Family-friendly holiday rentals in Westhampton

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Westhampton family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favourite
Home in North Fork
4.97 out of 5 average rating, 203 reviews

Private Oasis W/Stunning Vinyard and Pool Views

KimRating, 5 stars5 months ago
This is the 2nd Thanksgiving weekend we spent at Deeanna's. Her home is beautiful, comfortable and each detail is thought though in the best way. Deeanna went above and beyond to accommodate my family and we are so grateful to her. The kitchen is perfection and the bedrooms are lovely and comfortable. The scenery and views are breathtaking. Overall, this home is a total gem. Thank you, Deeanna! We hope to come back next year!
Top guest favourite
Home in Wading River
4.96 out of 5 average rating, 501 reviews

Your Zen Retreat

AliciaRating, 5 stars2 weeks ago
This getaway was very last minute and there was huge importance on it because I needed some time away and because I had never booked an Airbnb before. I wanted to make sure that my family and I were able to be someplace peaceful and have a really good time and Brian’s home provided just that. The stay was so much more than we expected and Brian was absolutely amazing. He’s super responsive and accommodating. Hoping to stay here again in the near future!
Superhost
Home in Shippan Point
4.94 out of 5 average rating, 115 reviews

OCEAN COAST LUXURY BEACH HOUSE/45 min to NYC

DebraRating, 5 stars3 weeks 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
Flat in Fire Island Pines
5 out of 5 average rating, 101 reviews

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

MitchRating, 5 stars7 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!!
Guest favourite
Cabin in North Fork
4.86 out of 5 average rating, 102 reviews

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My

AllisonRating, 5 stars3 months ago
We had a fabulous time! Can't wait to come back. Was equally perfect for two toddlers as it was for four adults! Beautiful property, amazing hot tub, comfortable beds, great kitchen... everything was lovely.
Guest favourite
Home in East Hampton
4.94 out of 5 average rating, 161 reviews

1800 Historical East Hampton Home, 1 Mile to Town!

RichardRating, 5 stars1 month ago
Cozy and pretty home, all ready for a chill weekend. Cindy is super nice and easy to work with. Very generous too. The 2 pups loved the fenced in yards. Kitchen/dining room space is big and bright and awesome to hang out or read in the corner nook. I am sure the backyard and pool would be great in summer. Beds were comfortable. Thank you Cindy!
Guest favourite
Home in Shelter Island
4.88 out of 5 average rating, 24 reviews

Newly Renovated w/ Pool, Hot tub & Fireplace

AliciaRating, 5 stars6 months ago
We had a wonderful stay at Jennifer’s place. It was.l beautiful, immaculate, and incredibly well equipped—especially for kids with the plethora of games and toys. Jennifer was responsive and a great host. The house is on a serene, dead-end street, and outdoor area is perfect for kids.
Guest favourite
Home in East Hampton
5 out of 5 average rating, 16 reviews

Captains Quarters | July avail!

PeterRating, 5 stars2 months ago
This house served our family very well for a multi-month stay. The house and property are just like the photos and all the amenities were great to have. Would recommend staying here if you are looking for a quiet place near the water in East Hampton. Petra was always very responsive with anything we needed and was an excellent host.

Family- and pet-friendly home rentals

Superhost
Home in Huntington
4.85 out of 5 average rating, 292 reviews

Nautical Farm House on Working Farm with Animals

MaryannRating, 5 stars2 weeks ago
Been here twice. It’s becoming a lovely family tradition! The kids loved being able to see the animals everyday :) The only downside is one of the beds is bit soft - my husband has a sensitive back and said it bothered him.
Guest favourite
Home in North Fork
4.91 out of 5 average rating, 104 reviews

Cozy Farmhouse Retreat in North Fork, NY

MarisaRating, 5 stars1 month ago
This was a great find! I booked this Airbnb for myself and 4 other girls and there was plenty of room and space for us to hangout, sleep, and get ready. Walkable to town. Extremely clean and had all the amenities you would need for a short weekend getaway. Marianne and Steven were very responsive whenever I had a question. I would totally book this Airbnb again!
Guest favourite
Cottage in Montauk
4.92 out of 5 average rating, 267 reviews

Montauk Oceanview Studio 6

LissaRating, 5 stars1 week ago
This place is amazing. The beach is a 3 minute walk through the dunes. The beach itself is in an area with less density. The space of the studio itself is bigger than comes through in the photos with high ceilings and perfect set up for a peaceful and relaxing beach get-away. Comfortable bed.
Top guest favourite
Home in Stamford
4.98 out of 5 average rating, 232 reviews

Bright Stylish Chic 4BR 4BA Home

ShefaliRating, 5 stars1 month ago
We had a wonderful time at Deirdre’s place which was a last minute booking. She was very responsive and we felt so much at home, with everything we needed to keep our family of 5 safe and occupied. We especially loved the playroom and books for all ages. The backyard tire swing and bird watching was a hit with my bigger kids too. There was lots of space to spread out if we had come with more family as well. Great stay- thank you again, Deirdre!
Top guest favourite
Cottage in Montauk
4.92 out of 5 average rating, 159 reviews

