Holiday rentals in West Bay Shore

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Top-rated holiday rentals in West Bay Shore

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Top guest favourite
An aerial view captures the peaceful Great South Bay area, showcasing a residential neighborhood with various boats and docks along the canal. A mix of homes and buildings line the streets, surrounded by lush greenery, contributing to the serene coastal atmosphere.
Flat in Bay Shore
5 out of 5 average rating, 75 reviews

Turtle Dove Cozy Gem on the Bay

Keep it simple at this peaceful centrally-located Unit on the Great South Bay. Everything fully stock get you started at our New 1 Bedroom 2 Full Size Beds, Living Room/Dinning /Kitchen & Bathroom. Have coffee or tea from our coffee bar. Put on your robes and sit outside and enjoy a beautiful sunrise. Relax on deck as you gaze at the water while watching the boats. Walk 2-4 blocks to Town Restaurants, Shopping, Pubs, Fire Island Ferry, Long Island Railroad, SSUH Hospital. Drive minutes to Beach

Guest favourite
Flat in Bay Shore
5 out of 5 average rating, 18 reviews

Charming Studio Close to Everything!

Welcome to this cozy studio just a few minutes from the beach, dining, shopping, Fire Island ferries and local hospitals. Perfect for solo travelers or couples, the space includes a private entrance, comfy queen bed, kitchenette(no stove or burners), microwave, small fridge, coffeemaker, clean private bathroom, WiFi, and free parking. Enjoy a peaceful stay in a convenient location close to everything you need. Whether you're here to explore, work, or relax, this studio is the perfect home base.

Top guest favourite
A wooden dresser with several drawers is positioned against a wall. A round tray with decorative items sits on top, complemented by a tall vase containing dried flowers. A large mirror reflects the space, and a purple curtain drapes beside the dresser.
Flat in Babylon
4.96 out of 5 average rating, 111 reviews

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.

Top guest favourite
A comfortable living area features a light-colored sofa facing a wall-mounted television. A small dining table with two chairs is positioned nearby. Natural light enters through a door leading to an exterior space, and wooden flooring complements the overall layout.
Flat in Central Islip
4.96 out of 5 average rating, 166 reviews

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 with a pull-out twin bed and seating - 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.

Guest favourite
Home in Centerport
4.95 out of 5 average rating, 179 reviews

The Harbor House: Beachfront Home 1 hour from NYC

FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC" Welcome to Long Island’s iconic Gold Coast! Wake up to sweeping waterfront views and, if you’re lucky, catch a glimpse of our local bald eagle family soaring overhead! Explore nearby gems like the Vanderbilt Mansion & Planetarium, Caumsett State Historic Park Preserve, Del Vino Vineyards, and the lively Paramount Theatre. Stroll through Downtown Huntington or Northport Village for boutique shopping, great restaurants.

Guest favourite
An aerial view captures the coastal area, showcasing a sandy beach stretching along the shoreline. A cluster of homes is visible near the water, with boats scattered in the bay. The horizon features a mix of blue sky and distant landforms.
Home in Bay Shore
4.84 out of 5 average rating, 69 reviews

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.

Guest favourite
The open kitchen features white cabinetry and modern appliances, complemented by a spacious countertop. A cozy living area includes a brown leather couch and an overhanging chandelier. A library ladder provides access to the small loft, while natural light filters through the windows.
Cabin in Cold Spring Harbor
4.86 out of 5 average rating, 296 reviews

Captain's Cottage on Working Farm with Animals

Charming, fully renovated cottage with cathedral ceilings and private deck. Home has a separate queen bedroom, kitchen and living room on the main floor with small stove fireplace. There is a small loft on the 2nd floor with 2 twin beds accessed by a library ladder (note: no standing headroom in loft). Private outdoor deck with seating and BBQ. Fast wi-fi, laundry access and pet friendly.

Top guest favourite
A vibrant sunset fills the sky with shades of pink, purple, and orange over the calm waterfront. Silhouettes of trees and nearby boats create a serene backdrop against the colorful horizon, complementing the tranquil scene by the dock.
Home in Bay Shore
4.99 out of 5 average rating, 79 reviews

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.

Superhost
Flat in Central Islip
4.82 out of 5 average rating, 105 reviews

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.

Guest favourite
Guest suite in Bay Shore
4.95 out of 5 average rating, 19 reviews

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.

Guest favourite
A spacious bedroom is presented with two beds side by side, surrounded by built-in bookshelves filled with books. Natural light filters through sheer curtains, illuminating the cozy nook with a window seat. A television is positioned in the corner, contributing to a welcoming atmosphere.
Flat in Bay Shore
4.93 out of 5 average rating, 127 reviews

Stay downtown & walk to Fire Island ferries

Spacious, private, ground floor space located in a mid-19th Century Mansard Victorian in Historic Bay District of downtown Bay Shore. Steps to dozens of restaurants, a spray park, beach, and ferry. 10 minute walk from LIRR. Child friendly. Please note that host’s family lives in the main house. Ask us about special add-ons to enhance your stay!

Guest favourite
A cozy living room is presented, featuring a large television mounted above a fireplace. A comfortable reclining chair faces a decorative area rug, surrounded by plants and framed photos on the wall. Soft lighting accentuates the neutral color scheme.
Flat in Islip Terrace
4.86 out of 5 average rating, 161 reviews

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.

Popular amenities for West Bay Shore holiday rentals