Family-friendly holiday rentals in Mastic Beach

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Mastic Beach family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favourite
Home in North Fork
4.97 out of 5 average rating, 205 reviews

Private Oasis W/Stunning Vinyard and Pool Views

RebeccaRating, 5 stars3 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!
Guest favourite
Home in The Hamptons
4.95 out of 5 average rating, 98 reviews

Sag village, 4 en-suite BRs, hot tub, beach 5 mins

AnthonyRating, 5 stars1 month ago
We had a wonderful weekend. Great place to stay. Would recommend it highly.
Top guest favourite
Cottage in The Hamptons
4.96 out of 5 average rating, 186 reviews

Secluded Southampton Cottage w/Pool & Spa

AmandaRating, 5 stars1 month ago
This house was the perfect place to enjoy a peaceful stay with our three young daughters. The grounds were in beautiful bloom during our time which made all of the outdoor time even more enjoyable. From the large yard, to the hot tub and the fire pit we enjoyed staying at the property as much as exploring the area. I appreciated the well equipped kitchen and the high quality bedding. Would love to return during the summer when the pool is open and the patios were all ready for the warm weather.
Superhost
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!
Top guest favourite
Home in Bellport
4.93 out of 5 average rating, 72 reviews

Bellport Home: Pool, Hot Tub & Ping-Pong Oasis

AnnaRating, 5 stars2 weeks ago
We had a great time in David and Claires beautiful house in Bellport. Such a nice place and perfekt location for daily trips by the coast with stops on the way out to the Hamptons. Or a daytrip to the city, close enough. Nice and quiet location, the house is very cosy and a lot of space for a bigger family or perfect for family reunion. We loved the ping pong table and other activitites as the pool, jacuzzi and the outdoors. If the weather had been better we would have used the facilities outside more for sure. We would love to come back to the house again. David and Claire are excellent hosts, very helpful and quick at responding.
Top guest favourite
Home in North Fork
4.96 out of 5 average rating, 55 reviews

Mattituck Dream House - Summer Rental Opportunity

NaomiRating, 5 stars3 days ago
Kathy was an amazing host. She was communication and helpful with everything we needed or asked for. Her place was absolutely incredible. Would definitely stay again!
Superhost
Home in The Hamptons
4.83 out of 5 average rating, 210 reviews

Chic Southampton Retreat – Near Beaches & Village

JamesRating, 5 stars8 months ago
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
Guest favourite
Home in The Hamptons
4.93 out of 5 average rating, 149 reviews

Hampton's Haven

DavidRating, 5 stars1 week ago
Esther is hands down one of the finest hosts we have had, and her house is beautiful and was spotless upon arrival and everything worked from pool to hot tub to grill etc... Area is very quiet. great place to relax with a mature group of friends or with your family. Esther was always responsive. Me and my crew have been renting houses for over three decades (Way before AirBnB). Esther is at the top of the list hands down. Thank you for everything. Will 1000% be back. ANd you shuld rent there too. You will not be disappointed.

Family- and pet-friendly home rentals

Superhost
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 favourite
Home in The Hamptons
4.85 out of 5 average rating, 162 reviews

Sag Harbor House for rent.

FredRating, 5 stars1 week ago
This place checked all the boxes. Very clean and comfortable home and a short uber ride to downtown Sag Harbor. Nice big yard for relaxing after a long day on the boat. Will definitely stay here again. Great host and a great place
Top guest favourite
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!
Guest favourite
Home in The Hamptons
4.95 out of 5 average rating, 212 reviews

Rex- East Hampton Cottage- 5 stars

GustavoRating, 5 stars2 weeks ago
John’s place in East Hampton was perfect for our MDW getaway. Beautiful property, clean and cozy cottage, and very close to restaurants and bay beaches. Great area for running. John was great and very helpful throughout our stay. Highly recommend!
Top guest favourite
Home in The Hamptons
4.95 out of 5 average rating, 232 reviews

Private beach, fully updated house, on 2 acres.