Montauk Cottage Escape

JulieRating, 5 stars6 months ago
Wonderful time staying at Milton and Megan's. The location was perfect and the home had everything we needed and more to work remotely for the week. Thank you!
Guest favourite
Home in Southampton
4.96 out of 5 average rating, 169 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

ChristiRating, 5 stars1 week ago
We had a wonderful two day stay at Roger and Amy’s place. It was fantastic- such a beautiful, inviting home. Our kids had a blast in the heated pool- we could barely get them to come out despite it being under 60 degrees out! The kitchen was stocked with more than just kitchen basics- the spice cabinet had soo many different choices ! It was probably the most perfect AirBnb experience I’ve had and we travel plenty.
Top guest favourite
Guest suite in Fairfield
4.94 out of 5 average rating, 413 reviews

Private Studio Apartment; Kitchen; Fully Furnished

LizRating, 5 stars2 weeks ago
Space was comfortable and clean. Hosts were super responsive. Greatly appreciate the fruit, coffee and light breakfast foods provided. Such a huge help when traveling!
Guest favourite
Home in Montauk
4.88 out of 5 average rating, 207 reviews

Casa Bungo | Walk to Surf Lodge, Beach & Town!

TristaRating, 5 stars1 month ago
We had a wonderful stay at Steffen & Sara's charming bungalow! The location was incredibly convenient, check in was a breeze, and the house was comfortable, well-appointed, and inviting. The house was meticulously clean and well-maintained. Steffen & Sara were incredibly responsive and accommodating, making sure we had everything we needed for a great stay. We would absolutely stay here again and highly recommend it to anyone looking for a great place to stay in the area!

Family-friendly home rentals with a pool

Superhost
Home in New London
4.91 out of 5 average rating, 178 reviews

Sunset Oasis 1 @ Ocean Beach: $1Mil View 6 Queen

DanielRating, 5 stars4 months ago
Great spot, would definitely stay again.
Top guest favourite
Home in North Fork
4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

EricRating, 5 stars8 months ago
We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.
Guest favourite
Home in Stony Brook
4.93 out of 5 average rating, 524 reviews

Spacious Studio Apartment- near SBU

ElvisRating, 5 stars2 weeks ago
Great place to stay. There are occasional noises upstairs but area is nice and weight. Unit was very clean as well.
Superhost
Home in Hampton Bays
4.95 out of 5 average rating, 128 reviews

Peaceful Retreat in Immaculate Architect’s House

TheanoRating, 5 stars2 weeks ago
We had an amazing stay at Michael’s Airbnb this past weekend! The space was exactly as described—clean, cozy, and well-equipped with everything we needed. Michael was a fantastic host: super responsive, thoughtful, and made us feel completely at home. The location was perfect for a relaxing getaway, and the setting was even more beautiful in person. Would absolutely stay here again—thank you for a wonderful experience, Michael!
Top guest favourite
Home in Hampton Bays
4.98 out of 5 average rating, 126 reviews

Beach House Feel - newly renovated backyard Oasis

LaurenRating, 5 stars8 months ago
We absolutely loved staying at Christine’s beautiful home! The place was immaculate, and we particularly enjoyed the pool and fire pit. The location was perfect—situated in a quiet neighborhood, close to great restaurants, and within walking distance of the water. Christine was an amazing host, letting us check in early and check out late. She also texted to make sure we had everything we needed and were enjoying our stay. She even stopped by to share some great recommendations and ensure we knew how to use the house and pool code. We had a fantastic experience and would highly recommend this Airbnb to anyone looking for a relaxing and enjoyable stay!
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 stars1 month 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.
Guest favourite
Home in East Hampton
4.93 out of 5 average rating, 148 reviews

Large heated pool, games room, near private beach

AnuradhaRating, 5 stars2 weeks ago
We had a fun weekend at Abigail 's place. The house is in a quiet cul de sac - exactly what we were looking for. There is a private beach a 15 min walk away that the kids loved. Host was very responsive and house was clean and stocked. thanks for having us!
Top guest favourite
Home in East Hampton
4.93 out of 5 average rating, 137 reviews

Walk to East Hampton Village & Ocean Beaches

NatashaRating, 5 stars7 months ago
Such a charming and cozy house, the photos don’t do it justice! Clean, well appointed, and comfortable. We had everything we needed and felt right at home. From the house we were able to walk to the beach (about 30-40 minutes along a safe route with sidewalks). The town is a quick 5 minute drive. We enjoyed the pool and the beautiful lawn. Ed made the whole experience seamless by being super responsive and helpful whenever we had a question.

Quick stats about holiday rentals that are family-friendly in Westhampton

  • Total rentals

    190 properties

  • Nightly prices starting at

    £75 before taxes and fees

  • Total number of reviews

    2.1K reviews

  • Pet-friendly rentals

    90 properties allow pets

  • Rentals with a pool

    130 properties have a pool

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

Destinations to explore