Vacation rentals in North Bellport

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Top-rated vacation rentals in North Bellport

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

An aerial view captures the serene neighborhood, showcasing small homes interspersed with trees and greenery. The bay can be seen in the distance, along with the nearby beach access. The well-maintained grounds of the property highlight a clean, welcoming environment.

Home in Shirley

4.94 out of 5 average rating, 204 reviews

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!

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Top guest favorite

A spacious backyard features a long, heated saltwater pool reflecting the sky. Wooden lounge chairs are positioned on the green lawn, with the house visible in the background. The house has large windows and a patio area, surrounded by trees providing a sense of privacy.

Home in Brookhaven

5.0 out of 5 average rating, 13 reviews

Dream Beach Home w/ Heated Saltwater Pool: 4bd/2bt

Escape to this sanctuary nestled within the coveted Brookhaven Hamlet, offering an unparalleled summer experience. This stylish, newly-renovated home boasts 4 bedrooms plus 2 full bathrooms and kitchens, providing ample space for relaxation and rejuvenation. Gorgeous backyard with a huge deck, grill, heated pool, and new fire pit area. Walk a few minutes to the beach or head down the main road to a vibrant array of shops & restaurants in town. Unleash the true potential of your summer vacation!

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Guest favorite

Home in Bellport

4.91 out of 5 average rating, 22 reviews

NEW*Resort-Style Home w/ Pool, Bar&Outdoor Kitchen

NEW*Welcome to your private Bellport retreat, perfect for families or friends. This comfortable 3-bedroom home features a cozy living area with an enclosed stove and a unique bar room for entertaining. Step outside to a resort-style fully private backyard with a private pool and waterfall, outdoor shower, and full outdoor kitchen with BBQ and dining space. Located near BellportVillage,beaches,and the Fire Island ferry perfect for winter and summer getaways and peaceful weekend away from the city

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Top guest favorite

An expansive deck offers a view of the Great South Bay, with a mix of comfortable seating options, including lounge chairs and a sectional sofa. The area is complemented by manicured green grass and a wooden railing, providing a serene backdrop for outdoor relaxation.

Home in Shirley

4.98 out of 5 average rating, 243 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

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Top guest favorite

A modern living area features a dark sectional sofa accented by cushions and a stylish area rug. In the background, a dining space with four chairs and a kitchen area is visible. Natural light enters through multiple windows, creating a bright, inviting environment.

Apartment in Medford

4.97 out of 5 average rating, 220 reviews

Charming 2 Bedroom apartment

Enjoy our charming 2 Bedroom apartment that is in a quiet and friendly neighborhood in a cul-de-sac. Private entrance on first floor of our house with 2 Bedrooms, 1 Bathroom, Living room, Dining area, and a Kitchen. Close to: Main highways (Sunrise HWY/Long Island Expressway), Grocery stores, Winery & Vineyards, Davis park ferry, Downtown Patchogue village (Restaurants, bars, breweries, shopping), Beaches, Top Golf, MacArthur airport, Long Island Community Hospital, St Joseph’s College.

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Guest favorite

Home in Bellport

4.88 out of 5 average rating, 152 reviews

The Stella ~ A 1920s Beach Bungalow

Welcome to The Stella, a thoughtful 1920's home set in the heart of Bellport Village. This is the place for a summer romance, a family gathering, or a creative re-centering. Inspired by the subtle palette and refined geometry of the American artist Frank Stella—who often spent time on Long Island—The Stella enjoys close proximity to many beaches and wetlands. Our original 1920's Cape Cod style home is full of old and new finds that appeal to curious journeyers and creative weekenders.

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Guest favorite

Apartment in Medford

4.89 out of 5 average rating, 140 reviews

Home away from Home!

Whether traveling for business or pleasure you will be close to everything when you stay at this centrally-located place. Many comforts of home Minutes from two major roadways, Sunrise Hwy and Long Island expressway. 3 minutes-Shopping Center. 3 minutes to Pickleball Heaven 11 minutes-Topgolf. 15 minutes- LI MacArthur Airport. 12 minutes-Patchogue Village-many restaurants and bars. Train Station-can take to NYC or Hampton/Montauk 20 minutes-Ocean-Smith Point Beach 30 mins-Hamptons

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Guest favorite

Home in Mastic

4.96 out of 5 average rating, 184 reviews

Family Retreat with Heated Pool, Hot Tub, Sauna.

