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Family-friendly vacation rentals in Westhampton Beach

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Westhampton Beach

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

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A spacious backyard is depicted, featuring a deck with comfortable seating, a glass table, and blue and white accents. Nearby, a swing set and a hammock are visible beneath leafy trees, while additional seating circled around a central area invites relaxation.

Home in Hampton Bays

4.88 out of 5 average rating, 226 reviews

Nautical Cottage Near Beach, Wineries, Golf, Shops

Coastal themed cottage located in the center of The Hamptons. Super Hosts! Great WiFi. Bright & comfortable space! Cowfish/Canoe Place Inn closeby! Near WINERIES, BEACHES, GOLF, WATERFRONT RESTAURANTS, & SHOPPING. 4 bedroom areas 2 full baths & outdoor shower. Spacious backyard w/ fire pit & deck w/ string lights. Lot's to do each season for couples, friends, coworkers & families. Everything you need & want in a Hampton's home. Large screen TVs/Roku, Foosball. Access to loft bedroom by ladder.

Top guest favorite

Two colorful sailboats glide across the water, their vibrant sails displaying shades of orange, yellow, and blue. In the background, a green tree line is visible along the shore, suggesting a natural setting.

Home in Milford

4.94 out of 5 average rating, 137 reviews

#2 Milford Beach (across street) Charles Isle 2BR

Welcome to your perfect Milford beachfront escape! This beautifully furnished 2-bedroom, 1-bath 2nd floor unit sits directly across from the beach, with beautiful water views. Just 100 yards from Silver Sands State Park, you’ll have easy access to its beaches, nature trails, and famous boardwalk. This unit offers beach gear, private yard for sunset dining, and proximity to Milford’s lively downtown. Whether here for a romantic getaway or family retreat, this spot offers relaxation or adventure!

The sunroom features a light pink wall and a high ceiling with exposed beams. A comfortable wicker sofa with decorative throw pillows accompanies two matching chairs. A patterned area rug covers the floor, while a small table sits in the center. Soft light filters through sheer curtains.

Cottage in Guilford

4.93 out of 5 average rating, 267 reviews

Charm + location. Walk to beach, town, & harbor.

We are sharing our "happy place". Cozy, family-friendly cottage has everything you need to enjoy a lovely vacation in a quintessential New England town. Ideally located between Guilford's famous green, gorgeous harbor and town beach, easily walk everywhere. High-season/weekend rate reflected in general view--check for actual. Recommended for groups of up to 4 (5 if with kids). Second bedroom (king) is open to living area-we provide a folding screen for door area and curtain for “passthrough”.

A cozy living space features a brown leather sofa and a white coffee table on a geometric patterned rug. A large window allows natural light to fill the room, showcasing a wall-mounted fish decor and colorful accents. A decorative plant sits on the table.

Guesthouse in Southampton

4.95 out of 5 average rating, 440 reviews

Tiny Home in Prime Spot in Southampton Village

Located in the heart of Southampton Village, this intimate, centrally-located cottage is the perfect getaway! Nestled in an easily accessible, safe, and well-lit neighborhood, it is ideal for those with or without a vehicle. Only a 5 min. walk from the train station and a 5 min. walk to town, which includes premier shopping and restaurants. Enjoy nearby wineries, museums, and pristine, top-ranked beaches. Be close to everything Southampton has to offer while enjoying absolute peace and quiet!

A spacious living area features a large sectional sofa adorned with decorative pillows, complementing a dining area with a round table and four chairs. Bright overhead lights illuminate the space, which includes a modern kitchen visible in the background.

Guesthouse in Milford

4.92 out of 5 average rating, 205 reviews

Chic Coastal Retreat: Modern Apt Steps from Beach

Enjoy our freshly renovated 2-bedroom apartment with a private entrance, kitchen, and in-unit washer/dryer all just a stone's throw from the beach. At Silver Sands State Park, take in views of Charles Island, accessible via a sandbar at low tide. Explore scenic bike trails or stroll the picturesque boardwalk. Perfect for families and group get togethers. Beach amenities are provided, including kayaks, and enjoy a private backyard where you can fire up the BBQ and fire pit. No pets, please.

