
Family-friendly holiday rentals in Long Island
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Top-rated family-friendly rentals in Long Island
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Popular amenities for Long Island family-friendly rentals
Family-friendly home rentals with a hot tub

Amazing view, eagles, hot tub, 1 mi walk from Bath
Sometimes photos just don't do the real thing justice, and this is the case with this property. The property and the views are truly spectacular! The home is huge and has everything you could ever need to live for a week or more. The porch, especially the screened in portion are magnificent and the hot tub was a perfect way to finish up a great day. We had so many plans to adventure out, but found ourselves wanting to stay and enjoy the pristine yard or just sit on the porch and enjoy each others company, we didn't want or need to leave. Having coffee and watching eagles fly by over the river was truly spectacular. Judy is one of the nicest, easiest hosts we have had the pleasure to work with and truly appreciates your patronage. And Hugh's journal on all things Graywood is a lifesaver. Not only would we return again, but we look forward to it.

Stunning & Spacious 6BR Waterfront House + Hot Tub
The house was perfect for our group of 12. It was spacious and well-cared for. While not located in downtown Portland, it was just minutes away by car. There was ample parking in the driveway and on the street. Meghan was a very responsive and flexible host. We had a great time.

Falmouth 3br near Town landing
David and Valle’s house is welcoming, and it was just right for our family get-together. The kitchen is very well set up for cooking, and the counter is both beautiful and a great place for gathering and conversation. There are many lovely touches in the house. We appreciated the yard and gardens, and our dog loved the walking trail. The location is peaceful but just a few minutes from Portland. David communicated well and offered helpful ideas for our visit.

Tree Dwelling with Water Views & Cedar Hot Tub (2)
Beautiful spot to stay at, we didn’t get so lucky with how weather panned out but it didn’t take away from the experience we had. Would recommend to anyone!

Best backyard in N Conway w/ hot tub, game room...
We spent a lovely few days at this property enjoying the winter weather at its finest. The house is close to everything but still felt private and cozy. A great choice for families!

Cozy hot tub haven
Nice stay, nice host, lots of recommendations in binder for things to do. Nice hot tub. Cozy place and location. DQ right across the street.

Hot tub with country setting, close to village.
House was as listed, great location in a beautiful area. Plenty of amenities and host was helpful and responsive leading up to and during my stay.

Riverfront Luxury in the woods, Million $ Views.
Jon’s cabin is a beautiful place to get away from it all. Very comfortable and well designed. We had everything we needed to cook and hole up for a few days. If you decide to drive to the lake, I would recommend 4WD. We had a truck but were not aware of how soft the ground was and ended up needing to be towed out. Still highly recommend! Enjoy your stay!
Family- and pet-friendly home rentals

Private Hill Top Apartment/w One Car Driveway
This was a perfect stay for our 2 days in Portland. We could walk everywhere from the apartment. There were plenty of options for restaurants nearby.

McKeen's Riverside Retreat
We have stayed at Jackies place twice now and enjoyed it just as much this time as the last. Even though it rained for two days the house is plenty big enough to spread out. We had to change our reservation days twice because of circumstances and Jackie was very accomidating..

Charming Victorian farmhouse 1880's bedrooms-2
Marcia’s place was exactly what we needed for the week. Convenient location in town with several walkable dining options. So happy we chose Marcia’s place for our vacation.

1200 sq ft | West End Gem | Steps from Old Port
We enjoyed our stay at Jason’s place. It is a quiet neighborhood and a comfortable place to rest your head after exploring the city.

Gorgeous Studio on the Kennebec
Easy 5 stars! Phillip was kind, proactive and responsive. The space, while quaint and simple, was clean, had all the essentials and, it was perfect for a week visiting my grandparents/ working remote! Not to mention my dogs loved being a half mile from the Bath dog park. Highly recommend if you’re looking for a Maine mid-coast getaway!

Simple Boothbay Log Cabin on Water
Elia's cabin is magical. What a beautiful and peaceful place. We had everything we needed, but be sure to bring bug spray.

