Beach house holiday rentals in Bay Shore

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 · Value · Kitchen

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 +.

Location · Family · Parking

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

Location · Family · Layout

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.

Value · Location · Cleanliness

Chill Beachfront Cottage Amazing Bay/Sunset Views!

Charming, Classic Beach Cottage right on the BEACH! with Panoramic Views & Sunsets on the Great South Bay! Summer on Fire Island is truly paradise. The ocean is sensational, the weather is perfect, the sunrises & sunsets are spectacular, the residents are friendly & creative, & life is WONDERFUL. Our Cottage has 5 Bedrooms with 8 beds that sleep 11. Like Fair Harbor, it has a casual, laid back vibe that is comfortable & enjoyable for people of all ages. * KAYAKS are AVAILABLE! Ask Roberto

Location · Family · Decor

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 · 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 · Hospitality · Walkability

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.

Value · Family · Laundry

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!

Family · Location · Solo travel

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.

Family · Location · Comfort

Cherry Grove “Ocean Front” Home with HeatedPool

Sleep to the sounds of Ocean Waves in this one-of-a-kind property right on the ocean! Huge front and back decks, beautiful sunsets & spectacular moon rises. Every amenity including, oversized modern kitchen, large bedroom queen size bed with plenty of closet space, 2 sleeping alcoves with daybeds that open to KING beds, A/C, BBQ, Streaming TV including Hulu Live TV, Fios GB Internet, D/W and more. Read our reviews. We believe this location is Heaven on Earth.

Location · Amenities · Beach

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.

Location · Family · Parking