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Family-friendly holiday rentals in Aquebogue

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Top-rated family-friendly rentals in Aquebogue

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite
A heated saltwater pool is surrounded by a spacious green lawn and lounge chairs, with a tree-lined white fence in the background. The house features a charming design with large windows and a wide patio area, suitable for outdoor dining and relaxation.
Home in Hampton Bays

Stylish+Modern Cape w/Saltwater Pool-5min to Beach

Stylish+Modern Cape Beach House nestled in Hampton Bays South of the highway, 5 min drive to beaches. Heated Saltwater Pool. 4 Bedrooms+Crib room & Office. 2 Bathrooms. Outdoor deck w/family dining+BBQ. Fully-fenced, tree-lined back yard w/ beautiful sunsets. Upstairs King bedroom w/ensuite bthrm + Twin bedroom directly off master. Main floor has another King bedroom+Twin bedroom, master bath, lounge+kitchen w/huge sit-around island. TV Den. Central AC. 15 min walk/ 2 min drive to shops+train.

Indoor spacesKitchenCleanliness

4.97 out of 5 average rating, 154 reviews
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

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.

Indoor spacesFamilyWi-Fi

4.93 out of 5 average rating, 134 reviews
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

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.

FamilyKitchenBathroom

4.98 out of 5 average rating, 182 reviews
Guest favourite
Home in Mastic

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

Indoor spacesKitchenLayout

4.96 out of 5 average rating, 184 reviews
Guest favourite
A serene scene features a well-kept pool surrounded by lounge chairs, reflecting the colors of the sunset. The main house and pool house are visible, each with large windows and inviting outdoor spaces. Lush greenery outlines the property, enhancing the tranquil setting.
Home in Hampton Bays

Stunning Hamptons Waterfront Escape w/ Sunset View

Experience an unforgettable trip in the Hamptons at our waterfront haven! Savor the views and sunset from our spacious deck. Vaulted ceilings and large windows flood the space with natural light. Brand new Weber Grill (2025). We have completed renovations of 3 bathrooms, 2 kitchens, and the entire pool house over the last 18 months. Our home is <10 minutes drive to the beach, groceries, and restaurants! Our pool will close on September 15th, 2026 and will reopen May 29, 2027.

KitchenFamilyCheck-in

4.87 out of 5 average rating, 137 reviews
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

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.

KitchenIndoor spacesLocation

4.86 out of 5 average rating, 29 reviews
Guest favourite
A spacious living area features exposed wooden beams and a cozy brick fireplace. Comfortable seating includes a brown sofa and recliner, with decorative pillows adding warmth. A glass coffee table stands on a colorful area rug, while large windows overlook the greenery outside.
Cabin in North Fork

Beach & Woods: Cozy Cabin, Hot tub, Peloton, Oh My

Welcome to nature's retreat, our secluded North Fork haven where 2+ acres of wild beauty and private beach access promise unparalleled relaxation. Delight in our hot tub's warmth under the stars, unwind on swings, or glide on bay waters with our kayak. With enchanting porch views, an invigorating outdoor shower, and nearby organic farms, our cabin is an idyllic escape. Experience the local charm with vineyard tours and return to a haven of comfort and adventure.

Indoor spacesFamilyGetting around

4.87 out of 5 average rating, 124 reviews
Guest favourite
A spacious backyard is showcased with a large saltwater pool, featuring a floating inflatable and sun loungers arranged along the edge. The house stands in the background, framed by trees and an inviting grassy area, enclosed by a black fence.
Home in Hampton Bays

Coastal Retreat|Heated Saltwater Pool|5 MinToBeach

Unwind in Hamptons Bliss! A coastal oasis awaits at this exquisite vacation house. Immerse yourself in luxury, from the elegant interiors to the serene outdoor retreat including a massive fenced-in salt water heated pool (Memorial Day to Labor Day) that will leave you in awe. Indulge in beachside bliss, upscale shopping, and culinary delights. Create memories that will linger long after the sun sets over the horizon. Your dream Hamptons getaway starts here!

FamilyKitchenQuiet

4.94 out of 5 average rating, 116 reviews
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

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.

Indoor spacesKitchenCheck-in

4.96 out of 5 average rating, 166 reviews
Guest favourite
A white camper is positioned on a grassy patch, surrounded by greenery and wildflowers. The camper features an extended awning for shade, and a small outdoor area with a grill is visible nearby. Light clouds drift across a bright sky, adding to the serene setting.
Campervan/RV in North Fork

Slide out camper on century old working farm

You will have privacy in this 29 foot long 2008 camper with one slideout. It's quite spacious and will sleep 4 adults comfortably. Kids will love the cozy bunk beds. We are located on the North Fork of Long Island close to beaches, county and state parks, wineries and breweries, farm stands. The ocean is 20 minutes away, Long Island Sound and Peconic Bay 10 minutes. Beautiful Greenport and Shelter Island are great destinations for shopping and dining.