🛏 6 Bedrooms, 9 beds & 3 Full Baths 🏊‍♂️ Heated Pool & Relaxing Hot Tub 4-person Sauna 🏀 Half Basketball Court & 🏐 Volleyball Area 🏌️‍♂️ Private Golf Putting Green 🔥 Cozy Firepit & Outdoor Lounge Area 🛝 Swing Set & Kid-Friendly Yard 🍽 Fully Stocked Kitchen & Spacious Dining 🌐 High-Speed Wi-Fi & Smart TVs 10 min to Smith Point Beach & Boardwalk 15–20 min to Long Island Wine Country Nearby hiking at Wertheim Wildlife Refuge Short drive to Tanger Outlets & restaurants

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Top guest favorite

A comfortable living area is designed with two plush sofas, one in gray and the other in black. A modern entertainment unit displays a flat-screen TV, while nearby greenery adds a touch of nature. Soft lighting enhances the cozy ambiance.

Home in Medford

4.98 out of 5 average rating, 101 reviews

Stunning Guest Suite in Medford

Welcome to our stunning two-bedroom suite on the first floor of our high ranch home. Enjoy a quiet, self-contained retreat where your comfort and privacy come first. The second floor is private and occupied by the host. Our home is close to local shops and transport. You can enter the suite through our calm backyard, creating a calm and welcoming atmosphere. PLEASE CHECK THE PHOTOS and HOUSE RULES BEFORE BOOKING to ensure the space meets your needs. Enjoy your stay!

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Guest favorite

A cozy living room features two comfortable sofas, one in light fabric and the other in gray. A unique wooden coffee table holds a vibrant flower arrangement at its center. A stone fireplace is accented by a mirror above, and a bookshelf is adjacent.

Home in Bellport

4.88 out of 5 average rating, 24 reviews

*NEW* Reno Bellport Village Home + Saltwater Pool

This newly renovated 3-bedroom home features a chef's kitchen with an induction range and espresso machine. Heated floors are found throughout the kitchen and bathrooms. Outside, discover a fully fenced backyard with a new saltwater pool, deck sofas, and chaises. Please note: we open the pool from Memorial Day to Labor Day in the summer only. It is a saltwater pool, and they come to clean it each week on a Friday. It is heated, but it is not a hot tub.

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Superhost

A bright living room area features a sectional sofa and a coffee table set on light carpet. A smart TV is positioned on a low stand, and natural light enters through a skylight. Decorative curtains frame the window, adding a touch of style.

Apartment in Yaphank

4.85 out of 5 average rating, 191 reviews

Cozy Apartment with King Bed - Separate Entrance

Enjoy your stay in this private, clean and comfy environment. Space offers a bedroom with a king size bed and a desk for at-home work. Living room includes a smart TV and a sectional. Unleash your inner chef! Access to kitchen utensils, dinnerware, and pots/pans. Free parking on premises. Convenient location with many necessities nearby (mall/gas station/restaurants). Great for visiting family in Port Jefferson, Patchogue, etc!

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Top guest favorite

A spacious backyard features a large heated pool, surrounded by multiple lounge chairs. A gazebo provides shaded seating, and a wooden deck extends towards the house, which is complemented by lush greenery and trees in the background under a clear blue sky.

Home in Shirley

4.99 out of 5 average rating, 88 reviews

Beach Retreat - Heated Pool, Game Room & Bar

Pool open: Late May to October 5th Only 8 minutes away from Smith Point Beach! Escape to Shirley's Smith Point for a peaceful and relaxing vacation. Enjoy nearby beaches, parks, and marinas, and relax in the quiet backyard with a heated pool and fun activities for the kids. Inside, you'll find 5 bedrooms, a fully equipped kitchen, a minibar, and a game room! Book your stay now and experience Long Island's beauty.

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