Cabin in Shirley

4.87 out of 5 average rating, 153 reviews

A-Frame cabin with private beach & epic sunsets

Just a 1.5 hour drive from NYC, this home is the perfect beach getaway spot, with a few steps from the deck to the private beach with its beautiful view across the Great South Bay. Remote work with stunning water views through the wall of windows & in cold weather light a fire while sunlight floods the living space. Two queen bedrooms & bunk bed room sleeps 6 guests, great for families or a small gathering of friends. 5 min drive to ocean beach with great swimming & surfing at Smith Point.

A large, fenced-in backyard features a wooden playground with a slide and climbing structure, surrounded by lush greenery. Soft grass covers the ground, creating a safe play area for children. Mature trees provide natural shade in this private outdoor space.

Home in East Hampton

4.93 out of 5 average rating, 110 reviews

Private & Pristine with Pool and Kid’s Playard

INSTANT BOOK/ dates are current. Private and Pristine 3 bed / 2 bath home in the heart of East Hampton set on 1.3 acres. Home features a chef's kitchen, in-ground gated pool, and pure privacy and relaxation. Close proximity to East Hampton Village (5 mins) and East Hampton, Amangansett and Bay Beaches (7mins), Montauk (20 mins), Sag Harbor (15 mins). Kids adore the huge playground! Entire property fenced-in to ensure the safety of kids! Heated Pool open: Memorial Day - Sept 30.

Top guest favorite

The entryway features a light-colored door with a glass panel, allowing natural light to enter. A decorative compass wall sign reading 'Aqua Vista Greenport' is displayed nearby, adding a nautical touch to the welcoming atmosphere.

Home in North Fork

4.98 out of 5 average rating, 215 reviews

Aqua Vista

Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

The front exterior of the home is framed by lush greenery and a flower-lined pathway made of stone. Two trees add natural shade, while a charming yellow door welcomes guests. A fenced yard and gravel accents enhance the inviting entrance.

Home in North Fork

4.94 out of 5 average rating, 108 reviews

Maritime Village Getaway with Backyard

Well located Greenport 3 bedroom, 2 bath home. Historic renovated private home with modern furnishings and updated appliances and finishings. Patio and yard with outdoor shower, fire pit, and yard. Central AC and heat. Properly licensed as a rental with Greenport Village and Suffolk County. I now add the airbnb fees and local and state taxes onto the listing. If you have questions about this please reach out. Not sure how transparent the fee structure is for guests.

The open kitchen area features a light color palette with horizontal stripes on the walls. A doorway leads to a garden, inviting natural light. A natural fiber rug lines the floor, and a comfortable seating arrangement is visible to the left.

Guest suite in Montauk

4.94 out of 5 average rating, 124 reviews

Cozy guesthouse in an English style Tudor house

Light and airy, lots of blue and white (think Ralph Lauren) cozy and country feeling cottage in an English tudor house. The perfect place for a relaxing stay in Montauk. Reminiscent of an English county cottage with all its charm and imperfections. Its the perfect spot for a BBQ and relaxing outside with the sounds of birds chirping and the leaves rustling. 20 min walk to town, 25 min walk to the beach. I hope you'll enjoy your stay :)

Lush green trees line the water's edge, reflecting shades of gold and green onto the calm surface. The tranquil scene is accentuated by the gentle ripples, creating a harmonious blend of nature and serenity.

Guesthouse in Shelter Island

4.96 out of 5 average rating, 115 reviews

Waterfront carriage house studio

Access to endless pool/spa, private beach around corner, breathtaking views, access for kayak, sup etc on property, playful friendly dog, easy access to all including sunset beach, beautiful breeze, private location, 46 foot classic powerboat available for charter at discounted rate w/ rental

A private entrance features a white door set against a backdrop of textured wooden siding. Colorful purple irises bloom along the stone pathway, complemented by lush greenery, contributing to the inviting exterior of the studio apartment.

