Beach house holiday rentals in Bay Shore

Waterview Beach House: 3 Kings + Putting Green

Unwind at this 3-story waterview beach home in Shirley, NY. Bellport Bay is right across the street with easy beach access. 0.4 mi to Shirley Beach 1.8 mi to Smith Point Beach — perfect for ocean days or Fire Island trips. Featuring: • 3 king beds + 1 full + 3 sofa beds • 70” living room TV + 3x 50” bedroom TVs • Fully equipped kitchen • BBQ grill, fire pit & putting green on premium turf • 6 beach chairs + 2 umbrellas included • High-speed WiFi & keyless entry Your Long Island beach escape!

Family · Location · Amenities

Luxurious Waterfront Beach House On The Bay

Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay with private beach... The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations. 90 minutes from Manhattan - 15 minutes to West Hampton - 15 minutes to Fire Island Ferrys. Visit top winery’s WiFi

Location · Family · Nearby

Oceanview on PA in LB 300' to Powdered Sand

Enjoy ocean and bay views while sipping your favorite beverage from the elevated deck. Steps to Atlantic Ocean and walking distance to all shops, bars & restaurants on the trendy West End. Steps away from the Long Beach Boardwalk and all festivities. The listing is for the upper portion of the house, as seen in the photos. Easy train or ferry ride to NYC. Close to JFK airport. Beach passes, beach chairs, boogie boards and a beach umbrella provided. We allow guests that are 25 years old +.

Family · Value · Beach

Beachfront / Seaside Home with spectacular view

Recently renovated entire beach house that has a private raised bulk-head beach and overlooks the Great South Bay. Enjoy beautiful sunrises & sunsets on the large raised deck =. This oceanfront home is encircled with greenery that provides a lot of privacy. There is lots of living space both outdoors and indoors, high ceilings on the top floor and newly installed modern bathrooms and recently redone bedrooms. The perfect getaway in the summer and retreat in the winter. -Newly installed oven

Value · Location · Condition

Private Single Fam, walk 2 train/ Theater- Dogs OK

Located on the Byram River in Greenwich CT. Take a stroll across the river to Port Chester, movie theaters restaurants and the Capital theater. Plan in advance to spend a day, wall to the pool and town beaches with advance purchase. Feeling more adventurous, take the ferry out to Island Beach. Or enjoy the Museum of Bruce Park or a stroll down Greenwich Avenue, ther questions just ask. One reserved parking space on site. Other guests and residences on property. No Firearms allowed.

Location · Value · Comfort

WestEndPH w/ parking & ocean views

Beachside West End getaway with ocean views and only a 15 second walk to the sand. This two bedroom home features 20 foot ceilings and an open airy layout. A loft above the living area gives kids their own hangout space. Bedrooms are compact but comfortable, perfect for a small family preferably a couple. Private driveway parking included which is one of the biggest perks in the West End. To note the house and more pictures are coming. Also MUST CLIMB STAIRS this is a Top floor unit :)

Bellport Bay Designer Retreat | Stunning Sunsets

Curated waterfront designer retreat on Bellport Bay with sweeping bay views and light-filled interiors. This elegantly designed 3-bedroom, 1-bath home sleeps 5 and features an open-concept living space, fully equipped kitchen, and refined coastal décor. Step outside to a spacious deck with grill, fire pit, and direct bay access for kayaking and swimming. Just minutes from the beach at Smith Point County Park. Your peaceful coastal getaway for rest, connection, and unforgettable sunsets.

Value · Location · Comfort

Bayfront Retreat • 3-bedroom ensuite + hot tub

What Makes This Home Special • True bayfront living with sweeping views • Three ensuite bedrooms for privacy • Large sliding doors for indoor/outdoor flow • Bayfront deck with hot tub and loungers • Steps to town, dining, nightlife, and the ocean • Clean, intentional mid‑century coastal design Extras We offer a curated selection of waterfront and beach gear, including Kayaks, Paddle Boards, Boogie Boards, Fishing Poles, Crabbing Gear, Beach Chairs, Umbrellas, and Beach Towels.

Family · Value · Accuracy

Hang by the (Chel)SEA

Enjoy a relaxing stay with family and friends at this cozy soundview beach house. Wake up to breathtaking views of the water, where you can go right into the back yard of your very own private beach! Have a morning coffee on the front balcony of the home that overlooks the beautiful marshlands and then spend the day relaxing on the beach, or kayaking in the water! End the evening with a glass of wine on the back deck, that overlooks the water with the most spectacular sunsets!

Location · Family · Quiet

Bayfront Home in Patchogue w/ Deck & Fishing Dock

Stunning Sunrises & Sunsets | 1 Mi to Davis Park Ferry | Ping-Pong Table Let the salty breezes of Patchogue Bay drift you away, and book this impressive 3-bedroom, 1.5-bath vacation rental. The home is adorned with large, ocean-facing windows, so you can enjoy the views while dining or relaxing with your loved ones. When the sun peaks in the sky, cast your line from the dock or lounge on the deck. Ready to venture? Hop on the ferry and explore the wonders of Fire Island!

Family · Location · Quiet

Bay Front Upper Level Cottage 47E

Beach front on the water. This paradise hosts its own private beach located on the bay. The house is close to the ferry and easily accessible to restaurants and everything Fire Island has to offer. The house boasts an outdoor shower, 2 bedrooms, kitchen, an indoor full bathroom, half bath, and a grill. Located on the 2nd floor and has views of the bay, beach, and sunset from every direction. Perfect for a family get away or a couple looking to have a romantic trip.

Location · Value · Condition

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.

Value · Location · View