Family-friendly vacation rentals in The Hamptons
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Top-rated family-friendly rentals in The Hamptons
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.
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Popular amenities for The Hamptons family-friendly rentals
Family-friendly home rentals with a hot tub
Home in Cutchogue
4.96 out of 5 average rating, 199 reviewsPrivate Oasis W/Stunning Vinyard and Pool Views
I believe this is my 3rd or 4th stay at Deeanna's home; we love it so much for our girls' weekend that we keep coming back! We lucked out with some of the most perfect weather to help us enjoy the backyard. Her house is the perfect distance from some the wineries we enjoy (Croteaux, Borghese, Sannino) and there are some cute local restaurants. Deeanna and her husband are always responsive and made sure to check in on us. We can't wait for next year!
Home in Wading River
4.96 out of 5 average rating, 486 reviewsYour Zen Retreat
What a lovely and well-loved home! Brian’s Zen Retreat was clearly a home made of many personal experiences and memories. Very cozy and unique. The garden and outdoor spaces were lovely and the neighborhood is gorgeous.
Cottage in Southampton
4.96 out of 5 average rating, 176 reviewsSecluded Southampton Cottage w/Pool & Spa
As many other comments have noted, this place is truly exceptional and exceeded my expectations. It was one of the most adorable and quaint cottages I’ve ever seen, beautifully and whimsically decorated but still comfortable enough for my young kids to love and have a ball in. (They especially loved the Halloween decorations and the candy bar!). Thank you for a lovely stay!
Home in Center Moriches
4.98 out of 5 average rating, 195 reviewsWalk to beach and playground. Outdoor hot tub.
Had a good stay at Jay's place. The house was in a quiet neighborhood within walking distance of a small beach with a playground. An ice cream truck even went through the neighborhood during the evening. The house was as pictured and the backyard was larger than we expected. One thing to note is that there are a couple of steps down from the dining room into the kitchen and a step from the entry into the living room- we had a toddler with us so just had to be a bit more cautious as he was playing. The kitchen was well stocked with supplies. A binder with restaurant menus was appreciated and Jay gave some recommendations with our checkin info. Jay was very clear communicator, we didn’t have any issues during our stay.
Rental unit in Sayville
5 out of 5 average rating, 101 reviews"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!!
Home in Southampton
4.83 out of 5 average rating, 210 reviewsCozy & Chic Summer Getaway near village/beaches
We loved our stay at Chandra’s place, it was peaceful, super comfy and was close to everything we needed. It was great to enjoy a few runs locally and come back to the private garden and hot tub in the evening. The property was beautiful and well stocked with towels, soft bedding and kitchen equipment. I’d love to come back again in the future
Home in Westhampton Beach
4.92 out of 5 average rating, 143 reviewsHampton's Haven
This home is top notch!! Esther is truly amazing and everything was excellent. The kitchen is amazing, the basement play area was awesome and the rooms were perfect! I will be staying here again!
Home in Shelter Island
4.96 out of 5 average rating, 163 reviewsShelter island retreat
Alexis was a tremendous host-always available & great to interact with. The house was perfect, had anything & everything needed and was extremely comfortable. I would highly recommend her home to anyone visiting Shelter Island.
Family- and pet-friendly home rentals
Cottage in Riverhead
4.97 out of 5 average rating, 148 reviewsSavor Blazing Ocean Sunsets at a Soothing Beachfront Haven
It’s not easy to travel with two large dogs and I appreciated being able to do that here. We all had the absolute best time. The cottage was beautiful with so much more included than I thought. I brought a lot of stuff in case and really didn’t need it. Listening to the waves at night was just what I hoped for. The boys (my dogs) had a wonderful time swimming all day and lounging in the deck. The list of local areas to check out was spot on though we didn’t get to visit nearly as much as we wanted to. It was just wonderful and relaxing and I so enjoyed a few days away with my husband and two dogs. Thank you so much for making this place available. I hope to come back soon.
Home in East Hampton
4.89 out of 5 average rating, 109 reviewsGorgeous East Hampton Getaway
Wendy’s house is immaculate, tastefully decorated, very spacious and extremely comfortable. Her instructions were clear and her responsiveness immediate. We would absolutely consider staying there again.
Home in Sag Harbor
4.85 out of 5 average rating, 159 reviewsSag Harbor House for rent.
