Family-friendly vacation rentals in Flanders

Find and book unique family-friendly homes on Airbnb

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Popular amenities for Flanders family-friendly rentals

Family-friendly home rentals with a hot tub

Top guest favorite
Home in North Fork
4.97 out of 5 average rating, 206 reviews

Private Oasis W/Stunning Vinyard and Pool Views

RebeccaRating, 5 stars1 month 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 favorite
Home in Wading River
4.96 out of 5 average rating, 505 reviews

Your Zen Retreat

ChrisRating, 5 stars2 weeks ago
We had an event nearby and Brian’s place was a great base for us. Lovely and peaceful neighborhood. Brian was super responsive and reached out to us when the house was ready(before the official check-in time). Would def recommend to anyone!
Guest favorite
Home in Sag Harbor
4.95 out of 5 average rating, 99 reviews

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

AshleyRating, 5 stars2 days ago
Andreas’s place was everything it described and then some. It was modern, nicely air conditioned and had 4 amazing bedrooms each with a private bathroom. The kitchen was functional and open to the dinning area. It had a lovely wrap around porch in front and patio in back with grill, hot tub and outside seating. As well as two lounge chairs. It was only a short drive into Sag Harbor yet it was in its own little neighborhood were we could walk 6 minutes to a private beach!
Top guest favorite
Cottage in Southampton
4.96 out of 5 average rating, 188 reviews

Secluded Southampton Cottage w/Pool & Spa

AlinaRating, 5 stars2 weeks ago
We had a fantastic girls weekend in Southampton and loved Anthony's cottage. It was so beautifully decorated and cozy. We throughly enjoyed mornings with coffee and books in the sun room.
Top guest favorite
Apartment in Fire Island Pines
5 out of 5 average rating, 102 reviews

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

WilliamRating, 5 stars1 week ago
Fantastic absolutely amazing experience. Jaime was beyond great when it came to professionalism and kindness and responsiveness. Super clean beautiful apartment didn’t miss a trick when it came to anything you might need. This was a top-notch experience. Amazing customer service, beautiful location. Beautiful pool and spa overlooking the ocean We will definitely be back.
Guest favorite
Home in East Hampton
4.94 out of 5 average rating, 164 reviews

1800 Historical East Hampton Home, 1 Mile to Town!

BenRating, 5 stars2 weeks ago
This was one of the most thoughtful airbnb experiences I have ever had. The attention to detail was extraordinary. Cindy provided everything you could need -- a perfectly stocked kitchen, umbrellas, sunscreen, bug spray, first aid, yard games, pool floats etc. The house was just as charming -- if not more charming -- than the pictures. Super private but also great location with proximity to a CVS, grocery store and main street in East Hampton. Cindy was also very communicative and laid everything out super clearly with great recommendations etc. We are already planning our next trip!
Top guest favorite
Home in Southampton
5 out of 5 average rating, 43 reviews

Wooded Oasis and Guest House in Hamptons!

KarenRating, 5 stars4 weeks ago
We enjoyed a lovely stay in the beautiful home. Josh was easy to reach and flexible with our requests.
Top guest favorite
Home in North Fork
4.96 out of 5 average rating, 57 reviews

Mattituck Dream House - Summer Rental Opportunity

CharlesRating, 5 stars1 week ago
Hi, we had a great stay with plenty of space for all of us. We all loved the fresh flowers on the living room table. The roses were a beautiful touch! The place was very clean to which my mother-in-law said it at least 4 times a day! LOL The bedrooms were set up so neatly when we arrived (very impressive). The kitchen had all the necessary utensils we needed and more. Great weekend! Thank you.

Family- and pet-friendly home rentals

Superhost
Apartment in Port Jefferson Station
4.84 out of 5 average rating, 293 reviews

The Palm Tree Extended Stay

NatashaRating, 5 stars4 weeks ago
Clean, spacious, private basement apartment with some natural light. Very comfortable bed. Lovely backyard. Quiet, green residential neighborhood. Within 10 minute driving distance from Port Jefferson town center.
Guest favorite
Home in Sag Harbor
4.85 out of 5 average rating, 162 reviews

Sag Harbor House for rent.

