Holiday houses in East Islip

2bed/2bath Modern home near Beach, airport & shops

Welcome to our Beautiful 2 bedroom 2 bathroom space on Long Island! Our space is near many beaches, plenty hospitals, and the local airport. Very close to court houses also. Great for families, traveling jobs looking for a place to call home for a while. It’s perfect for lacrosse and other sporting events @ SUSA. Good location, amazing food and wonderful lighting and windows throughout. Access to shared patio with fire pit, along with shared washer and dryer on lower level. Sleeps 7 comfortably.

Location · Family · Comfort

Modern Large 3-Bedroom Apartment in Islip, NY

Enjoy this stylish, family-friendly space. Dine at the solid wood table for eight and cook in a modern kitchen with stainless steel appliances. 3 bedrooms all W with modern furniture and 65" smart TVs all including cable .5 star sheets all down pillows master W king / walk-in closet, 2nd bedroom has a bunk bed with a full bed below the twin, third has a queen bed. living room with a silver sectional modern art / drapes / area rugs/ on a spacious 1/2 acre property. A/C Bluetooth stereo / bidet

Location · Value · Access

Amazing Fully Furnished near Fire Island Ferries

*Alternative to High Priced Fire Island yet minutes away! *Amazing Fully Furnished Ground level apartment with Office, Private Front Entrance and Private Deck *Daily, Weekly, Monthly. Seasonal rates "Hotel Style Setting- Turn-key Apartment *Centrally located within all major roadways on Long Island *Close to Westfield Mall and Downtown Main Street with many restaurants and bars. ****Great spot for those who got kicked out by wifey/hubby NO PARTIES PHOTO SHOOTS!!!

Location · Family · Comfort

Riverfront Retreat in Oakdale

Forget your worries at this beautiful riverfront location in historic Oakdale. Gorgeous landscaped yard, open and covered outdoor spaces, gas fire pit, fish pond, dock, outdoor shower, covered hot tub, 4 bedrooms, large L/R and kitchen, close to Connetquot Park, fishing,kayaking,Bayard Arboretum, shopping, restaurants ,bars,and Fire Island ferries. Owner has use of lower level apartment and garage, shared dock space. Just added 2026, waterfront woodburning stone firepit w/large seating area!

Family · Value · Quiet

Comfy 1st Floor Convenient Abode

Our Main Street West Babylon home, located on the 1st floor, is perfect for all guests. Perfectly situated for exploring Long Island's best attractions, minutes from Belmont Lake State Park, Babylon Village & a short drive to Jones Beach, Robert Moses State Park, and the Hamptons. 2 comfortable bedrooms with plush beds & 2 bathrooms with fresh towels & essentials. Cozy living room with smart TV & Wi-Fi. Fully equipped kitchen with appliances and cookware. Backyard with a patio and parking.

Location · Value · Laundry

Waterfront Round House View

A unique little beach house on the south shore of long island with the most beautiful view. The house is located on a canal. Dock is available! **We have Paddle Boards, Surf Boards and 3- 2 person Kayaks onsite for you to use during your stay. You can get to the Great South Bay by paddling to the mouth of the canal. And you can get to Fire Island by hiring a Water Taxi to pick you up! The octagon house was built in the 1970s. It's recently been refreshed with all new beds & linens.

Family · Value · Hot tub

Family Retreat with Heated Pool, Hot Tub, Sauna.

🛏 6 Bedrooms, 9 beds & 3 Full Baths 🏊‍♂️ Heated Pool & Relaxing Hot Tub 4-person Sauna 🏀 Half Basketball Court & 🏐 Volleyball Area 🏌️‍♂️ Private Golf Putting Green 🔥 Cozy Firepit & Outdoor Lounge Area 🛝 Swing Set & Kid-Friendly Yard 🍽 Fully Stocked Kitchen & Spacious Dining 🌐 High-Speed Wi-Fi & Smart TVs 10 min to Smith Point Beach & Boardwalk 15–20 min to Long Island Wine Country Nearby hiking at Wertheim Wildlife Refuge Short drive to Tanger Outlets & restaurants

Value · Location · Decor

Near all 1 BR - Full Kitchen, Backyard & Fire Pit!

Come stay at this beautifully renovated 1 bedroom apartment! Well-appointed for long-term stays or quick trips. ~ Propane Fire Pit ~ Private Sun-soaked backyard. ~ Full kitchen ~ Living room with sofa/futon for a 3rd guest ~ Queen bed ~ Full bathroom ~ Off-street parking for 1 car. This is a first-floor, ground-level apartment that gets lots of natural light. It is not a basement! :) Located in a quiet neighborhood and near all major highways. SmartTV. No cable TV. 21+

Family · Value · Comfort

Cozy studio w/ private entrance

Perfect for solo travelers or couples.This new, cozy studio is part of a larger home but fully self-contained w/ its own entrance. Inside, you’ll find: - A comfy living area - A kitchen with essentials for light cooking - A private bathroom with shower, towels, and toiletries - High-speed Wi-Fi and a flat-screen TV Though attached to our home, your space is private. Located in a quiet neighborhood, close to attractions, restaurants, and transportation.

Location · Value · Hospitality

The Coastal Cottage-Entire Home 3 beds/1 bath

Relax with the whole family or friends at this peaceful place to stay that’s close to it all!! 4 surrounding restaurants in walking distance. ( captain bills, Nicky’s on the bay, fat fish and swept away) Down town Bay Shore with tons of shopping, restaurants and night life. Fire Island- just a 1/2 hour boat ride away with ferries in walking distance or a short Uber ride. Robert Moses State Beach- 15 minute drive.

Family · Location · Bathroom

Sundown Escape Near SouthShore University Hospital

Cozy, modern space perfect for relaxing or working remotely. Features a comfy armchair, small workspace, dining table for two, and a coffee bar. Bedroom includes a queen bed with LED lighting, TV, mirror, bench, ALEXA, and closet with storage. Bathroom has a walk-in shower, complementary shampoo, conditioner, and body wash. Close to hospitals, colleges, shops, and main roads.

Location · Family · Walkability

Bay Shore Boat House

Waterfront retreat with stunning views, a designer kitchen, serene interiors, and outdoor amenities including a fire pit, bluestone raised patio, and cabana bar. Ideal for couples and families. Walking distance to downtown Bay Shore, close to Fire Island Ferries and Captain Bill's. Unwind, fish off the dock, and witness unforgettable sunsets. Your perfect escape awaits.

Family · Value · Beach