Family-friendly vacation rentals in Bridgehampton

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Popular amenities for Bridgehampton family-friendly rentals

Family-friendly home rentals with a hot tub

Guest favorite

Home in North Fork

4.97 out of 5 average rating, 203 reviews

Private Oasis W/Stunning Vinyard and Pool Views

KimRating, 5 stars3 weeks 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!
Superhost

Home in North Fork

4.94 out of 5 average rating, 17 reviews

Chic Beach House: Waterfront, Vineyards, Hot Tub

OzanaRating, 5 stars6 months ago
I absolutely fell in love with this place and location. The beach is at your back door. Great restaurant within a few feet of the house. No need to leave the house. Everything is supplied for you. Super clean, beautifully decorated and the most beautiful, peaceful sunsets you could ever hope for. I can’t wait to rebook!!! Wish I could have stayed longer. The property manger was super nice and very accommodating. It was one of the best places I’ve stayed at!
Guest favorite

Home in Sag Harbor

4.95 out of 5 average rating, 93 reviews

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

KeriRating, 5 stars2 months ago
We had a girl's getaway weekend in Sag Harbor. Andrea's home was the perfect spot to stay. Each of the bedrooms had it's own full bathroom which made it nice for each of us to have - especially when we were getting ready to go out. Andreas provided us with fantastic information about restaurants, beaches and wineries. He helped us make the most out of our stay in Sag Harbor. I wouldn't hesitate staying at one of his properties again!
Guest favorite

Home in East Hampton

4.94 out of 5 average rating, 72 reviews

Family Friendly Springs Beach House

ValdaRating, 5 stars3 months ago
Great location. There are several bars and shops within walking distance (beautiful walks around the area including to Dayton Bay). The house is spacious and clean. The backyard is the star. We loved the pool and hot tub. Abby and David are very friendly and responsive. It is located very close to town and about a twenty minute drive to Montauk.
Guest favorite

Cottage in Southampton

4.96 out of 5 average rating, 177 reviews

Secluded Southampton Cottage w/Pool & Spa

RoryRating, 5 stars2 months ago
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!
Guest favorite

Cabin in North Fork

4.86 out of 5 average rating, 98 reviews

Beach & Forest: Cozy Cabin, Hot Tub, Peloton

ShannonRating, 5 stars1 month ago
Very comfortable and lovely home. Wonderful hosts very responsive.
Guest favorite

Home in Shelter Island

4.88 out of 5 average rating, 24 reviews

NEWLY RENOVATED W/ POOL & FIREPLACE

AliciaRating, 5 stars2 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.
Superhost

Home in Southampton

4.83 out of 5 average rating, 210 reviews

Cozy & Chic Summer Getaway near village/beaches

JamesRating, 5 stars2 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

Family- and pet-friendly home rentals

Guest favorite

Cottage in North Fork

4.97 out of 5 average rating, 150 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

JenniferRating, 5 stars3 weeks ago
This is a lovely little beach cottage! We were very comfortable and had a great time! It was wonderful to have our dog with us! The location is beautiful and private, with access to a very special stretch of beach.
Superhost

Home in East Hampton

4.88 out of 5 average rating, 110 reviews

Gorgeous East Hampton Getaway

LisaRating, 5 stars4 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 favorite

Home in Sag Harbor

4.85 out of 5 average rating, 159 reviews

Sag Harbor House for rent.

JamieRating, 5 stars4 months ago
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…
Superhost

Home in Sag Harbor

4.82 out of 5 average rating, 136 reviews

Thanksgiving! Sag Harbor Gem!

LuanaRating, 5 stars3 weeks ago
Loved the place! Clean and comfortable. Had everything we needed. Perfect location near family for the Thanksgiving holiday. The main street w/ restaurants & shops was just 10 min away. Robert and Chris were very responsive and provided detailed instructions and many recs for the village. Very kind! 10/10
Superhost

Apartment in Sag Harbor

4.83 out of 5 average rating, 184 reviews

Pet friendly Apt. Plus cabin, EV charger & sauna.

DonnyRating, 5 stars1 month ago
I booked last-minute for a solo stay, hoping my wife and dog could join mid-week, but logistics didn’t quite work out, but even then was a win/win situation. Bryan was kind, intuitive, flexible, and at ease with my changing plans. And over the next few days, you could see more of how his skills as a contractor, photographer, musician, studio owner, and long-standing good citizen served him in shaping, maintaining, and hosting this place, and offering suggestions about his town and the area. I was carless, but he lent me a good bike, and, walking-wise, it's ten-minute to the Elizabeth Morton Wildlife Refuge. So the main apartment is cozy, private, with its own entrance, doesn't even feel like a part of the main house. Occasionally, I heard a happy dog greet him, or a trace of his gentle guitar, but it was wonderfully quiet overall, especially the yard. The extra cabin with a sauna was a great perk I’d love to enjoy more with family next time.
Guest favorite

