Beach house vacation rentals in Bay Shore

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Top-rated beach house rentals in Bay Shore

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Guest favorite

Home in Shirley

4.98 out of 5 average rating, 220 reviews

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

Superhost

Home in Fair Harbor, Fire Island

4.88 out of 5 average rating, 33 reviews

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

Guest favorite

Home in Miller Place

4.87 out of 5 average rating, 86 reviews

Glen Laurel on the Sound (w/private beach)

Glen Laurel on the Sound is a waterfront property located on the North Shore of Long Island. A colonial style home, surrounded by expansive grounds, consisting of lawns, trees, ornamental bushes and from the Tuscan columned porch, a view of the Long Island Sound that is picturesque. Glen Laurel is an ideal place for guests who wish to spread out. It's also great for guests who might be interested in hosting rehearsal dinner gatherings and/or are looking for a bridesmaids' weekend sanctuary.

Top guest favorite

Home in North Fork

5 out of 5 average rating, 29 reviews

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!

Superhost

Home in Mastic Beach

4.68 out of 5 average rating, 60 reviews

YOUR OWN private beach overlooking the Hampton’s

Breath taking sunrises at this beachfront home enjoy your own private beach. Take in the sights on one of the Multiple decks to enjoy the amazing views of natural Long Island at its best! State of the art kitchen, water views from almost every room in the house spend your days lounging by the water fishing off the nearby dock steps away at Osprey Park. bring your jet skis and kyacks for hours of fun. multiple marinas nearby. Short drive to the Hamptons, and shopping

Superhost

Home in Suffolk County

4.84 out of 5 average rating, 50 reviews

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.

Guest favorite

Home in Cherry Grove, Fire Island

4.97 out of 5 average rating, 97 reviews

Bayfront Fun - 3 BR & 3 Ensuite Bath with Hot Tub!

Location Location Location! This newly appointed modernist home resides directly on the Bay and is three blocks east of town...only five minutes from shopping and nightlife. The house is also on a direct 2 minute walk to the Ocean and its Bay views are spectacular! The unit features nine foot sliding glass doors that open sixteen feet wide leading you from the living space to the sprawling Bayfront cedar deck, it's an amazing indoor/outdoor experience.

Guest favorite

Home in Shirley

4.96 out of 5 average rating, 48 reviews

Waterfront Designer Stay • Sunsets • Near Beach!

Welcome to The Swan House 🦢🏡 —your peaceful, designer retreat on Bellport Bay. Enjoy stunning sunsets, swans gliding by, and direct water access from the backyard. Relax on the spacious deck, fire up the grill, or take a short drive to Smith Point Beach. Inside, you’ll find an open, sun-filled layout with curated furnishings and a calming coastal vibe. This stylish escape offers serene waterfront living in any season—just 90 minutes from NYC.

Guest favorite

Home in Mount Sinai

4.94 out of 5 average rating, 78 reviews

Ocean House

Rare opportunity to rent your own 100’ Private Beach Front Oasis and enjoy all four seasons! This one-of-a-kind gem on a full sandy acre is only 60 miles from NYC. Brand new chef's kitchen w. Viking appliances. Living room w. wall of glass showcasing the breathtaking views of the Sound. The home also has a hot sauna & in sauna shower. Port Jefferson ferry (5mins away) connects you to New England. Our prices are not negotiable.

Top guest favorite

Home in Shirley

4.96 out of 5 average rating, 151 reviews

Beach Waterview, 3 KING Beds, Golf Putting Green

Take it easy at this 3 story waterview beach home with a putting green and fire pit. The Bellport Bay is across the street. Shirley Beach: 0.4 mile walk Smith Point Beach: 1.8 miles Featuring: 3 luxurious KING beds 👑 (and 2 fulls) Watch Netflix, Disney+ on the 70" living room TV and 3 50" bedroom TVs Fully equiped kitchen/dining room Enjoy BBQ Grill, fire pit on premium soft turf Highspeed mesh WiFi, keyless entry.

Superhost

Home in Bay Shore

4.8 out of 5 average rating, 54 reviews

The Bay Side House- Entire Home

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.

Superhost

Home in Long Beach

4.87 out of 5 average rating, 52 reviews

Amalfi Dream

Welcome to Amalfi Dream Taking 2026 summer specials now Unbelievable pricing. Send inquiries direct Inquire Below for Nightly Pricing Will entertain shorter stays PLEASE READ CAREFULLY!! ***I allow pets but they have to be included and added into the reservation (pet fees applicable)*** ***PRICING CAN BE ADJUSTED AND WORKED OUT FOR LONGER STAYS*** Weekly and Monthly stays please inquire directly