Vacation rentals in Aquebogue

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Top-rated vacation rentals in Aquebogue

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

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Guest favorite

A single-story house is depicted with a white exterior, featuring a light blue door and several windows. A pathway of stone slabs leads to the entrance, surrounded by neatly landscaped greenery and shrubs. Trees in the background show vibrant autumn foliage.

Home in Mattituck

4.98 out of 5 average rating, 45 reviews

Brand New Charming Beach House

Brand New Construction in the heart of Mattituck. BEACH PASSES PROVIDED!! Charming 4 bed/2 bath beach house could be yours! Located in a quiet neighborhood. Home is in WALKING distance to the famous Love Lane & Strong’s Water Club. 2 minute drive in either direction to Peconic Bay Beaches or many LI sound beaches. Home has gourmet kitchen, fully decorated and furnished. Open ranch style. Large beautifully landscaped backyard & patio. Where the country meets the sea enjoy all NOFO has to offer!

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Guest favorite

A calm beach scene is depicted at sunset, with vibrant colors reflecting off the water's surface. The sandy shore stretches into the distance, bordered by gently lapping waves. Soft clouds create a gradient of hues in the evening sky, enhancing the tranquil atmosphere.

Home in Riverhead

4.91 out of 5 average rating, 57 reviews

The Perfect Bay House Escape

Escape to the perfect summer rental in the Township of Southampton, just a block away from the community beach and convenient access to the bay for boaters. This beautifully renovated 3-bedroom, 2-bath retreat features a tv room loft with sleeper sofa , enclosed porch, cozy fireplace, state-of-the-art appliances, deck for family gatherings, fire pit, and the added bonus of being only steps away from the beach! Embrace the ultimate summer getaway at this stylish rental, perfect for group trips.

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Top guest favorite

A light-filled living space is highlighted by a wall of glass, providing expansive views of the water and a natural landscape. The space includes a round coffee table on a light floor, with comfortable seating arranged to enjoy the serene outdoor scenery.

Cottage in Riverhead

4.98 out of 5 average rating, 184 reviews

Savor Ocean Sunsets at a Soothing Beachfront Haven

Newly renovated and featured as a top Airbnb by New York Magazine, The Beach Cottage has been designed and decorated in a modern organic style, with a palette of whites and neutrals to create a serene and peaceful escape. Relax in the airy, light and open living room, which features a wall of glass for indoor/outdoor living with expansive, uninterrupted water views. Stay on the property for swimming, beach walks, sunsets and BBQs - or venture out to enjoy all the North Fork has to offer.

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Guest favorite

A charming beach cottage is set against a clear blue sky, featuring a welcoming enclosed front porch. Surrounding gardens are filled with vibrant pink and purple flowers, framing the path leading to the front door and adding to the property’s tranquil ambiance.

Cottage in North Fork

4.87 out of 5 average rating, 31 reviews

Charming Beach Cottage, Vineyards & Sunset Views

Take it easy at this unique and tranquil beach getaway. Steps to white sandy beach and walk to nearby steak & seafood restaurant as well as our local Post Office & Book Depisitory . Enjoy harvest season festivities, all in the heart of Long Island wine country! Exclusive & Historic South Jamesport is conveniently located on the Peconic Bay and scenic North Fork of Long Island. Explore vineyards, breweries, farm stands, restaurants combined with beautiful beaches.

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Guest favorite

A sunset casts golden hues over the water from a waterfront deck, showcasing the tranquil bay. Two images feature a sandy beach with gentle waves and a spacious patio adorned with green grass and seating for relaxation.

Home in North Fork

4.92 out of 5 average rating, 36 reviews

5BR Beachfront Retreat | Water Views & Relaxation

Beachfront Bliss Awaits! 🏖️ Nestled on a private beach along the North Fork of Long Island, this newly updated retreat offers breathtaking Peconic Bay views and endless coastal adventures. Enjoy swimming, kayaking, clamming, fishing, or simply unwinding on the shore. With 5 spacious bedrooms, modern comforts, and just 5 minutes from top restaurants, wineries, and family fun, this is the perfect escape for relaxation and adventure. Book your stay today! 🌊✨

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Guest favorite

Home in Flanders

4.85 out of 5 average rating, 34 reviews

East End Escape

Welcome to East End Escape: A cozy one bedroom retreat with a king bed, queen sleeper sofa, bright bath, great water pressure. Enjoy a full kitchen, two dining areas, WiFi, parking for two full sized vehicles. Fully fenced in backyard with a propane fire pit. Perfectly located between the North and South Forks, you’ll have easy access to wineries, beaches, and charming towns. Just a short walk to Peconic Bay. Clean non toxic hand and bath products supplied.

