Holiday houses in Aquebogue

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Top-rated holiday rentals in Aquebogue

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

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Guest favourite

Apartment in Mattituck

5.0 out of 5 average rating, 7 reviews

Vineyard Views: Private Patio and BBQ, Farm Access

Escape to the North Fork in this pet-friendly private apartment! Perfect for families or remote work, it features a 1 bedroom with 2 plush queen beds, a dedicated workspace, and a sleek bathroom. Whip up meals in the kitchen with a rustic island, unwind in the open living area with a smart TV, or relax on your covered outdoor patio with BBQ. Best of all, enjoy exclusive access to Patty's Berries and Bunches right next door, while being minutes from local wineries, shops, and the Iron Pier Beach!

LocationFamilyOutdoor spaces

Guest favourite

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, 55 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.

FamilyLocationView

Top Guest favourite

The backyard features a large, clear swimming pool complemented by lounge chairs and a shaded dining area under an umbrella. The ranch-style home and surrounding trees create a serene, private space. Soft blue skies and dappled sunlight reflect off the water, enhancing the inviting atmosphere.

Home in North Fork

4.93 out of 5 average rating, 46 reviews

NOFO Ranch Home in Wine Cntry 2 Beaches 5 Min Walk

Newly updated ranch-style country home, located direct across the street from Peconic Bay so u may take in the sun & tranquil bay views. Enjoy a backyard oasis w/ your own pool & cook some lunch or dinner on the grill. Fire Pit at night for stargazing. Direct across the street enjoy a shortwalk on the country path leading to nestled spot w/ chairs to take in the quiet Peconic Bay. 3 Bedroom (4bed), 2 Bthrm home, flat screen tv's in living room & each bedroom. Fully equipped kitchen/spices.

LocationFamilySleep quality

Top Guest favourite

A serene landscape features a heated saltwater pool bordered by lush greenery. Sun loungers are positioned around the pool under umbrellas, while a wooden fence with trees creates a peaceful backdrop, enhancing the outdoor relaxation space.

Home in Mattituck

4.93 out of 5 average rating, 134 reviews

Modern farmhouse w/ pool, beach, horses and winery

A new, modernized farmhouse with a heated saltwater pool in the heart of North Fork. Nestled on an acre of lush, fully fenced yard, the home can easily accommodate up to 8 guests and all pets! Minutes away from Love Lane (Mattituck's charming downtown), Breakwater Beach (one of best beaches in North Fork), Mattituck train station and surrounding the award winning Bridge Lane Vineyards and picturesque Seabrook Horse Farm, this bucolic home offers the perfect setting for a North Fork getaway.

FamilyValueCleanliness

Guest favourite

A charming two-story home is surrounded by lush greenery, featuring a well-maintained lawn and a small ornamental tree in the foreground. The front porch is designed with steps leading to a welcoming entrance, complemented by large windows that enhance natural light.

Home in Hampton Bays

4.98 out of 5 average rating, 58 reviews

Vacation home in the Hamptons.

Escape to the Hampton’s with this stylish four-bedroom! Just minutes from bay and ocean beaches, dining spots, and attractions, this contemporary getaway offers prime convenience & updated comfort. Enjoy a spacious private lawn area with a furnished patio and grill. Inside, find modern amenities, including a fully equipped kitchen, dining options for all occasions, a cozy living room and smart TV, plus central air-conditioning, free WiFi, and a private washer/dryer for added convenience.

LocationValueKitchen

Top Guest favourite

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, 182 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.

LocationFamilyPets

Superhost

A vast green lawn extends toward the waterfront, lined with boats moored to a dock. Colorful umbrellas are visible, providing shade for outdoor seating. The scene is illuminated by a bright, sunny sky with scattered clouds, enhancing the serene atmosphere of the cottage environment.

Cottage in North Fork

4.76 out of 5 average rating, 17 reviews

Premier Waterfront Cottage 2.

Premier Waterfront Cottage 2, All Guests have complimentary use of many kayaks, paddle boards and canoes to explore the Peconic Bay, including Free Beach Pass to 5 Local Town Beaches. We are in Wine Country with over 40 Wineries for tastings and tours. Indulge in the Historic Culture of Long Island. Look at our reviews J&S Reeve Cottages. We are Pet Friendly. Come on out and stay with us for your much needed calm, quiet and relaxing vacation, that you deserve! Tranquility at Its Best!

ValueLocationIndoor spaces

Guest favourite

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

4.86 out of 5 average rating, 29 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.

LocationFamilyQuiet

Guest favourite

Home in Flanders

4.87 out of 5 average rating, 31 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.

ValueFamilyAccuracy

Top Guest favourite

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, 166 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.

ValueLocationAir conditioning

Guest favourite

Apartment in Flanders

4.76 out of 5 average rating, 42 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-Bedrrom 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.

ValueLocationAccuracy

Top Guest favourite

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, 73 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.

LocationFamilyNearby