Apartment in Southampton

4.87 out of 5 average rating, 126 reviews

Southampton Village Studio

Location, Location, Location!!!! New renovated stand along Studio Apartment in the heart of Southampton Village. Private with lots of light, Cable TV and living room area. Located in wonderful Southampton Village location, only 1 mile to village shops and 2 miles Coopers Beach. Wi-Fi

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Popular amenities for Westhampton Beach family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

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

4.97 out of 5 average rating, 203 reviews

Private Oasis W/Stunning Vinyard and Pool Views

Top guest favorite

A comfortable living room is depicted with natural wood accents and large windows allowing ample light. Woven chairs and a glass-topped coffee table are arranged on a colorful area rug. Decor items and plants are strategically placed on the walls and shelves.

Home in Wading River

4.96 out of 5 average rating, 501 reviews

Your Zen Retreat

Top guest favorite

An elevated deck features a rectangular pool surrounded by lounge chairs and shaded by bright umbrellas. A wooden dining table with ample seating offers a space for meals outdoors. Lush greenery is visible nearby, complementing the modern architecture in the background.

Apartment in Fire Island Pines

5 out of 5 average rating, 101 reviews

"NORTH APT." Renovated 1 Br Apt. In Great Location

A cozy living area is furnished with two armchairs and a decorative side table, complemented by a soft rug. Natural light filters through large windows, illuminating the open layout that leads to a spacious dining area featuring a large table and views of the outdoors.

Home in East Hampton

4.94 out of 5 average rating, 161 reviews

1800 Historical East Hampton Home, 1 Mile to Town!

A renovated bathroom features a white bathtub with an attached shower, a modern toilet, and a double sink vanity. Above the sink, a large mirror is framed by bright lighting. White paneling is present on the lower walls, enhancing the clean aesthetic.

Home in Shelter Island

4.88 out of 5 average rating, 24 reviews

Newly Renovated w/ Pool, Hot tub & Fireplace

A spacious living area features large windows allowing natural light to fill the room. A cozy sofa is paired with a wooden coffee table. A stylish hammock chair hangs beside an ornate wooden armoire, enhancing the overall relaxed atmosphere.

Home in Southampton

4.83 out of 5 average rating, 210 reviews

Cozy & Chic Summer Getaway near village/beaches

Home in Westhampton Beach

4.92 out of 5 average rating, 144 reviews

Hampton's Haven

A well-equipped kitchen includes wooden cabinets and essential appliances, facing a cozy dining area with a table and chairs. The living space features a comfortable seating area with a soft couch and a television, while natural light filters through the window treatments.

Guest suite in Guilford

4.96 out of 5 average rating, 157 reviews

Bright, Cozy Apartment in Guilford

Family- and pet-friendly home rentals

Cottage in North Fork

4.97 out of 5 average rating, 151 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

A spacious backyard area is shown, featuring a grassy lawn scattered with fallen leaves. A barbecue grill is positioned to the left, with two outdoor chairs located nearby under the shade of trees. A wooden fence provides privacy in the background.

Home in Sag Harbor

4.85 out of 5 average rating, 160 reviews

Sag Harbor House for rent.

A cozy seating area features a light gray armchair with tropical leaf print cushions. A stylish black console table holds decorative items and magazines, with a woven basket beneath. Natural light illuminates the space, highlighting the nearby staircase and wall art.

Home in North Fork

4.91 out of 5 average rating, 104 reviews

Cozy Farmhouse Retreat in North Fork, NY

An open floor plan reveals a studio space with hardwood flooring and an open beam ceiling. A spacious bed is placed against one wall, complemented by a light-toned nightstand. A circular fireplace is positioned near a blue accent chair and a dining table.

Cottage in Montauk

4.92 out of 5 average rating, 267 reviews

Montauk Oceanview Studio 6

Top guest favorite

A well-maintained backyard is shown, featuring a paved patio area furnished with a table and chairs. Lush green grass surrounds the space, alongside a small tree and shrubs. The home's exterior displays calming blue siding, and several windows brighten the space.

