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!

Value · Location · Beach

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 · Layout

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 +.

Value · Location · View

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 · Wi-Fi

Luxury 4BR Home: Bay Views, Heated Pool & Spa, AC

Luxury home, direct bay views, close to beach, heated pool, jacuzzi, central AC, 3 level sun decks. ** 5 night minimum ** 3 bedrooms, 3 bathroom house plus a Private Studio apartment =4 bedrooms and 4 bathrooms. One bedroom with queen bed, one bedroom with double bed and 1 bedroom with 2 twins. PLUS separate studio apartment with queen sized bed and a pullout sofa that turns into a full sized bed. Studio has a private bath, kitchen and balcony. Weekly rentals run Thursday to Thursday.

Location · Family · Checkout

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 · Hospitality

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 · Family · Layout

Modern Luxury 2br 400 ft to beach ! W/ parking

Welcome to your new beachside paradise! This 1500 ft.² home is custom-built with love and only 300 feet from the beach. You'll be greeted by polished concrete floors and stunning 20' white bleached oak floors that give a luxurious hotel feel. The high-end Viking kitchen appliances will make cooking a breeze. In the master bedroom, you'll find a queen-sized Restoration Hardware cloud bed with a medium/soft memory foam mattress for ultimate comfort. Get ready to relax and not want to leave

Location · Condition · Cleanliness

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 · View

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 · Amenities

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 · Hospitality

Private oasis with pool steps away from the bay

Recently renovated, this charming house has all the comforts of home with the feel of a private country getaway. The long, winding driveway leads you to a charming two story house and large garage. Once inside the house, you will find a large chef's kitchen, a comfortable living room with working fireplace, 3 large bedrooms and two bathrooms. Outside, you will find a beautiful gunite pool and a deck with a Weber grill.

Family · Location · Pets