Family-friendly holiday rentals in Long Island

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Long Island family-friendly rentals

Family-friendly home rentals with a hot tub

Top Guest favourite
Home in Cutchogue
4.97 out of 5 average rating, 206 reviews

Private Oasis W/Stunning Vinyard and Pool Views

RebeccaRating, 5 stars4 weeks ago
We loved staying at this home - it was the perfect place for our group of ten. The outdoor space was definitely the highlight, with the pool & spa being our favorite part of the trip. The only thing to note is that we weren’t supplied quite enough toilet paper or paper towels, though I did not reach out for more - It was the last evening when we ran out and we were leaving early the next morning. The trash requirements were a surprise after booking, but going to the transfer station was easy enough, and it is listed on the house rules. Overall, an excellent stay and would absolutely return!
Top Guest favourite
Home in Wading River
4.96 out of 5 average rating, 504 reviews

Your Zen Retreat

ChrisRating, 5 stars1 week ago
We had an event nearby and Brian’s place was a great base for us. Lovely and peaceful neighborhood. Brian was super responsive and reached out to us when the house was ready(before the official check-in time). Would def recommend to anyone!
Top Guest favourite
Condo in Brooklyn
4.99 out of 5 average rating, 105 reviews

Charming SunDrenched Retreat w/ Pvt Backyard

DeannaRating, 5 stars1 week ago
I felt home at once in this beautifully furnished place. Antony was friendly and welcoming, and I could not have been more comfortable. The neighborhood felt very safe and was not noisy, and I found everything I needed within a short walk. I would not hesitate to stay here again, and although 6 stars is not a rating, I was more comfortable here than at many other places I have rated with a 5. I recommend it without reservation.
Guest favourite
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.
Top Guest favourite
Cottage in Highland Lakes
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 favourite
Apartment in Sayville
5 out of 5 average rating, 102 reviews

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

WilliamRating, 5 starstoday
Fantastic absolutely amazing experience. Jaime was beyond great when it came to professionalism and kindness and responsiveness. Super clean beautiful apartment didn’t miss a trick when it came to anything you might need. This was a top-notch experience. Amazing customer service, beautiful location. Beautiful pool and spa overlooking the ocean We will definitely be back.
Guest favourite
Home in East Hampton
4.94 out of 5 average rating, 163 reviews

1800 Historical East Hampton Home, 1 Mile to Town!

JoshRating, 5 stars1 month ago
This was a great find for a long weekend! It was perfect for our dog as the front- and backyards are fenced in. Wonderful kitchen, great pool and close to town which made for a perfect stay. Cindy gives good recommendations on restaurants and activities and is very responsive if you have any questions.
Guest favourite
Apartment in Brooklyn
4.79 out of 5 average rating, 452 reviews

Newly Renovated Apt w/Parking Space

KevinRating, 5 stars1 week ago
Wonderful place,enjoyed my stay

Family- and pet-friendly home rentals

Superhost
Home in Huntington
4.85 out of 5 average rating, 295 reviews

Nautical Farm House on Working Farm with Animals

BarbaraRating, 5 stars2 weeks ago
Beautiful space both inside and outside. Location connected to the animal farm and bakery was so charming. Location was perfect for the family reunion nearby. Easy parking. Clear communication made the stay seamless.
Top Guest favourite
Guesthouse in South Salem
4.94 out of 5 average rating, 283 reviews

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

AlicjaRating, 5 stars1 month ago
We were stunned by how magical this place was with all it's uniqueness of historic house. Spotless clean, spacious, very friendly owners. Our kids loved running around the back yard and playing board games that were provided. We would definitely come back, the only thing we regret is that we couldn't stay for longer, the area is very picturesque. many thanks!
Guest favourite
Home in Stony Brook
4.93 out of 5 average rating, 535 reviews

Spacious Studio Apartment- near SBU

ElizabethRating, 5 stars2 weeks 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!
Guest favourite
Home in Garrison
4.93 out of 5 average rating, 162 reviews

Hudson Valley Mountaintop Riverview

JacquelynRating, 5 stars3 weeks ago
Mahmoud was a wonderful host. Very responsive, pleasant, and helpful. His home and the views were spectacular, and the koi pond was beautiful. It’s a great location to stay while visiting West Point, as it’s a quick drive across the Bear Mountain Bridge. Our large group felt comfortable and welcomed. One of the bedroom descriptions could have been listed a little clearer because you need to pass through the master bedroom to get to it. Luckily our family was ok with that. We would stay again.
Superhost
Home in East Hampton
4.88 out of 5 average rating, 111 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