FredRating, 5 stars3 weeks 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
Guest favorite
Home in East Hampton
4.95 out of 5 average rating, 215 reviews

Rex- East Hampton Cottage- 5 stars

LoelRating, 5 stars1 week ago
I had a very nice stay at the Rex. It is dog friendly and very clean. Although my space was private, there are other rentals nearby and it had a camp like feel. I would stay there again if need be.
Guest favorite
Apartment in Sag Harbor
4.94 out of 5 average rating, 156 reviews

Whaling Captain Pierson's Cottage

JennyRating, 5 stars1 week ago
This was my second time staying in Paris' cottage and it was just as charming and lovely as the first time. The cottage is set back from the road, nestled in a charming neighborhood. It's a very comfortable, quiet and peaceful place with a beautiful view and privacy. The center of Sag Harbor - with shops, restaurants and a sweet movie theater - are all walking distance from the cottage! Thank you for another great stay, Paris!
Top guest favorite
Home in Noank
4.99 out of 5 average rating, 117 reviews

Unique Retreat w/Private Patio, 4 King Beds & BBQ

AngelaRating, 5 stars1 week ago
We had a wonderful family stay a this home to visit some local kid attractions including the aquarium. Hope is a fantastic host - great communication, friendly and accommodating. The house itself was roomy for our group. It was clean and very well appointed with all the basics you need to be comfortable. The four king sized beds was really nice. No fighting over rooms! Our kids enjoyed the chalk and bubbles that were left outside and playing in the yard. The deck is also a nice space although we didn’t get to use it due to weather. I would definitely recommend this home.
Guest favorite
Home in North Fork
4.93 out of 5 average rating, 115 reviews

Maritime Village Getaway with Backyard

SvetlanaRating, 5 stars2 days ago
Great stay! Very nice and accommodating host. I loved the fenced in yard and so did my toddler/dogs. The place is actually better then the photos. Will happily return in the future.
Guest favorite
Guest suite in North Fork
4.92 out of 5 average rating, 157 reviews

GREENPORT RETREAT- PRIVATE 2 BR APT w/ PRIV BEACH

AmberRating, 5 stars1 month ago
We love staying at George’s place, it feels just like home away from home for us. We’ve visited this property several times over the years, most recently with our son who’s now old enough to fully enjoy the yard on his own. He had a fantastic time playing outside, talking to the deer and rabbits that came to visit. We even saw some turkey vultures! Overall a solid place to stay and it’s become somewhat of a family tradition. Thank you George!
Guest favorite
Cottage in Guilford
4.93 out of 5 average rating, 273 reviews

Charm + location. Walk to beach, town, & harbor.

MaryRating, 5 stars3 weeks ago
Jeanne's place was perfect for my trip to Guilford. Excellent location, close to the Green and to the water, quiet, peaceful. The house had everything I needed and more, Jeanne was super responsive and kind, and the bed was comfortable.

Family-friendly home rentals with a pool

Superhost
Home in New London
4.91 out of 5 average rating, 181 reviews

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

SarahRating, 5 stars1 month ago
Great place,very convenient for entire extended family to be in town for college graduation weekend. Very large and open common area and kitchen for gathering for meals and celebrating all together.
Guest favorite
Home in East Hampton
4.91 out of 5 average rating, 113 reviews

Private & Pristine with Pool and Kid’s Playard

BridgetRating, 5 stars2 weeks 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 favorite
Home in North Fork
4.87 out of 5 average rating, 127 reviews

The Perfect North Fork Escape

JodieRating, 5 stars3 weeks ago
Everything was perfect for our girls weekend. This is the 3rd time we’ve used Laurie’s house and there’s obviously a reason we keep coming back. Can’t wait to go again.
Superhost
Home in East Hampton
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.
Superhost
Guesthouse in Shelter Island
4.96 out of 5 average rating, 115 reviews

Waterfront carriage house studio

FernRating, 5 stars9 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 favorite
Cottage in Montauk
4.91 out of 5 average rating, 599 reviews

Montauk Oceanview

ChristopherRating, 5 stars1 week ago
My girlfriend and I had an amazing time at Ron’s Cottage, it was beautiful and incredibly peaceful, very easy to get around steps from the beach. Listening to the waves crash on the beach from the kitchen was my favorite part. 10/10 wound stay again!
Guest favorite
Home in East Hampton
4.93 out of 5 average rating, 140 reviews

Walk to East Hampton Village & Ocean Beaches

BritteRating, 5 stars1 month ago
Ed was a great, communicative host, and the place was cozy for four of us during a week-long work trip!
Guest favorite
Home in North Fork
4.96 out of 5 average rating, 112 reviews

Quiet, Upscale Retreat by the Beach with NEW Pool

JoanneRating, 5 stars3 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.

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