Ed was both proactive and responsive in his communication. Flexible check in time was a plus as well. The house was as described and clean. Great place for a family stay…
Home in Sag Harbor
4.81 out of 5 average rating, 133 reviewsHalloween / Autumn special - Sag Harbor Gem
Robert & Chris’s place was meticulously decorated. It was the perfect balance of comfort and beauty. While our party was only adults, this house is the dream set up for a family vacation. They sent an extremely comprehensive list of recommendations for all of the things we could possibly want to do. We loved our stay and would gladly come back again and again!
Home in East Hampton
4.95 out of 5 average rating, 224 reviewsPrivate beach Historical House with large property
We had a great girls weekend! A good quiet location that is a short drive to the beach and into town! Loved this first trip here!
Home in East Hampton
4.94 out of 5 average rating, 155 reviews1800 Historical East Hampton Home, 1 Mile to Town!
Such a great place to stay!!!
Cottage in Port Jefferson Station
4.81 out of 5 average rating, 426 reviewsThe Red Cottage Circa 1936
Jennifer was a great host. Very responsive. The house is beautiful and quiet. The living room felt very spacious for two people. We loved to see the fishes! Check-in was smooth because Jennifer provided detailed directions. It was a cute cozy retreat from the city!
Cottage in Montauk
4.92 out of 5 average rating, 158 reviewsMontauk Cottage Escape
Can’t say enough great things about our stay. Weather cooperated for us and our accommodations were exactly what we were looking for. Clean, perfect layout, close to downtown. Thank you for letting us use your house.
Family-friendly home rentals with a pool
Home in Bellport
4.95 out of 5 average rating, 37 reviewsGorgeous Bellport Village Getaway with Heated Pool
It was a wonderful stay. We appreciated how open, bright and private this home is with a gorgeous pool and beautiful grounds. We enjoyed walking down to the bay and into town where everyone was friendly and helpful. Jamie was responsive when help needed with something in the house. It was close to family and friends and felt like home. Thank you Jamie for giving us the opportunity to stay in your home. Good luck in future Frank & Sharon
Home in Stony Brook
4.93 out of 5 average rating, 504 reviewsSpacious Studio Apartment- near SBU
Gabys place was perfect. Just the right amount of space, and a beautifully quiet area. Gaby was incredibly kind and understanding, as well as accommodating for us. I look forward to staying again!
Home in Hampton Bays
4.94 out of 5 average rating, 120 reviewsPeaceful Retreat in Immaculate Architect’s House
Our stay here was fantastic! All the amenities that were listed are in fact included and very family friendly. The kids toys was such a plus!! This was my toddlers very first trip and it made the stay more fun for him. This home is spacious, well kept up with, & in a beautiful location. It’s a 10 min walk down to the water and Michael was quick to respond with any concerns or questions. We felt right at home and hope to come back again soon.
Home in East Hampton
4.88 out of 5 average rating, 109 reviewsModern East Hampton Home w/ Heated Saltwater Pool
The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!
Home in Southampton
4.94 out of 5 average rating, 270 reviewsSouthampton Village Classic
When you think "Hamptons" that's exactly what you get with this property. Cedar shakes, white trim, and a beautiful backyard. Because of the landscaping, the property is very private. There are also several walkable restaurants near the house. The train is also right down the street for guests looking to arrive from NYC or looking to head further out to Montauk. I would stay here again.
Home in East Hampton
5 out of 5 average rating, 33 reviewsStunning Central E. Hampton Home w/ gunite pool.
Wonderful stay at a beautiful home in an incredibly convenient and appealing location. Only regret is that because of wedding-related events we couldn't spend more time!
Home in Sag Harbor
4.85 out of 5 average rating, 258 reviewsExclusive Sag Harbor Compound
Great place to stay. We were in the area for business and this was close to our job site location. The location was perfect for our team! The property and house were beautiful! A great place to stay when in the area! Ben was also communicative throughout the whole process - gave lots of suggestions and recommendations for the area - and just a really great host overall! Definitely recommend this property!
Home in East Hampton
4.93 out of 5 average rating, 139 reviewsHeated pool, games room, near beach, kid-friendly
Thank you so much for this great listing. My 7 friends and I had the most amazing time staying at this property. The house has everything we needed. Abigail is very polite and responsive. Prior to check in she provided a very detailed instructions and explanation about the house. The heated pool is absolutely the best. Abigail is a very experienced host. I highly recommended this listing.
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