Indoor spacesKitchenPool

4.9 out of 5 average rating, 105 reviews
Guest favourite
A charming cottage exterior features wood shingles and white trim. An American flag hangs proudly from the front, while window boxes with greenery add a touch of color. The light blue front door complements the natural elements, inviting guests inside.
Home in Westhampton Beach

Luxury Hamptons Home with Heated Saltwater Pool

Get away from it all in this meticulously renovated Westhampton Beach home. Pull up to the cottage in the heart of Westhampton Beach, a place that delivers all the Hamptons have to offer, all while being within a two hour drive of NYC. No detail was overlooked in the renovation of this cottage… the beauty is only matched by the comfort and function. With the open floor plan, sunny kitchen, furnished open air patio, you won’t want to leave.

Indoor spacesKitchenDecor

4.98 out of 5 average rating, 173 reviews
Guest favourite
A serene view of calm water featuring kayakers enjoying a sunny day. The distant shoreline is dotted with houses, creating a relaxed coastal atmosphere. Clear blue skies reflect on the water, enhancing the peaceful scene.
Home in Shinnecock Hills

Southamp Waterview, DogsFREE! Kayaks, Ping-Pong

Beachy casual feel-good home easily located at the entrance to The Hamptons. Lovely views of Bay, Nightly Sunsets & birds! Launch our Kayaks at street's tiny beach flowing from Cold Spring Pond into Bay. Or cuddle by the fireplace and play our many available games. We provide soft sheets & towels for the showers and & beach...priding ourselves on your comfort! Our Private-Pool is heatable & plant-surrounded with Outdoor Shower.

FamilyIndoor spacesQuiet

4.95 out of 5 average rating, 204 reviews

Popular amenities for Aquebogue family-friendly rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Family-friendly home rentals with a hot tub

Top Guest favourite
A serene outdoor area showcases a saltwater pool with a spa, surrounded by well-maintained landscaping featuring vibrant yellow flowers. Lush green fields extend into the distance, framed by a clear sky with scattered clouds.
Home in North Fork

Private Oasis W/Stunning Vinyard and Pool Views

KitchenFamilyCheck-in

4.97 out of 5 average rating, 218 reviews
Guest favourite
A vibrant pool scene is captured, featuring a colorful unicorn float positioned on the water. Lush hydrangea blooms frame the area in shades of pink, complementing the surrounding greenery and the wooden fence that provides privacy.
Apartment in Southampton

Swimming pool w/Hot tub Fire Pit Coffee Bar

Indoor spacesFamilySleep quality

4.96 out of 5 average rating, 109 reviews
Guest favourite
Home in Sag Harbor

Barefoot Bliss | Quiet Family Retreat Heated Pool

KitchenIndoor spacesBackyard

4.91 out of 5 average rating, 202 reviews
Guest favourite
Apartment in Flanders

Hamptons Waterfront Suite | Private Hot Tub

KitchenFamilyValue

4.94 out of 5 average rating, 104 reviews
Top Guest favourite
A contemporary ranch-style home is surrounded by lush greenery. The custom-shaped heated pool features a waterfall and is bordered by a stone patio with lounge chairs and umbrellas. A state-of-the-art hot tub is positioned nearby, enhancing the outdoor relaxation space.
Home in Westhampton Beach

Hampton's Haven

KitchenFamilyComfort

4.93 out of 5 average rating, 165 reviews
Guest favourite
Home in Milford

Oceanfront Beach House w/ Private Hot Tub

KitchenFamilyNearby

4.94 out of 5 average rating, 145 reviews
Guest favourite
The image captures a spacious outdoor area featuring a large heated pool with a fountain and surrounding stone patio. Nearby, lounge chairs are arranged for relaxation, while a generous lawn stretches in the background, accompanied by a well-designed home nestled among trees.
Home in East Hampton

Sprawling Hamptons Estate with Hot Tub & Amenities

Indoor spacesKitchenValue

4.78 out of 5 average rating, 145 reviews
Guest favourite
A spacious living area features a dark leather sofa adorned with colorful throw pillows, complimented by a patterned area rug. A ceiling fan is positioned above, and natural light streams through multiple windows. An adjoining dining area with a black table and chairs is visible.
Home in Greenport

Blue Bay Dream (Outdoor Jacuzzi, Cabana + Office)

KitchenIndoor spacesComfort

4.92 out of 5 average rating, 514 reviews

Family- and pet-friendly home rentals

Top Guest favourite
Cottage in Hampton Bays

Hamptons Cottage.

