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Family-friendly vacation rentals in Montauk

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Montauk

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.

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!

Bungalow in Hampton Bays

4.98 out of 5 average rating, 110 reviews

Hamptons Waterfront- Relax & Getaway!

My place is right on the water with your own sandy beach. A quick walk to the restaurant and dining. No worries about having a drink and getting home. You’ll love my place because of the location and the ambiance. My place is good for couples, solo adventurers, business travelers, and families (with kids). Conveniently located just minutes from the center of town for all your shopping needs; grocery store, Starbucks, 7-11, rite-aid, bagel cafe, pizzaria, farmers market and more.

Home in North Fork

4.98 out of 5 average rating, 207 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 North Fork

4.93 out of 5 average rating, 107 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, 108 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.

Cabin in North Fork

4.86 out of 5 average rating, 101 reviews

Beach & Forest: Cozy Cabin, Hot Tub, Peloton

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.

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 :)

Home in North Fork

4.9 out of 5 average rating, 204 reviews

Greenport Beach House

Nestled steps from the beach, and all that Greenport and the North Fork has to offer, this exquisitely charming 3 bedroom 2 bathroom waterfront home is absolutely delightful.. You’ll love my place because of the views, the location, the people, the ambiance, the outdoors space, and the Saltwater pool.. My place is good for couples, solo adventurers, business travelers, families (with kids), groups, and furry friends (pets).

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

Apartment in Southampton

4.87 out of 5 average rating, 127 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

Cottage in Shelter Island

4.96 out of 5 average rating, 105 reviews

3 Bedroom Cottage Gem

Traditional Shelter Island house, located in the heart of central village. This 3bedrooms/2 bathrooms house is really quiet, convenient for tennis players with courts cross the street, 4bikes to borrow. This house is close to restaurants and is close to the beach as well...

Vacation rentals for every style

Get the amount of space that is right for you

Apartments

Convenient locations with everyday essentials

Cottages

Quaint homes, peaceful surroundings

Bungalows

Intimate homes. inviting architecture

Popular amenities for Montauk family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Home in North Fork

4.97 out of 5 average rating, 203 reviews

Private Oasis W/Stunning Vinyard and Pool Views

Home in North Fork

4.94 out of 5 average rating, 18 reviews

Chic Beach House: Waterfront, Vineyards, Hot Tub

Home in Wading River

4.96 out of 5 average rating, 494 reviews

Your Zen Retreat

Cottage in Southampton

4.96 out of 5 average rating, 181 reviews

Secluded Southampton Cottage w/Pool & Spa

Home in East Hampton

4.94 out of 5 average rating, 158 reviews

1800 Historical East Hampton Home, 1 Mile to Town!

Home in Shelter Island

4.88 out of 5 average rating, 24 reviews

Newly Renovated w/ Pool, Hot tub & Fireplace

Home in East Hampton

5 out of 5 average rating, 14 reviews

Captains Quarters | Avail Off Season Spring 2025

Home in Southampton

4.83 out of 5 average rating, 210 reviews

Cozy & Chic Summer Getaway near village/beaches

Family- and pet-friendly home rentals

Cottage in North Fork

4.97 out of 5 average rating, 150 reviews

Savor Blazing Ocean Sunsets at a Soothing Beachfront Haven

Home in East Hampton

4.88 out of 5 average rating, 110 reviews

Gorgeous East Hampton Getaway

Home in Sag Harbor

4.85 out of 5 average rating, 160 reviews

Sag Harbor House for rent.

Guest suite in North Fork

4.92 out of 5 average rating, 155 reviews

GREENPORT RETREAT- PRIVATE 2 BR APT w/ PRIV BEACH

Home in North Fork

4.91 out of 5 average rating, 101 reviews

North Fork Escape - Walk To Village, Beach, Parks

Cottage in Montauk

4.92 out of 5 average rating, 257 reviews

Montauk Oceanview Studio 6

Cottage in Montauk

4.92 out of 5 average rating, 159 reviews

Montauk Cottage Escape

Home in Southampton

4.96 out of 5 average rating, 160 reviews

Waterview, DogsStayFree! Kayaks, Ping-Pong

Family-friendly home rentals with a pool

Home in Hampton Bays

4.94 out of 5 average rating, 124 reviews

Peaceful Retreat in Immaculate Architect’s House

Home in East Hampton

4.98 out of 5 average rating, 55 reviews

Summer Fun Modern Light Filled Hamptons House!

Home in Southampton

4.94 out of 5 average rating, 270 reviews

Southampton Village Classic-Summer Special!

Home in East Hampton

5 out of 5 average rating, 36 reviews

Stunning Central E. Hampton Home w/ gunite pool.

Home in East Hampton

4.92 out of 5 average rating, 144 reviews

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

Home in East Hampton

4.93 out of 5 average rating, 137 reviews

Walk to East Hampton Village & Ocean Beaches

Home in East Hampton

4.84 out of 5 average rating, 31 reviews

Private East Hampton Estate

Apartment in Montauk

4.86 out of 5 average rating, 111 reviews

Recharge at our Renovated ocean front unit

Quick stats about vacation rentals that are family-friendly in Montauk

Total rentals
540 properties
Nightly prices starting at
ﺩ.ﺇ404 before taxes and fees
Total number of reviews
9.7K reviews
Pet-friendly rentals
180 properties allow pets
Rentals with a pool
170 properties have a pool
Rentals with dedicated workspaces
270 properties have a dedicated workspace

Destinations to explore