Cottage in Montauk

4.92 out of 5 average rating, 159 reviews

Montauk Cottage Escape

A two-story home is set back from the road, framed by lush greenery and gravel landscaping. A red umbrella provides shade on the upper deck, and large windows offer glimpses of the interior. The house is light-colored, blending well with the coastal surroundings.

Home in Southampton

4.96 out of 5 average rating, 169 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

Top guest favorite

Guest suite in Fairfield

4.94 out of 5 average rating, 413 reviews

Private Studio Apartment; Kitchen; Fully Furnished

A light-filled kitchen features a central island with a contrasting dark countertop and two pink stools. Open shelving displays various kitchenware, while a gas stove and refrigerator are visible. Natural wood accents and white walls contribute to a clean and airy ambiance.

Home in Montauk

4.88 out of 5 average rating, 207 reviews

Casa Bungo | Walk to Surf Lodge, Beach & Town!

Family-friendly home rentals with a pool

A vintage two-story beach house is showcased from the front, featuring a covered porch with white railing. Green shutters complement the light yellow exterior. Lush gardens with blooming flowers surround the property, adding a touch of vibrant color to the inviting entrance.

Home in New London

4.88 out of 5 average rating, 179 reviews

Waterview Cove 1 @ Ocean Beach: 6 Queen 1 Sofa Bed

Top guest favorite

A light-filled living room features soft seating with a mix of blue and beige tones. A flat-screen television is positioned centrally, and a decorative area rug lies on the wooden floor. Large windows allow natural light to illuminate the space.

Home in North Fork

4.88 out of 5 average rating, 123 reviews

The Perfect North Fork Escape

An inviting outdoor area features a pool covered by a green safety cover. Several lounge chairs are arranged around the pool on a stone patio. A large tree provides shade, surrounded by well-maintained greenery and colorful bushes, creating a serene environment.

Home in Stony Brook

4.93 out of 5 average rating, 523 reviews

Spacious Studio Apartment- near SBU

The living area showcases a modern design with large windows allowing natural light. A dark sectional couch complements a light wooden coffee table placed on a woven rug. Shelving and a decorative plant enhance the space's inviting appeal. A minimalist art piece is displayed on the wall.

Home in Hampton Bays

4.94 out of 5 average rating, 127 reviews

Peaceful Retreat in Immaculate Architect’s House

The living room features a blend of modern and mid-century design with a wood-planked ceiling. A large flat-screen TV is mounted on the wall above a wood-burning fireplace. A comfortable seating area includes a black leather couch and two orange chairs, complemented by decorative accents.

Home in East Hampton

4.88 out of 5 average rating, 109 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

Top guest favorite

A spacious outdoor pool is surrounded by a stone patio, featuring a pink flamingo floatie. Aqua-colored lounge chairs are positioned nearby on a gravel surface, with greenery and trees framing the area for privacy.

Home in Hampton Bays

4.98 out of 5 average rating, 126 reviews

Beach House Feel - newly renovated backyard Oasis

A light-filled living area features a spacious sectional sofa and a dining table with black chairs. A coffee table sits in the center, complemented by decorative elements. Large windows offer views of the outdoor space, enhancing the room's openness.

Home in North Fork

4.96 out of 5 average rating, 112 reviews

Quiet, Upscale Retreat by the Beach with Pool

A spacious garden area is surrounded by lush greenery, featuring a fire pit with Adirondack chairs. Sunlight filters through the trees, creating a serene environment for relaxation. A hammock hangs nearby, inviting guests to unwind in a tranquil setting.

Home in East Hampton

4.93 out of 5 average rating, 148 reviews

Large heated pool, games room, near private beach

Quick stats about vacation rentals that are family-friendly in Westhampton Beach

Total rentals
170 properties
Nightly prices starting at
ﺩ.ﺇ367 before taxes and fees
Total number of reviews
2K reviews
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
120 properties have a pool
Rentals with dedicated workspaces
100 properties have a dedicated workspace

Destinations to explore