Family-friendly holiday rentals in Long Island
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Long Island
Guests agree: these family-friendly homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Long Island family-friendly rentals
Family-friendly home rentals with a hot tub
Treehouse in Georgetown
4.98 out of 5 average rating, 404 reviewsModern Tree Dwelling w/Water Views+Cedar Hot Tub
14–21 Dec
Flat in Topsham
4.87 out of 5 average rating, 498 reviewsMaine Stay with private hottub, near Brunswick
14–21 Aug
Flat in Falmouth
4.89 out of 5 average rating, 170 reviewsFalmouth 3br near Town landing
24 Sep – 1 Oct
Home in Waterford
4.83 out of 5 average rating, 217 reviewsMcWain pond house (private lake & hot tub)
7–14 Oct
Flat in Biddeford
4.98 out of 5 average rating, 118 reviewsBrenda and Phil's Place
19–26 Sep
Home in Portland
4.96 out of 5 average rating, 186 reviewsPeaceful Oasis with Water Views and Hot Tub!
7–14 Dec
Tiny home in Harrison
4.9 out of 5 average rating, 280 reviewsMILLION$ views, HOT TUB, Crooked RIVER, 14 acres
12–19 Feb
Home in Old Orchard Beach
4.96 out of 5 average rating, 110 reviewsLuxury Beach House Old Orchard Beach Maine
19–26 Jan
Family- and pet-friendly home rentals
Flat in Falmouth
4.96 out of 5 average rating, 137 reviewsFalmouth Waterfront Carriage House Apt
4–11 Oct
Home in Portland
4.85 out of 5 average rating, 147 reviewsHope Cottage, 4-Season Getaway, Sleeps 6
26 Nov – 3 Dec
Flat in Cape Elizabeth
4.88 out of 5 average rating, 508 reviewsNear Beach & Portland So Romantic!
11–18 Feb
Farm stay in Scarborough
4.85 out of 5 average rating, 214 reviews434 Acres and a Cabin
17–24 Nov
Flat in Portland
4.87 out of 5 average rating, 956 reviewsPrivate Hill Top Apartment/w One Car Driveway
26 Jan – 2 Feb
Guest suite in Brunswick
4.93 out of 5 average rating, 314 reviewsArt House Gallery guest suite
31 Dec – 7 Jan
Flat in Portland
4.97 out of 5 average rating, 396 reviewsBright and cozy Munjoy Hill neighborhood apartment
11–18 Mar
Home in Biddeford
4.97 out of 5 average rating, 381 reviewsPrivate, spacious, colorful, fun & unique space
2–9 Nov
Family-friendly home rentals with a pool
Flat in Brunswick
4.99 out of 5 average rating, 194 reviewsCharming Saltwater Farm apartment
17–24 Nov
Home in Bridgton
4.89 out of 5 average rating, 152 reviewsMoose Pond Mountain Escape
25 Aug – 1 Sep
Home in Kennebunk
4.81 out of 5 average rating, 114 reviewsKennebunk/Kennebunkport Beach House w/Pool!
22 Feb – 1 Mar
Apartment in Wells
4.84 out of 5 average rating, 145 reviewsNew Condo on the Wells/Ogunquit town-line
1–8 Jan
Flat in Falmouth
4.96 out of 5 average rating, 85 reviewsPoolside Suite-Gateway to Portland
2–9 Oct
Chalet in Frye Island
4.76 out of 5 average rating, 82 reviewsCabin in Paradise
29 Jun – 6 Jul
Flat in Boothbay Harbor
5.0 out of 5 average rating, 27 reviewsLuxury Condo on Water's Edge in Boothbay Harbor
17–24 Jan
Home in Falmouth
4.95 out of 5 average rating, 63 reviewsAndy's Retreat-Heated pool, Hot Spring jacuzzi, AC
25 May – 1 Jun
Quick stats about holiday rentals that are family-friendly in Long Island
Total rentals
50 properties
Wifi availability
40 properties include access to wifi
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Pet-friendly rentals
10 properties allow pets
Total number of reviews
1.4K reviews
Nightly prices starting at
€ 75 before taxes and fees
Destinations to explore
- Portland Holiday rentals
- Salem Holiday rentals
- Chebacco Lake Holiday rentals
- Old Orchard Beach Holiday rentals
- Lake Winnipesaukee Holiday rentals
- Jersey City Holiday rentals
- New York Holiday rentals
- The Hamptons Holiday rentals
- Boston Holiday rentals
- Montreal Holiday rentals
- Québec City Holiday rentals
- Québec Holiday rentals
- Family-friendly rentals United States
- Family-friendly rentals Maine
- Family-friendly rentals New Hampshire
- Family-friendly rentals Portland
- Family-friendly rentals Salem
- Family-friendly rentals Long Island
- Pet-friendly rentals Long Island
- Rentals with a washing machine and dryer Long Island
- Rentals with a patio Long Island
- Rentals with outdoor seating Long Island
- Rentals with beach access Long Island
- House rentals Long Island
- Cottage rentals Long Island
- Monthly Rentals Long Island
- Family-friendly rentals Cumberland County
- 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
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom