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Family-friendly vacation rentals in The Hamptons

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in The Hamptons

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

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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.

Home in Sag Harbor

4.9 out of 5 average rating, 182 reviews

Kiddo Approved! Heated Pool/Hotub Renovated Home

Family friendly Sag Harbor one level beach house close to Main Street. Heated pool (for a fee), hot tub, enclosed grass yard, kids play area with sandbox and toys, crib, highchair, outdoor fireplace, outdoor shower, yard is fenced and gated with separate safety fence and gates around pool. Backs up to a nature preserve for privacy. Quiet Neighborhood. Short drive to the beach and Main Street. Pool open April 13th-Oct 1. Pool can be heated June-August (for a fee). Hot Tub open April- November.

Home in Milford

4.94 out of 5 average rating, 134 reviews

#2 Milford Beach by Charles Island/Silver Sands Pk

Welcome to your perfect Milford beachfront escape! This beautifully designed 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!

Home in Bayport

4.83 out of 5 average rating, 161 reviews

Exquisite spacious waterfront all modern-sleeps 8

READ THE CONSISTENT FINE REVIEWS! Its heart-warming providing such a nice sanctuary! This MEMORABLE Sayville / Bayport Vacation rental home has a picturesque backyard & amazing water views. 3Br 2 full bath. Enjoy the 2-person steam shower & huge 10-person whirlpool bath for spa-like living. Perfect for quiet getaways. All new furniture w/ coastal chic decor. Feed 6 ducks, 2 swans, 2 cranes. The serenity & one-of-a kind view sets this Sayville vacation home apart from all others.

Guesthouse in Southampton

4.96 out of 5 average rating, 437 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!

Guesthouse in Milford

4.92 out of 5 average rating, 203 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.

Home in Greenport

4.97 out of 5 average rating, 197 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).

Home in Greenport

4.93 out of 5 average rating, 102 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.

Home in East Hampton

4.93 out of 5 average rating, 107 reviews

Private & Pristine with Pool and Kid’s Playard

INSTANT BOOK: 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! Pool open: Memorial Day - Labor Day Only.

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 :)

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

Rental unit 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

Vacation rentals for every style

Get the amount of space that is right for you

Villas

Luxurious estates for the ultimate escape

Bungalows

Intimate homes. inviting architecture

Cottages

Quaint homes, peaceful surroundings

Popular amenities for The Hamptons family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in Cutchogue

4.97 out of 5 average rating, 200 reviews

Private Oasis W/Stunning Vinyard and Pool Views

Home in Wading River

4.96 out of 5 average rating, 487 reviews

Your Zen Retreat

Home in East Hampton

4.94 out of 5 average rating, 72 reviews

Family Friendly Springs Beach House

Cottage in Southampton

4.96 out of 5 average rating, 176 reviews

Secluded Southampton Cottage w/Pool & Spa

Rental unit in Sayville

5 out of 5 average rating, 101 reviews

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

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, 143 reviews

Hampton's Haven

Home in Shelter Island

4.96 out of 5 average rating, 163 reviews

Shelter island retreat

Family- and pet-friendly home rentals

Cottage in Riverhead

4.97 out of 5 average rating, 148 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Home in East Hampton

4.89 out of 5 average rating, 109 reviews

Gorgeous East Hampton Getaway

Home in Sag Harbor

4.85 out of 5 average rating, 159 reviews

Sag Harbor House for rent.

Home in Sag Harbor

4.81 out of 5 average rating, 133 reviews

Halloween / Autumn special - Sag Harbor Gem

Home in East Hampton

4.94 out of 5 average rating, 155 reviews

1800 Historical East Hampton Home, 1 Mile to Town!

Cottage in Port Jefferson Station

4.8 out of 5 average rating, 428 reviews

The Red Cottage Circa 1936

Cottage in Montauk

4.92 out of 5 average rating, 158 reviews

Montauk Cottage Escape

Home in Southampton

4.95 out of 5 average rating, 149 reviews

Waterview, Dogs StayFree! Kayaks, Ping-Pong

Family-friendly home rentals with a pool

Home in Bellport

4.95 out of 5 average rating, 37 reviews

Gorgeous Bellport Village Getaway with Heated Pool

Home in Stony Brook

4.93 out of 5 average rating, 505 reviews

Spacious Studio Apartment- near SBU

Home in Hampton Bays

4.94 out of 5 average rating, 120 reviews

Peaceful Retreat in Immaculate Architect’s House

Home in East Hampton

4.88 out of 5 average rating, 109 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

Home in Southampton

4.94 out of 5 average rating, 270 reviews

Southampton Village Classic

Home in East Hampton

5 out of 5 average rating, 33 reviews

Stunning Central E. Hampton Home w/ gunite pool.

Home in Sag Harbor

4.85 out of 5 average rating, 258 reviews

Exclusive Sag Harbor Compound

Home in East Hampton

4.93 out of 5 average rating, 139 reviews

Heated pool, games room, near beach, kid-friendly

Destinations to explore