Family-friendly vacation rentals in Jamesport

Find and book unique family-friendly homes on Airbnb

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

Family Friendly Springs Beach House

MichelleRating, 5 stars4 weeks 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.
Top guest favourite
Apartment in Fire Island Pines
5 out of 5 average rating, 101 reviews

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

MitchRating, 5 stars8 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
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.
Superhost
Home in Southampton
4.83 out of 5 average rating, 210 reviews

Chic Southampton Retreat – Near Beaches & Village

JamesRating, 5 stars7 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

Superhost
Apartment in Port Jefferson Station
4.84 out of 5 average rating, 289 reviews

The Palm Tree Extended Stay

JeremyRating, 5 stars2 weeks ago
Viviana's place was the perfect stay. It was incredibly clean and included everything you could need. We traveled with our 1-year-old and there was a pack-n-play already setup for him. We felt safe, welcome, and really enjoyed our stay. We appreciated the private entrance, private parking, and clear/detailed instructions. I cannot recommend it more.
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 stars3 weeks 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.
Superhost
Apartment in Milford
4.87 out of 5 average rating, 275 reviews

The Farmhouse Estate Apartment

EmmanuelRating, 5 stars2 weeks ago
The place is wonderful, had a great cozy stay, the beds are comfortable. Would recommend if you’re looking for a place that’s close by all the restaurants and attractions.
Guest favourite
Home in Sag Harbor
4.85 out of 5 average rating, 160 reviews

Sag Harbor House for rent.

MichaelRating, 5 stars8 months ago
Ed was great at communicating, house was everything we could have asked for. Would definitely book again!
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 stars8 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
Top guest favourite
Home in East Hampton
4.95 out of 5 average rating, 230 reviews

Private beach, fully updated house, on 2 acres.

CaitlynRating, 5 stars2 months 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
Home in Water Mill
4.91 out of 5 average rating, 100 reviews

Elegant Modern Artist's Residence

TimRating, 5 stars1 week ago
We had a great time in Water Mill. The house was the perfect size and only minutes away from everything we wanted to do and see. The back yard and deck were super private and beautifully maintained. We recommend staying at this house!
Top guest favourite
Apartment in Sag Harbor
4.93 out of 5 average rating, 148 reviews

Whaling Captain Pierson's Apartment TOO

LizRating, 5 stars1 day ago
The house was beautiful, view was beautiful and of course the location was great. Easy walk into town (about 10 mins) with tons to do when you get there. House was clean and extremely tidy - we loved the charm of having being built in the 1709’s. Paris was friendly and helpful and although he lived on the property (directly above us) we never noticed. It was a very pleasant stay and would definitely go back.

Family-friendly home rentals with a pool

Top guest favourite
Home in North Fork
4.88 out of 5 average rating, 124 reviews

The Perfect North Fork Escape

RenataRating, 5 stars1 week 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.
Guest favourite
Home in Stony Brook
4.93 out of 5 average rating, 527 reviews

Spacious Studio Apartment- near SBU

FabioRating, 5 stars1 week ago
I was there for a conference. From the house, the campus is easily reacheable (also by foot). Gaby and her husband were extremely kind, available and flexible during the whole stay. All the while being very respectful of the intimacy provided by the (bigger than expected!) studio. Thank you again!
Superhost
Home in East Hampton
4.88 out of 5 average rating, 110 reviews

Gorgeous East Hampton Getaway

LisaRating, 5 stars9 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.
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!
Superhost
Home in East Hampton
4.88 out of 5 average rating, 109 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

BrittanyRating, 5 stars8 months ago
The house is beautiful, looks like photos. Stephen is a great host! Overall great stay, could not recommend more!
Guest favourite
Home in Sag Harbor
4.86 out of 5 average rating, 263 reviews

Exclusive Sag Harbor Compound

JennyRating, 5 stars2 weeks ago
The property and house are absolutely gorgeous. It’s spacious, private and still very close to Sag Harbor‘s Main Street. Ben is a great host. Thank you for everything 🙏
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 Southampton
4.96 out of 5 average rating, 169 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

ChristiRating, 5 stars2 weeks 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.

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

  • Total rentals

    40 properties

  • Nightly prices starting at

    $167 CAD before taxes and fees

  • Total number of reviews

    730 reviews

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 properties include access to wifi

Destinations to explore