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Top guest favorite

A modern living area is highlighted by a gray sofa centered on a low coffee table. Two armchairs are placed to one side, while a textured area rug complements the space. Wall art hangs above the sofa, and natural light enters through large windows.

Home in North Fork

4.96 out of 5 average rating, 167 reviews

Walk to Beautiful Beach in Heart of Wine Country

Enjoy bright, comfortable and modern home in the heart of North Fork wine and farm country located just a quick walk from a gorgeous Peconic Bay beach with tennis/pickleball courts, volleyball and playground right on the beach. You'll have easy and quick access to the best of the east end: beautiful beaches, boating, fishing, fine and casual dining, vineyards, wineries, breweries, farms and farm stands offering fresh local produce, antique and local shops.

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Guest favorite

Apartment in Flanders

4.78 out of 5 average rating, 46 reviews

Stylish & Modern Touches Move-In-Ready

Musu&Oscar Residential is a home away from home, located in a cool and serene environment on the East End of Long Island, Flanders, New York. It is a stand-alone, self-contained 2-Bedroom apartment that stands out in the attractive town of Southampton for travellers and visitors looking to have quality time away with friends, loved ones, family or just for that "me time" that you have always wanted all by yourself in a relaxed and hospitable atmosphere.

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Guest favorite

A view of the Peconic River is depicted from a wooden deck, featuring a small round table and two woven chairs. The water reflects clear blue skies, with boats visible in the distance and trees lining the shore.

Houseboat in Riverhead

4.98 out of 5 average rating, 40 reviews

Peconic River Boatel

Perfectly updated nautical houseboat situated on the scenic Peconic River. Featuring two picturesque bedrooms, a full service eat-in kitchen and a living room with panoramic river view. Enjoy your morning coffee on the outside deck while taking in the sunrise. This historic waterfront town was named to Forbes Advisor’s “Best Places to Travel in 2023” — one of just 11 U.S. destinations on this year’s list. A must see for adventurers and families alike!

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Guest favorite

A bright living area features light-colored walls and wooden flooring. A comfortable sofa and a plush chair are arranged around a rustic coffee table. A ceiling fan hangs above, while a kitchen with a blue island is visible in the background, enhancing the space's openness.

Home in Mattituck

4.92 out of 5 average rating, 180 reviews

Modern Farmhouse Steps to Beach & Love Lane

Our home is professionally designed and set on a spacious, manicured green parcel enclosed by a Cul-de-sac with complete privacy inside and out. The home is designed with all modern conveniences and is located less than a 5 minute walk to Love Lane (Mattituck's charming downtown), Veteran's Beach (one of the best beaches on the Northfork) and the Mattituck train station. It is a place to relax, unwind and enjoy all that North Fork has to offer.

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Top guest favorite

An outdoor deck features a dining table surrounded by six chairs, positioned over the water. The scene includes a marina with boats and lush greenery. A tranquil sunset casts soft hues across the landscape, enhancing the serene environment.

Cottage in Flanders

4.95 out of 5 average rating, 74 reviews

Bayside bliss - Charming 2bdrm on the water w dock

Lovely 2 bedroom cottage located on the water with your own private dock. 2 queen beds, 1 bathroom, and full kitchen. Enjoy a blissful kayak along the shores of the Peconic Bay. Easy access to the North and South Forks of Long Island, famous wine trails, Ocean Beaches, and amazing farms. 2 kayaks included in the rental. Experience the food, drink, and beautiful scenery with a short drive to all of the Hamptons and the North Fork.

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Guest favorite

A spacious great room is highlighted by a cathedral ceiling with exposed wooden beams. Comfortable sofas frame a central coffee table, while large windows provide natural light, accentuated by sheer white curtains. A cozy reading nook is positioned against the wall, complemented by a variety of books.

Cottage in North Fork

4.94 out of 5 average rating, 34 reviews

Lovely North Fork Beach Cottage (2 BR/2 bath)!

Discover the North Fork of Long Island at the charming Beach Cottage (2BR/2BA). Nestled on 3 private acres, this idyllic wooded property boasts 100' of stunning *private* beachfront on the Great Peconic Bay! The Beach Cottage is spacious, tastefully-appointed, and fully-equipped to ensure a wonderful vacation. There are kayaks and SUPs for you to explore the bay and the sandy beach is a crowd pleaser.

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