
Family-friendly vacation rentals in Wading River
Find and book unique family-friendly homes on Airbnb
Top-rated family-friendly rentals in Wading River
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Cozy Apartment with King Bed - Separate Entrance
Enjoy your stay in this private, clean and comfy environment. Space offers a bedroom with a king size bed and a desk for at-home work. Living room includes a smart TV and a sectional. Unleash your inner chef! Access to kitchen utensils, dinnerware, and pots/pans. Free parking on premises. Convenient location with many necessities nearby (mall/gas station/restaurants). We are located 2 mins from I-495 and 15 mins from Macarthur airport. Great for visiting family in Port Jefferson, Patchogue, etc!

Great little place just for a couple
The outdoor courtyard is especially nice and private ,with a fire pit, grill and comfortable chairs. It is a rustic location easy walking distance to North Shore Beach. If you want an ocean beach you can drive straight south for 20 minutes and reach Smiths Point State Park right on the ocean. The North Fork with its vineyards is a short drive and the Hamptons also only 30 minutes to West Hampton. You can fish, golf, walk among the wooded area and relax in peace. A pleasure. linen 100% cotton.

The Silver Pine Cone
Welcome to the hamlet of Ridge. The gateway to Long Islands many treasures. Whether you are venturing out to the North Fork wineries or a scenic drive on the south shore beaches on your way to the Hamptons. A beautiful cozy private (not a shared space) full one bedroom downstairs lower level apartment, living room w/full size sofa sleeper, kitchen/dining room, full bathroom and a completely separate yard with patio furniture exclusively for your use. Everything you need to enjoy your stay.

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.

Cozy Country Cottage #3
Relax and get away from it all at this newly renovated cottage in historic Miller Place. Enjoy your private fenced in backyard with your own deck, picnic table and BBQ. You can walk across the street to the historic Miller Place Pond or walk 2 blocks to the famous McNulty's Ice Cream Parlor. Take your beach gear 2 miles to Cedar Beach or go 4.5 miles to Port Jefferson for the best food and entertainment. So many options for dinning and entertainment. You are at the foot of wine country!

The River Loft
Escape to The River Loft, a private riverfront retreat in Weston, CT. Built in 2015 by a visionary local architect, The River Loft open-air design seamlessly integrates the outdoors with the interior space. As you step inside this 750 sf small home, you'll be instantly captivated by the layout that makes it feel spacious. Sitting on over 2 acres of forested land with private river access. Book now for an unforgettable experience. For more images & videos visit insta @the.riverloft

Boho Beach Vibez Retreat! Private entrance
"Experience a different kind of stay with our unique Airbnb, the 'Boho Beach Vibez” This cozy 1-bedroom apartment , that’s approximately 500sqft is situated on the first level of our home with a separate entrance . Located in a prime area of our town, you'll find yourself just minutes away from all the stores, restaurants, highways, and within walking distance of hiking trails, the Carman’s river, and 5 miles from Smith Point beach. NOTE : hosts live on top level .

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!

Studio in Stony Brook
We have contactless check-in procedure & fully private entrance. Please contact with any questions! Large clean studio space that is totally private from the main residence. Private bathroom with toiletries included. Close to beaches, shopping, and SUNY hospital and campus by car or bus. Pull-out loveseat with twin size mattress available for an extra charge. (Book for “3 Guests” for this regardless of occupancy so we know to prepare the bed.)

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 closes end of 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.
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

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

Oceanfront Retreat with Hot Tub

GOOD VIBEZ HOUSE! Mini Golf-Pool-Hot Tub-GameRoom!

Beach Haven - waterfront, near Yale, sunsets
Family- and pet-friendly home rentals

Savor Ocean Sunsets at a Soothing Beachfront Haven

Top Rated Gem | Fire Pit | BBQ | FFU | Near Beach

Charming Garden Hideaway near downtown Patchogue

Eco-friendly studio with Private entrance

Port Jefferson Convenient, Cozy and Chic!

Walk to Vineyards, Beaches, Farms & Town

Peaceful Riverfront Cottage w/Dock, Walk to Beach

Southport, CT across from BEACH
Family-friendly home rentals with a pool

Joyful Beach House, viewing The Great South Bay

Peaceful Retreat in Immaculate Architect’s House

Amazing Home close to Everything -

LOVELY STUDIO APT W/ PRIVATE ENTRANCE & PATIO

Secluded Farmhouse - Studio Apartment Style Unit

King 1BR Apt with Cozy Den and Luxury Amenities

The Pond Mill Retreat w/ 2 Bdrms & Pool

Luxury Hamptons Home with Heated Saltwater Pool
Quick stats about vacation rentals that are family-friendly in Wading River

Total vacation rentals
Explore 30 vacation rentals in Wading River

Nightly prices starting at
Wading River vacation rentals start at G$37,651 GYD per night before taxes and fees

Verified guest reviews
Over 1,100 verified reviews to help you choose

Pet-friendly vacation rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wi-Fi availability
30 of Wading River vacation 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!
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