Vacation rentals in Islip Terrace

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!

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.

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+

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.

Stylish 2BR Pet-Friendly Suite Near Islip Airport!

Kick back and relax in this stylish, newly renovated 2-bedroom basement apartment with beautiful white floors throughout. Perfect for work trips, court visits, sports tournaments, or weekend getaways. Enjoy two cozy bedrooms, a comfortable sofa bed, Smart TVs, fast Wi-Fi, and a modern bathroom with a Bluetooth speaker. Clean, comfortable, and thoughtfully designed to make you feel right at home during your stay.

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.

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.

Cozy apartment with private entrance

Cozy apartment for single or couple in the heart of Long Island. This new listing is located on the first floor of a 2 story house with its own entrance. As you walking you are greeted with a nice living room with a pull sofa, a dining table a well equipped kitchen and a nice size bathroom. The bedroom has a queen size with comfortable bed set for a wonderful night.

Peaceful living Bayshore- Walk to Ferry & LIRR

Private 1-bedroom guest suite with full kitchen, cozy living area, and modern bathroom. Just 2 blocks from the LIRR, 5 minutes to dining & shops, and 10 minutes to the Fire Island Ferry. Wi-Fi, smart TV, laundry & all utilities included. No yard access. 1 pet is allowed for a one time $80 fee. Early checkin and late checkout is available for a small fee.

Large 1 bedroom apartment

Relax with the whole family at this peaceful place to stay. This is a one bedroom apartment which includes a kitchen, bathroom w/ tub, living room, refrigerator, stove, oven, large bedroom w/ closet. There is a closet in the living room available as well. Sofá bed queen size in the living room.

Over the Moon

Kick back and relax in this calm, stylish space. Our cozy guest studio is perfect for both short and long stays. It’s thoughtfully maintained and always sparkling clean. The unit features a private entrance, free street parking, Wi-Fi, a TV, and a fully equipped kitchen for your convenience.

Eco-friendly Private Apartment

We have created another quaint space where you can kick back and relax in this calm, stylish space. This one bedroom apartment has its own entrance, kitchen, bathroom, queen size bed, work area and it’s self check-in. All the amenities of a Super host.