Family-friendly holiday rentals in Montauk

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Montauk 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 stars4 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 days 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!
Guest favourite
Home in East Hampton
4.95 out of 5 average rating, 73 reviews

Family Friendly Springs Beach House

MichelleRating, 5 stars1 week ago
Fantastic stay/fantastic hosts! My adult children and I spent a great weekend hosted by David and Abby. Their place was perfect for us and very comfortable. David reached out and described check in and proactively answered any questions we would have had. We were there in cold weather but I will earmark it for a warm weather stay as it has so many appealing summer amenities! We will stay again for sure.
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 stars1 month 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.
Superhost
Home in Southampton
4.83 out of 5 average rating, 210 reviews

Cozy & Chic Summer Getaway near village/beaches

JamesRating, 5 stars6 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
Superhost
Home in East Hampton
4.76 out of 5 average rating, 134 reviews

Sprawling Hampton Estate w/ Hot Tub +Heated Pool

SarahRating, 5 stars8 months ago
Perfect place to stay in East Hampton! The house is large and can comfortably sleep 15. Backyard is great and Warren was quick to respond whenever we wanted to heat the pool. Location is ideal, very close to East Hampton and Amagansett towns. Very clean as well! I would definitely stay here again and would recommend it to anyone

Family- and pet-friendly home rentals

Guest favourite
Cottage in North Fork
4.97 out of 5 average rating, 151 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

RashaRating, 5 stars6 days ago
We absolutely loved our quick getaway from the city at Kate’s lovely home. It is hard to articulate in words just how beautiful of a home and location this was. It was truly magical. We were very comfortable as a family traveling with young children. Despite the weather being a bit chilly, we had a wonderful time soaking the views and discovering “treasures” by the water. We cannot wait to come back again soon.
Guest favourite
Home in Sag Harbor
4.85 out of 5 average rating, 160 reviews

Sag Harbor House for rent.

MichaelRating, 5 stars7 months ago
Ed was great at communicating, house was everything we could have asked for. Would definitely book again!
Top Guest favourite
Home in East Hampton
4.95 out of 5 average rating, 230 reviews

Private beach, fully updated cottage, on 2 acres.

CaitlynRating, 5 stars1 month ago
This home is beautiful and so spacious! Proximity to East Hampton and Springs, yet very private and peaceful. Couldn’t recommend enough!
Guest favourite
Cottage in Montauk
4.92 out of 5 average rating, 263 reviews

Montauk Oceanview Studio 6

RebeccaRating, 5 stars2 weeks ago
Ron’s cottage was at a perfect location and easily walkable to the beach. The cottage had plenty of space and everything you could need!
Top Guest favourite
Cottage in Montauk
4.92 out of 5 average rating, 159 reviews

Montauk Cottage Escape

JulieRating, 5 stars5 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!
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.
Guest favourite
Home in Montauk
4.88 out of 5 average rating, 206 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!
Top Guest favourite
Apartment in Hampton Bays
4.96 out of 5 average rating, 380 reviews

Private & Cozy Cottage with short walk to beach!

PortiaRating, 5 stars3 weeks ago
Tricia and her husband were so lovely! They were super responsive, kind, friendly, and went above and beyond to make us feel welcome. The cottage was super cozy, clean, and pet friendly. Our dogs loved the private outdoor space. The location was also excellent - a short drive to town in Southampton and Westhampton. Would highly recommend and will definitely be booking again in the future!

Family-friendly home rentals with a pool

Top Guest favourite
Home in North Fork
4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

EricRating, 5 stars7 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, 127 reviews

Peaceful Retreat in Immaculate Architect’s House

ClareRating, 5 stars2 weeks ago
Michael was a great host, friendly, flexible and helpful. The house is beautiful and has all the amenities you would expect. We loved staying there and would definitely like to stay again.
Superhost
Home in East Hampton
4.88 out of 5 average rating, 109 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

BrittanyRating, 5 stars7 months ago
The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!
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 stars7 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 favourite
Home in Sag Harbor
4.85 out of 5 average rating, 262 reviews

Exclusive Sag Harbor Compound

WyattRating, 5 stars5 months ago
We loved our stay here. The house was sparkling clean and the yard was big and beautiful. Can only imagine the vibes here during the summertime when the pool is open!
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 stars7 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
4.84 out of 5 average rating, 31 reviews

Private East Hampton Estate

CokiRating, 5 stars7 months ago
Marks home was beautiful, peaceful and near to so many great areas. The pool and backyard were wonderful and relaxing. We loved it! Highly recommend!

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

  • Total rentals

    540 properties

  • Nightly prices starting at

    $157 AUD before taxes and fees

  • Total number of reviews

    9.3K reviews

  • Pet-friendly rentals

    180 properties allow pets

  • Rentals with a pool

    190 properties have a pool

  • Rentals with dedicated workspaces

    270 properties have a dedicated workspace

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