Home in East Hampton

4.95 out of 5 average rating, 226 reviews

Private beach Historical House with large property

ChristinaRating, 5 stars1 month ago
Loved our stay! The house was beautiful and we couldn’t have asked for a better view of the sunset from the private beach. Elvira was super accommodating and helpful throughout the weekend.
Guest favorite

Home in East Hampton

4.94 out of 5 average rating, 157 reviews

1800 Historical East Hampton Home, 1 Mile to Town!

DerekRating, 5 stars2 weeks ago
This stay renewed our love of opting for a rental instead of a hotel. Cindy was an amazing host with plenty of wonderful local recommendations, very accommodating check-in and check-out processes, and easy instructions for everything. The house was beautiful and provided quick access to all the Hamptons hotspots and places of interest. We LOVED our stay and would 100% rent this house again. Thank you for making my birthday so special, Cindy!
Guest favorite

Cottage in Montauk

4.92 out of 5 average rating, 251 reviews

Montauk Oceanview Studio 6

SukiRating, 5 stars2 weeks ago
We really enjoyed Ron's cottage. So adorable and cozy. We cannot wait to be back when the weather gets warmer. Thank you Ron!

Family-friendly home rentals with a pool

Guest favorite

Home in East Hampton

4.97 out of 5 average rating, 31 reviews

Pretty East Hampton Village Fringe - Hansom Hills

JonathanRating, 5 stars3 months ago
Cindy is a great host! Her place is peaceful and decorated with quirky art and historical trinkets. The only issue we had was that the pool pump and heater automatically turns off in the evening, and there was no way to turn it on
Guest favorite

Home in North Fork

4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

EricRating, 5 stars3 months ago
We had a wonderful stay. Cute and comfortable house in an amazing location. Very comfortable for a family of 4.
Superhost

Home in Hampton Bays

4.94 out of 5 average rating, 122 reviews

Peaceful Retreat in Immaculate Architect’s House

ChristineRating, 5 stars3 weeks ago
Michael's home was absolutely amazing ! Beautiful, clean , comfortable. You literally feel at home but better ! I absolutely recommend this airbnb . Definitely looking into renting again for the summer to enjoy the pool . Michael is an amazing host , super friendly and very very accommodating. We had a wonderful weekend!
Superhost

Home in East Hampton

4.88 out of 5 average rating, 109 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

BrittanyRating, 5 stars3 months ago
The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!
Guest favorite

Home in East Hampton

4.98 out of 5 average rating, 55 reviews

Summer Fun Modern Light Filled Hamptons House!

AllysonRating, 5 stars4 months ago
Paul and Lori are fantastic hosts! They were incredibly responsive, helpful and kind throughout our entire stay. Any questions we had were responded to in such a timely manner. They went out of their way to give us wonderful recommendations in the neighborhood as well. Their home is beautiful, clean, and has a lot of pretty natural sunlight. We really appreciated all of the extra amenities that were provided (ie multiple phone chargers, Bluetooth speakers, beach chairs, beach towels, kitchen cookware, etc). We had an excellent visit and would highly recommend staying here. Thank you Paul and Lori for your gracious hospitality!
Superhost

Home in East Hampton

4.74 out of 5 average rating, 89 reviews

Clean Home Pool Cent-Loc. Quiet Reserve Pet Friend

AntoineRating, 5 stars3 months ago
Mike is a great host with helpful recommendations and plenty of advice. The house is amazing. Well located, calm, clean and so convenient. The pool is huge and very deep. Everything is perfect. Felt like at home. We will be back
Guest favorite

Home in East Hampton

5 out of 5 average rating, 35 reviews

Stunning Central E. Hampton Home w/ gunite pool.

MatthewRating, 5 stars3 weeks ago
Perfect house for our Thanksgiving gathering. Felt like home. Thank you.
Guest favorite

Home in Sag Harbor

4.85 out of 5 average rating, 261 reviews

Exclusive Sag Harbor Compound

PaulRating, 5 stars1 month ago
Had a great week in Ben’s home. Beautiful property, comfortable, well equipped and plenty of space. Location is perfect, an easy walk to shops and restaurants yet quiet and private. Highly recommend.

Quick stats about vacation rentals that are family-friendly in Bridgehampton

  • Total rentals

    170 properties

  • Nightly prices starting at

    $190 before taxes and fees

  • Total number of reviews

    1.6K reviews

  • Pet-friendly rentals

    100 properties allow pets

  • Rentals with a pool

    150 properties have a pool

  • Rentals with dedicated workspaces

    110 properties have a dedicated workspace

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