King Size Bed - Little House On Lincoln Street
Had a relaxing stay this past weekend. The apartment had all that I needed and was close to great restaurants. As always, Spencer was a fantastic host. I would stay here again.

Classic Maine, Modern Comfort
We did not want to leave this home! It was stunning and had everything we could possibly need. Close to the beach. Spinney’s restaurant was right up the road. It was quiet and peaceful. It was good for the soul. We will definitely be back!
Family-friendly home rentals with a pool

Lake Beach House at Poland Spring Resort
Our stay at the beach house was great! You couldn't be closer to the water! So much fun kayaking, floating and swimming in the lake! House is much better than the pictures do it justice. For a 2 bedroom house its very big and spacious, beds were extremely comfortable. The no wifi was a little bit of a downer but there were plenty of board games to play. There is some street noise but not bad at all. Would most definitely recommend if you are looking for waterfront property. The access to the resort pool was a plus too for the kiddos!

LUXURY OCEANFRONT CONDO Best Location on the beach
This place had everything we needed. The view was spectacular! We really enjoyed seeing fireworks from the deck. The home was very clean, kitchen fully stocked. We loved hearing live music each day and night. So much walkable fun for the kids. We had a wonderful stay!

Two-Bedroom Condo on the Wells/Ogunquit town-line
Christopher was a helpful host and his place was perfect! Clean, fully stocked, great location. It was close to lots of beaches and restaurants and the pool was great for the little ones

Beach Dreaming
A nice private cottage in a quiet community that was super handy for us to stay until we secured our house in New England. Everything is in place for comfortable living. We lived there for a month long and the hosts were always responsible.

Poolside Suite-Gateway to Portland
Maryann was a wonderful host and Maine is a wonderful state to visit. We couldn't have been happier with the place!

Chic 1 bedroom condo only 1 Mile from Wells Beach!
We had an excellent weekend at Christopher’s condo in Wells! The place was exactly as described and Christopher was incredibly responsive and accommodating! The pool and the hotub were also great!

The Hill's on Buttonwood
Home is very expansive with room for multiple families to reside together. Lots of games and activities for all ages. Amazing location within minutes to airport and short drive to downtown

Cabin in Paradise
My family and I had a awesome time enjoyed the quiet and relaxing days. Michael was very helpful and very quick responses to any questions we had.The cabin was very nice it felt like home was very comfortable slept very well. Everything about the cabin and the island was well worth going looking forward to going again in the future.
Quick stats about holiday rentals that are family-friendly in Long Island
Total rentals
50 properties
Nightly prices starting at
$102 SGD before taxes and fees
Total number of reviews
1.6K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Wifi availability
50 properties include access to wifi
Destinations to explore
- Rentals with a patio Long Island
- Rentals with a washing machine and dryer Long Island
- Cottage rentals Long Island
- Rentals with outdoor seating Long Island
- Rentals with beach access Long Island
- Family-friendly rentals Long Island
- Pet-friendly rentals Long Island
- House rentals Long Island
- Family-friendly rentals Cumberland County
- Family-friendly rentals Maine
- Family-friendly rentals United States
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
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- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
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- Holiday Apartments Australia
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- House Rentals with a Pool United States
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- Apartments with a Hot Tub United States
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- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
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- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom
- Ogunquit Beach
- Sebago Lake
- Wells Beach
- Scarborough Beach
- York Harbor Beach
- Popham Beach State Park
- Surfside Beach
- Long Beach
- Long Sands Beach
- Pemaquid Beach
- Coastal Maine Botanical Gardens
- Funtown Splashtown USA
- Fox Ridge Golf Club
- Ferry Beach
- East End Beach
- Brunswick Golf Club
- Pemaquid Point Lighthouse
- Palace Playland
- Crescent Beach
- Wolfe's Neck Woods State Park
- Purity Spring Resort
- King Pine Ski Area
- Ogunquit Playhouse
- Dunegrass Golf Club