpiece

SunnyRating, 5 stars3 weeks ago
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!
Top guest favorite
A charming cottage entrance features a distinctive blue garage door adorned with colorful accents. Two chairs are positioned beside vibrant flower arrangements, inviting relaxation. The building is framed by lush greenery and tall trees, enhancing its cozy and welcoming appearance.
Cottage in West Orange
4.87 out of 5 average rating, 206 reviews

Cozy Pool Cottage

EricaRating, 5 stars2 weeks ago
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.
Superhost
The outdoor courtyard features a resort-style pool surrounded by a spacious sundeck with lounge chairs. Lush landscaping includes vibrant flower planters, and well-maintained greenery enhances the inviting atmosphere. The building's architecture is visible in the background, showcasing a combination of brick and modern style.
Apartment in Franklin Township
4.87 out of 5 average rating, 145 reviews

Great Neighborhood | Resort Amenities | AVE Living

GopakumarRating, 5 stars2 weeks ago
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!
Top guest favorite
The living area is highlighted by a large picture window, offering panoramic views of the slopes. A cozy couch is positioned near a modern fireplace, while a wooden dining table and chairs complete the open concept space. A wall-mounted television enhances the inviting atmosphere.
Condo in Vernon Township
4.92 out of 5 average rating, 361 reviews

Appalachian TOP 4TH FLOOR Studio+ w/amazing views!

RichardRating, 5 stars3 days ago
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

Destinations to explore