MariaRating, 5 stars3 weeks ago
Beautiful home, very clean, spacious and comfortable to stay with the family. We used the grill on multiple occasions and it was easy to use. The fire pitt was also enjoyable. The kitchen was well stocked, would bring own source of caffeine if you’re picky with your coffee though. Stephen, the host was very responsive and easy to reach when asked questions. The one thing I would recommend is to check in with the host if the pool is available to use prior to booking. Overall a great experience, would stay with them again.
Top Guest favourite
Home in East Hampton
4.95 out of 5 average rating, 232 reviews

Private beach, fully updated house, on 2 acres.

TenleyRating, 5 stars3 weeks ago
The house was clean, well-decorated, had all the things we needed, and private, with a long wooded lot leading down to the bay. We women friends were totally comfortable there. When we couldn’t find the entrance to the driveway off the main road, she stayed on the phone & directed us until we found it. Excellent choice!
Top Guest favourite
Cottage in Guilford
4.94 out of 5 average rating, 268 reviews

The Cottage at Indian Cove

ChristineRating, 5 stars1 week ago
Cute and cozy home with lovely outdoor sitting area. Woke up to the sounds of the breeze and chirping birds! You can see the water from out the kitchen windows!
Guest favourite
Apartment in Sag Harbor
4.94 out of 5 average rating, 154 reviews

Whaling Captain Pierson's Cottage

AngeloRating, 5 stars5 months ago
Paris is a wonderful host. His property and cottage is a perfect retreat for two. Charming accommodations with a beautiful view and an easy walk to town. We’ll be back soon! Angelo C.

Family-friendly home rentals with a pool

Top Guest favourite
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 favourite
Home in East Hampton
4.91 out of 5 average rating, 113 reviews

Private & Pristine with Pool and Kid’s Playard

BridgetRating, 5 stars1 week ago
Marta could not have been more accommodating! She was responsive and provided everything we needed. She even went the extra mile and insta cart-ed garbage bags and paper towels when we ran out. She could not have been a kinder host! We had the best weekend and would HIGHLY recommend staying at Marta’s place! We will definitely be back!
Top Guest favourite
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!
Top Guest favourite
Cottage in West Orange
4.87 out of 5 average rating, 206 reviews

Cozy Pool Cottage

EricaRating, 5 stars3 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.
Guest favourite
Home in Sag Harbor
4.86 out of 5 average rating, 267 reviews

Exclusive Sag Harbor Compound

RobertRating, 5 stars3 weeks ago
Benjamins place was a wonderful stay for our family. Coming from the City it was amazing to have so much grass with peace and quiet. It is a short walk to the Main Street and Sag Harbor downtown. We had planned to go out and enjoy some activities during the couple of days we stayed but instead found the place so relaxing we spent most of it in the home. The separate house was nice for a master bedroom and quiet. We would highly recommend this house to anyone wanting to have a relaxing and quiet vacation in the Hamptons near Sag Harbor. Hope to be back again!
Top Guest favourite
Condo in Montauk
4.95 out of 5 average rating, 120 reviews

Deluxe Studio Apt@The Montauk Manor

ChristinRating, 5 stars8 months ago
Just had a wonderful stay at Robert’s place! The place was impeccably clean, and Robert was incredibly responsive and friendly throughout our visit. While the manor has a charmingly vintage vibe and could use a bit of modernization, we truly enjoyed our time there. The warmth of the atmosphere made it feel like a home away from home. We recommend for anyone looking for a cozy getaway!
Guest favourite
Apartment in Montauk
4.86 out of 5 average rating, 111 reviews

Recharge at our Renovated ocean front unit

YoussoufRating, 5 stars8 months ago
Great place ideally located next to town and the view is amazing. highly recommend in particular for short term stay.
Guest favourite
Condo in Montauk
4.83 out of 5 average rating, 178 reviews

Coastline View Studio

AlexaRating, 5 stars4 weeks ago
Fantastic weekend spent in Montauk! Close to everything. Matthew was quick to respond to my questions before we arrived. Would defiantly book again!

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