
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 $505 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.

Panoramic Point Tiny House
Perched at the tip of our private island on Pattagansett Lake, the Panoramic Point Tiny House is our coziest yet most charming retreat. Enjoy stunning lake views through oversized windows and all the comforts you need: a queen bed, fully equipped kitchenette, full bathroom, and efficient climate control. Get out on the water with free kayaks available in our nearby boat launching area. Perfect for a romantic, relaxing, or budget-friendly stay, this tiny house offers big charm in a small space.

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.

Welcome to Bill & Debbies AirBnb
Welcome to our AirBNB. We hope you will enjoy your stay in your private apartment. You will appreciate the off street parking & private entrance. We are only a short drive away from Long Island’s North Fork Vineyards, Skydiving, Smith Point County Beach, Fire Island and much, much more. We are also only 2.5 miles from Brookhaven National Laboratory. Only a short drive from a huge selection of stores & restaurants. We are in easy walking distance to a deli and 7/11.

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.

Luxury modern farmhouse with heated pool & hot tub
*Pool is now open until late October This beautiful modern farmhouse is located on a one-acre lot and features a custom designed open-concept living space with vaulted ceilings that opens directly into a pool area. Hidden behind a bookshelf, you'll find a gorgeous game room with a piano and a pool table that can be easily converted into a ping pong table or working space. Please note that we do not allow weddings and events at this time.

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.

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.
Popular amenities for Wading River family-friendly rentals
Family-friendly home rentals with a hot tub

Coastal Villa Suite pool•sauna•gym•theater•beach

Private Oasis W/Stunning Vinyard and Pool Views

The Hilltop Harborview

Luxury cottage by the sea with hot tub and pool

Swimming pool w/Hot tub Fire Pit Coffee Bar

By NYC & Hamptons - Hot Tub, Pool Table, Speakeasy

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My

GOOD VIBEZ HOUSE! Mini Golf+Pool+Hot Tub+Game Room
Family- and pet-friendly home rentals

Joyful Beach House, viewing The Great South Bay

Cozy craftsman style home close to beaches

"Red House on the Knoll" at Indian Cove

Hartwoods Yurt

The Red Cottage Circa 1936

La casita J place

Hamptons Oceanfront Oasis

Modern farmhouse w/ pool, beach, horses and winery
Family-friendly home rentals with a pool

Cedargate The East End’s 1830’s Seaside Farmhouse

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

Chic w/ large pool ~ 1 block to waterfront dining

LOVELY STUDIO APT W/ PRIVATE ENTRANCE & PATIO

Harbor House Stony Brook Village

Secluded Farmhouse - Studio Apartment Style Unit

Peaceful Light-Filled Guesthouse salt pool/sauna

The Perch: Saltwater Pool Woodland Cottage Retreat
Destinations to explore
- New York Holiday rentals
- Philadelphia Holiday rentals
- Washington Holiday rentals
- Boston Holiday rentals
- Ocean City Holiday rentals
- Portland Holiday rentals
- Jersey City Holiday rentals
- Baltimore Holiday rentals
- Newark Holiday rentals
- Atlantic City Holiday rentals
- Newport 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
- Compo Beach
- Hammonasset Beach State Park
- Powder Ridge Mountain Park & Resort
- Jones Beach State Park
- Wölffer Estate Vineyard
- Ocean Beach
- Sleeping Giant State Park
- Robert Moses State Park Beach
- Sherwood Island State Park
- Yale University Art Gallery
- Orient Beach State Park
- Meschutt Beach
- Wesleyan University
- Long Island Aquarium
- Ditch Plains Beach





