
Family-friendly holiday rentals in Wading River
Find and book unique family-friendly homes on Airbnb
Quick stats about holiday rentals that are family-friendly in Wading River

Total holiday rentals
Explore 30 holiday rentals in Wading River

Nightly prices starting at
Wading River holiday rentals start at $510 NZD per night before taxes and fees

Verified guest reviews
Over 1,090 verified reviews to help you choose

Pet-friendly accommodation
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
10 properties have a dedicated workspace

Wi-Fi availability
30 of Wading River holiday rentals include Wi-Fi access

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Wading River rentals

4.9 Average rating
Wading River stays are highly rated by guests—averaging 4.9 out of 5!
Top-rated family-friendly rentals in Wading River
Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

Little, cozy place near beach for a couple.
It's quiet and cozy here. The yard is completely fenced with tall living shrubs, flowers, and trees. There's a gas grill, a fire pit, and a place to dine under an umbrella in the garden. I rent out a separate half of the house to guests: one bedroom, a small kitchen combined with a hallway. Peace and quiet reign here. You won't be disturbed. Sometimes I go into my half of the house, but very rarely. There are no other guests on the property, just you. I don't charge extra for pets. Parking free.

Beachy En Suite /Gateway to The North Fork
Adorable,quiet,clean, w private entrance, private bedroom and bathroom,breakfast nook and patio.We are located in a beach front town dubbed“Gateway to the North Fork”.Walking/driving directions to local beaches,15minute walk to our community beach,Wildwood StPk(.6mi away).Niks deli nearby.Minutes by car to wineries,breweries,farm stands,EastWind,TangerOutlets15min away,35min to Hamptons,Greenport!Hosts live in adjoining house.NoTV but Wifi is good so bring your device for entertainment.

Savor Ocean Sunsets at a Soothing Beachfront Haven
Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

Private Garden Studio near Northfork and beaches
Welcome to the hamlet of Ridge. The gateway to Long Islands many treasures. Whether you are adventuring out to the North Fork wineries or a scenic drive on the south shore on your way to the Hamptons. A peaceful cozy private (not shared space) full studio apartment on the main level portion of house. Full size bed, with additional small futon couch in sitting area, kitchenette with dining area, full bathroom and private yard with outdoor seating. Everything you need to enjoy your stay.

North Country Cottage
Located near Long Island's beautiful beaches, vineyards, and wedding venues, this cozy cottage in the woods provides a quiet and comfortable place to stay while visiting! A spacious patio extends the living area, adding space to enjoy the outdoors in front of the fire pit or outdoor dining table. This property is located behind the owners' home and uses a shared driveway. While the owner is close by to address any issues during your stay, your space allows for total privacy.

J&J's BnB Lovely, BR/Bath w/ Private Entrance!
Welcome to Jeanette and Jims Airbnb! We are avid travelers and look forward to hosting you on your trip to beautiful Long Island! Lovely, clean updated private room with private separate entrance and bathroom. Great location on a quiet wooded acre. 2 miles from Splish Splash. 3.6 miles from the Long Island Aquarium. 8.7 miles from Cupsogue Beach. 4.8 miles from Baiting Hollow Farm Vineyard. So much to do near by. Head easily to the north or south fork!

Modern Farmhouse Retreat North Fork Wine Country
Escape to this modern farmhouse retreat in North Fork Wine Country. Enjoy a luxurious stay with a fully stocked kitchen, cozy fireplace, Spacious bedrooms, and spa-inspired bathrooms. Relax in peaceful surroundings close to farms, beaches, pumpkin & apple picking, Tanger Outlets, Splish Splash Water Park, and top wineries. Outdoor dining, private fire pit, scenic views, and nearby hiking trails make it perfect for families, couples, or friends.

The Katalpa House -by the beach
-Our beach is private, key and beach tag provided- (in brown shed) This 1000+ sf home, features a newly renovated kitchen, outdoor shower, and many quirks that come with a 90 year old home. The furnishings are eclectic and vintage. Most of the flooring is also new. The beach and bluffs are only about a 2 minute walk. The 1/4 acre lot is shared with a secondary unit as you can see in the photos which is occupied by my sister.

Waterfront Bliss Tiny Home
Lakeside Bliss in a Tiny Package Step into a world of relaxation at this cozy tiny house on Pattagansett Lake. In addition to the huge picture window overlooking the beautiful natural lake setting, the tiny house is equipped with a queen bed, full kitchen, high speed Wi-Fi, and unmatched ambiance. Perfect for nature lovers or couples looking for a unique stay by the lake!

Adorable Beach House on LI Sound
Beach House with incredible views of the Thimble Islands - 4 min walk to Restaurants including Lenny’s, Zagat award winner for fresh local seafood - 1 min walk to Bud’s Fish Market - 3 min walk to Indian Neck Liquor - 3 min drive to brewery w/ food trucks & music - 4 min drive to Branford Green w/ specialty stores, coffee & ice cream

North shore Guest Room.
This apartment is our guest room with outside private entrance and off street parking. Apartment has a refrigerator, microwave, coffee maker, and toaster oven. Queen bed and a twin pullout couch bed is provided. The place is appropriate for a short stay as an affordable alternative to hotel stay.

Riverhead Farmhouse
In the center of it all lies this newly renovated farm ranch, located in a farming area of Riverhead town. It has a private and tranquil setting but yet so close to so many things like shopping, wineries, breweries, farm stands, restaurants and the bay and ocean.
Popular amenities for Wading River family-friendly rentals
Family-friendly home rentals with a hot tub

Luxury modern farmhouse with heated pool & hot tub

Family Retreat with Heated Pool, Hot Tub, Sauna.

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room

Brand new house with an all year round hot tub.

Luxury cottage by the sea with hot tub and pool

Waterfront Round House View

Steps to Beach • Hot Tub • Game Room • Water Views

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My
Family- and pet-friendly home rentals

Secluded Farmhouse - Studio Apartment Style Unit

Historic Loft, Co-Work, River View

Modern farmhouse w/ pool, beach, horses and winery

Hamptons Oceanfront Oasis

Walk to Vineyards, Beaches, Farms & Town

Cozy craftsman style home close to beaches

The Red Cottage Circa 1936

Your Nest Near The Beach
Family-friendly home rentals with a pool

Luxury Hamptons Home with Heated Saltwater Pool

Hamptons Oasis: pool, grill, lush landscape

Gorgeous Waterfront and Indoor Pool Family Oasis!

Port Jefferson Convenient, Cozy and Chic!

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

Harbor House Stony Brook Village

Splendid private cottage

Guest House retreat with amazing pool !!!
Destinations to explore
- New York City Holiday rentals
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- Newport Holiday rentals
- Atlantic City Holiday rentals
- Providence Holiday rentals
- Yale University
- Jones Beach
- Cooper's Beach, Southampton
- Fairfield Beach
- Ocean Beach Park
- Southampton Beach
- UBS Arena
- Sunken Meadow State Park
- Soundview Beach
- Hammonasset Beach State Park
- Compo Beach
- Powder Ridge Mountain Park & Resort
- Jones Beach State Park
- Ocean Beach
- Sleeping Giant State Park
- Wölffer Estate Vineyard
- Sherwood Island State Park
- Yale University Art Gallery
- Orient Beach State Park
- Robert Moses State Park Beach
- Meschutt Beach
- Wesleyan University
- Long Island Aquarium
- Ditch Plains Beach