FamilyIndoor spacesBathroom

4.93 out of 5 average rating, 123 reviews
Guest favourite
A modern cottage is set amidst lush greenery, featuring a spacious rear deck and a lower patio area with two lounge chairs. The second story includes a covered deck with an awning, while large windows invite natural light into the interior.
Home in Mattituck

Walk to Breakwater Beach in Heart of Wine Country

FamilyIndoor spacesCheck-in

4.92 out of 5 average rating, 116 reviews
Top Guest favourite
A sandy pathway illuminated by soft lights leads toward a tranquil beach at dusk. Tall grass borders the path, and the horizon showcases a gentle gradient of colors as the sun sets over the calm water.
Home in Miller Place

Ocean House

FamilyIndoor spacesSleep quality

4.96 out of 5 average rating, 114 reviews
Guest favourite
Home in Springs

Serene + private ~ 1 block to waterfront dining

KitchenIndoor spacesBathroom

4.91 out of 5 average rating, 141 reviews
Top Guest favourite
A calm waterfront scene shows a serene body of water reflecting the sky. A sandy beach is visible, framed by natural vegetation, with a wooden barrier along the shoreline. The peaceful setting invites relaxation and enjoyment of the outdoors.
Apartment in Hampton Bays

Private & Cozy Cottage with short walk to beach!

KitchenIndoor spacesBiking

4.97 out of 5 average rating, 442 reviews
Top Guest favourite
An enclosed outdoor living space features a wooden deck overlooking a heated pool. Furnished with a large round table and comfortable seating, natural light floods through the screens, creating an airy atmosphere. Elegant trees and lounge chairs visible outside enhance the serene environment.
Home in Bridgehampton

Amazing Home close to Everything -

Indoor spacesFamilyAccuracy

4.94 out of 5 average rating, 334 reviews
Guest favourite
A modern kitchen is showcased, featuring a large center island with four wooden bar stools. Stainless steel appliances and white cabinetry are complemented by granite countertops. Natural light filters in through a window above the sink, illuminating the inviting space.
Home in North Fork

Modern Farmhouse Retreat North Fork Wine Country

KitchenIndoor spacesAccess

4.95 out of 5 average rating, 152 reviews
Guest favourite
A light-filled living room features a working fireplace surrounded by a sleek white mantel. Comfortable seating options include two white sofas, a brown leather chair, and several blue poufs. Natural décor elements and artwork complement the space, creating a tranquil atmosphere.
Home in North Fork

Sprawling Modern Home Minutes from Beach

KitchenFamilyBackyard

4.98 out of 5 average rating, 48 reviews

Family-friendly home rentals with a pool

Guest favourite
The living area features high ceilings and large windows that fill the space with natural light. A neutral-colored sofa and loveseat provide comfortable seating, complemented by a simple coffee table. A ceiling fan enhances air circulation, while a welcoming rug adds warmth to the wooden floor.
Home in Hampton Bays

*Hamptons Oasis* 4BR Cool Getaway

Indoor spacesFamilyValue

4.89 out of 5 average rating, 114 reviews
Top Guest favourite
A contemporary home with large windows overlooks a serene pool area. Lush greenery surrounds the property, providing a natural backdrop. Sun loungers are positioned beside the pool on spacious stone decking, inviting relaxation and outdoor enjoyment.
Home in Westhampton Beach

Hamptons Oasis: pool, grill, lush landscape

KitchenFamilyComfort

4.94 out of 5 average rating, 143 reviews
Top Guest favourite
A landscaped outdoor area features a stone fire pit surrounded by bright blue chairs on a gravel surface. Lush greenery and tall trees provide privacy, while a spacious pool bordered by lounge chairs is situated in the background.
Home in East Quogue

Beach House Feel - Newly renovated Backyard Oasis

FamilyKitchenCleanliness

4.99 out of 5 average rating, 151 reviews
Guest favourite
A well-maintained outdoor pool area is surrounded by a wooden deck and lush greenery. Lounge chairs are positioned along the pool, with a shaded area provided by a large tree. The clear blue water of the pool reflects the sunlight, inviting relaxation.
Home in Water Mill

Astounding Watermill 5 Bedroom home with Pool

KitchenIndoor spacesParking

4.94 out of 5 average rating, 166 reviews
Guest favourite
A calm waterfront scene features a vibrant sailboat gliding across the bay, surrounded by green marshland. A wooden dock leads into the water, with several colorful chairs positioned for relaxation. Soft hills and houses line the distant shore under a gentle mist.
Home in Mastic Beach

Gorgeous Waterfront and Indoor Pool Family Oasis!

FamilyKitchenLaundry

4.92 out of 5 average rating, 142 reviews
Guest favourite
An aerial view captures a backyard featuring a heated pool surrounded by comfortable seating and a dining area. A deck is adorned with lounge chairs and a patterned rug, while manicured grass enhances the outdoor space. Sunlight reflects off the crystal-clear pool water.
Home in Hampton Bays

Hampton Bays village summer home!

KitchenFamilyHospitality

4.86 out of 5 average rating, 108 reviews
Guest favourite
A charming cottage-style home is set amid lush greenery, featuring a covered porch with white railings. A gravel pathway leads to the entrance, surrounded by manicured shrubs and a well-kept lawn. The exterior is finished with natural wood siding and a sloped gray roof.
Home in Hampton Bays

Hamptons Waterview Cottage

FamilyIndoor spacesComfort

5.0 out of 5 average rating, 8 reviews
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

NOFO Ranch Home in Wine Cntry 2 Beaches 5 Min Walk

KitchenIndoor spacesAmenities

4.94 out of 5 average rating, 47 reviews

Destinations to explore