Kid-friendly holiday rentals in Cutchogue

Sunny Spacious Pet Friendly Steps from the Beach

This ideally located four-bedroom home is the perfect spot for your family's vacation. The home features a spacious deck, central air conditioning, WiFi, 4 Smart TV's, a Sonos sound system and YouTube TV. The open layout provides perfect gathering spaces for your family, and all bedrooms are spacious and comfortably appointed. There are 2 full bathrooms as well as an outdoor shower. Fully equipped including beach chairs, towels, 5 bikes, 2 wagons and beach toys for the kids. Sleeps 10.

Seaside Rental Too

Relax with the whole family at this peaceful, beautiful, completely remodeled house just an 1200 foot walk to the beach. Close to shopping, movies, restaurants and many other attractions! Complete with all appliances, kitchen, TVs, Internet, 3 bedrooms, 2 full baths, living, dining, laundry, huge rec room and expansive deck. Beautiful large yard perfect for games or simply relaxing at the built in fire pit. So many fun and relaxing things to do within minutes from this great location!

Private & Pristine with Pool and Kid’s Playard

INSTANT BOOK/ dates are current. Private and Pristine 3 bed / 2 bath home in the heart of East Hampton set on 1.3 acres. Home features a chef's kitchen, in-ground gated pool, and pure privacy and relaxation. Close proximity to East Hampton Village (5 mins) and East Hampton, Amangansett and Bay Beaches (7mins), Montauk (20 mins), Sag Harbor (15 mins). Kids adore the huge playground! Entire property fenced-in to ensure the safety of kids! Heated Pool open: Memorial Day - Sept 30.

Cozy home. Comfy living

The whole group will enjoy access to everything from this centrally located home. three comfy bedroom, two bathrooms, large living room, dining and kitchen. close to the beach, nature reserved, kayaking, sky diving and Tanger outlet mall, restaurant and all the fast food located nearby. long island vast array of winery and farms stand etc. Guest is expected to follow house rules. 15 mins after check out time is given after that fees will incur at nightly rate

Hamptons! Chic+Cozy Retreat! Location! Famfriendly

Welcome to our stylish and family-friendly Airbnb retreat, nestled in a serene neighborhood perfect for your next getaway! From the moment you step through the door, you'll be captivated by the modern yet inviting ambiance designed to cater to guests of all ages. From stylish interiors to thoughtful amenities and a convenient location, our family-friendly Airbnb offers the perfect blend of comfort and sophistication for an unforgettable vacation experience.

NoFo Family Beach House — Walk To Private Beach

Nestled on the beautiful North Fork of Long Island, our family-friendly vacation home is a tranquil haven for wine enthusiasts and beach lovers alike. This updated, four-bedroom home offers the perfect blend of comfort and charm, ensuring a memorable escape for your family and friends. Explore the region's wineries and vineyards, savor in local farm to table cuisine, and create special memories with your loved ones.

Greenport Village walking distance to all

Large spacious home in the heart of wine country. Roomy den for relaxing after the wineries. Screened in patio for al fresco dining and enjoying the spacious yard. Hot tub operational year round! Strong, fast wifi with multiple extenders. Message me with any questions or for special offers on 4/5 day stays or midweek 2/3 night specials.

3 Bedroom Cottage Gem

Traditional Shelter Island house, located in the heart of central village. This 3bedrooms/2 bathrooms house is really quiet, convenient for tennis players with courts cross the street, 4bikes to borrow. This house is close to restaurants and is close to the beach as well...

Charming Cottage walk to Main Street

Your family will be close to everything when you stay at this centrally-located place with a great outdoor area for you to play and enjoy the summer with a great bbq.