TenleyRating, 5 stars2 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!
Guest favourite
Flat in Shelter Island Heights
4.91 out of 5 average rating, 247 reviews

Squire Chase House

PaigeRating, 5 stars2 days ago
Jason was a great host. Very responsive to any questions we had while staying on Shelter Island. The location is great - easy walk from the North Ferry and central to great restaurants. Airbnb was exactly as pictured. Would definitely stay again! Thanks again Jason!
Guest favourite
Home in The Hamptons
4.91 out of 5 average rating, 103 reviews

Elegant Modern Artist's Residence

AkashRating, 5 stars2 weeks ago
We had a great time at Betsy's place. The home was beautiful and had an artistic charm, even better in person than in the photos. The location was perfect - close enough to town and yet felt private. We had a great time and would highly recommend this place. I'm looking forward to being back here in the future.
Guest favourite
Home in North Fork
4.93 out of 5 average rating, 113 reviews

Maritime Village Getaway with Backyard

LauraRating, 5 stars2 weeks ago
I stayed at Mary's rental with my sister's family including a 4yo and 6yo, as well as my 72yo mother and the house was a perfect fit! The downstairs bedroom and full bath were perfect for mom to avoid the steep stairs, and the house was well equipped with a ton of kids books and some toys. Proximity to town was the highlight, we were easily able to walk with the kids which was perfect since the weekend was too chilly for the beach. Mary was responsive if needed but the house is well stocked and easy to navigate so we felt at home right away. I will absolutely be renting from Mary again!

Family-friendly home rentals with a pool

Guest favourite
Home in The Hamptons
4.92 out of 5 average rating, 112 reviews

Private & Pristine with Pool and Kid’s Playard

BridgetRating, 5 stars2 days 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!
Guest favourite
Home in North Fork
4.87 out of 5 average rating, 126 reviews

The Perfect North Fork Escape

RenataRating, 5 stars1 month ago
Laurie’s home was the perfect size for our girls weekend to celebrate the bride. The patio was extensive and comfortably fit all of us for a hibachi chef and dinner. It was a quick drive from the house to the wineries, which was fantastic.
Superhost
Home in The Hamptons
4.88 out of 5 average rating, 110 reviews

Gorgeous East Hampton Getaway

LisaRating, 5 stars10 months ago
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.
Guest favourite
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!
Guest favourite
Home in The Hamptons
5 out of 5 average rating, 45 reviews

Hamptons Getaway/ Backyard OASIS/Monthly available

MichaelRating, 5 stars9 months ago
Great vacation…the house and pool were very enjoyable and relaxing. The pool was always heated, the host was always responsive and the area was close to some great restaurants and beaches. Thanks again
Guest favourite
Home in The Hamptons
4.86 out of 5 average rating, 266 reviews

Exclusive Sag Harbor Compound

RobertRating, 5 stars2 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!
Superhost
Guest house in Shelter Island
4.96 out of 5 average rating, 115 reviews

Waterfront carriage house studio

FernRating, 5 stars8 months ago
John was a perfect host! Friendly, responsive and made us feel welcome. I took my 9 year old son and we had a great time fishing off the dock and kayaking. The kitchenette is lacking if you want to cook any meals but it didn’t matter in our case. Absolutely beautiful location!
Guest favourite
Home in North Fork
4.96 out of 5 average rating, 112 reviews

Quiet, Upscale Retreat by the Beach with Pool

JoanneRating, 5 stars2 months ago
We had a lovely stay at Eric's home. The home exceeded our expectations and we felt right at home. The decor was warm and inviting. Everything you could possibly need was in the stunning, modern kitchen. The beds were all comfortable and we slept very well. The property was very peaceful. We enjoyed seeing deer, turkeys and hawks each day. The fixtures in the home were modern, clean and high-end. It was great being so close to Greenport with it's wonderful restaurants and shops. We can't wait to return.

Quick stats about holiday rentals that are family-friendly in Mastic Beach

  • Total rentals

    20 properties

  • Nightly prices starting at

    ₹10,277 before taxes and fees

  • Total number of reviews

    1.1K reviews

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    20 properties include access to wifi

  • Popular amenities

    Kitchen, Wifi and Pool

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