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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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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.

A playground is situated on sandy ground, featuring dual green slides, swings, and a climbing structure. Sunlight brightens the scene, with surrounding greenery visible in the background. The open space invites playfulness and outdoor activity for families and children.

Home in East Hampton

4.87 out of 5 average rating, 203 reviews

Clean&EasyHome-PrivateBeach-HeatedPool-Fenced Yard

Meticulously cleaned home.Tranquil family neighborhood in historic artist's beach community.Heated saltwater pool.Wood burning fireplace.Private fenced-in backyard.Half mile to private bay beach. Bike great trails & savor delicious meals prepared in fully equipped kitchen.Enjoy Clearwater Beach's renowned sunset. Easy living home.We welcome all respectful guests.East Hampton's best restaurants are nearby.Smoke free.Small dogs permitted.Cell reception booster! Ask about EVcharger.Registry 23-625

Cabin in Shirley

4.87 out of 5 average rating, 151 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, 109 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.

An outdoor dining area is visible, featuring a glass-top table surrounded by six chairs beneath a large umbrella. A grill sits nearby, with a view of the water and lush greenery in the background, creating a relaxing setting for meals and gatherings.

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.

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, 213 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 :)

A serene lakeside scene features several white Adirondack chairs arranged on a grassy area by the water. The sky showcases vibrant hues of orange, pink, and blue, reflecting off the calm lake surface. Reeds border the shoreline, adding to the tranquil atmosphere.

Apartment in Montauk

4.98 out of 5 average rating, 161 reviews

Duffy's On Lake Montauk 3

Recently renovated in soft blues and whites, these sleek units offer a full kitchen, washer/dryer, living area and large deck steps from Lake Montauk. Paddle boards , kayaks and beach chairs offered. All units have Bose players and Roku. The units sit at a 90 degree angle to the lake with partial lake views from the deck. The lake and beachfront are a 1 minute walk from the unit. PRICES INCLUDE SUFFOLK COUNTY SALES AND OCCUPANCY TAX

A welcoming living area features a comfortable grey sofa adorned with light-colored cushions. A flat-screen TV is positioned across from the seating, with a side table and a small white chair nearby. Natural light enhances the rustic charm of the wide plank flooring.

Cottage in Montauk

4.87 out of 5 average rating, 100 reviews

Secluded 1Br cottage on the lake, close to Ditch

This is the best of Montauk living, right by the lake, close to Ditch, and with an incredible, lush front yard suitable for outside dining or having a couple friends over for dinner. Walk down to the lake to enjoy the sunset, or stroll over to the Crow's Nest for drinks or dinner. No need to drive, it's well within walking distance. Join the many that have experienced the magic of our cottage at South Lake.

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 Montauk family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a pool

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

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

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, 263 reviews

Montauk Oceanview Studio 6

Home in Sag Harbor

4.85 out of 5 average rating, 262 reviews

Exclusive Sag Harbor Compound

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

Top guest favorite

A light blue house features a welcoming front porch with bright blue chairs. The well-maintained lawn is surrounded by a white picket fence and shaded by a leafy tree. A gravel driveway leads to the garage, creating an inviting outdoor space.

Cottage in Montauk

4.92 out of 5 average rating, 159 reviews

Montauk Cottage Escape

Top guest favorite

The farmhouse exterior features a covered porch with a simple wooden chair. Lush green foliage and blooming flowers create a vibrant setting, complementing the home’s traditional architecture. The porch invites gatherings while the surrounding garden emphasizes the tranquil outdoor atmosphere.

Home in East Hampton

4.93 out of 5 average rating, 137 reviews

Walk to East Hampton Village & Ocean Beaches

Family-friendly home rentals with air conditioning

A light-filled bedroom features a cozy bed adorned with a patterned quilt. Natural light streams through window coverings, illuminating a soft rug and a small seating area, complemented by a bedside lamp and decorative accents along the walls.

Home in Center Moriches

4.74 out of 5 average rating, 62 reviews

Sunny little house in beach community!

A charming Cape Cod cottage is showcased, featuring a light gray shingled exterior and blue door. The front yard is adorned with green grass and small shrubs, while steps lead to the entrance. Tall trees frame the property, providing a sense of privacy.

Home in Sag Harbor

4.85 out of 5 average rating, 160 reviews

Sag Harbor House for rent.

An outdoor heated pool is surrounded by a wooden deck, featuring five light blue lounge chairs for relaxation. Lush green trees create a natural backdrop, promoting a sense of privacy. A fence encloses the area, enhancing the tranquil atmosphere.

Home in Water Mill

4.84 out of 5 average rating, 74 reviews

Lovely Hamptons Home

Home in East Hampton

4.74 out of 5 average rating, 89 reviews

Clean Home Pool Cent-Loc. Quiet Reserve Pet Friend

Top guest favorite

A bright and airy great room combines kitchen, dining, and living areas. Light wood cabinetry and stainless steel appliances complement the open layout. Soft white sofas with navy pillows are arranged around a wooden coffee table, and a round mirror enhances the natural light from multiple windows.

Apartment in North Fork

4.96 out of 5 average rating, 142 reviews

Upscale Newly Constructed Apartment

A cozy living room is presented with a spacious sectional sofa adorned with blue and beige cushions. A flat-screen television sits on a light-colored entertainment unit, while a stylish coffee table anchors the space. Soft lighting enhances the ambiance from wall sconces and recessed lights.

Home in Hampton Bays

4.98 out of 5 average rating, 46 reviews

Sophisticated and Sweet

The exterior of a two-story home is visible, featuring large glass windows that promote natural light. A spacious wooden deck hosts a dining area with a white umbrella. Lush green grass and trees surround the area, creating a serene outdoor setting.

Home in Water Mill

4.91 out of 5 average rating, 98 reviews

Elegant Modern Artist's Residence

Top guest favorite

A white shelving unit is filled with various decorative items and books. Black and white striped canisters stand prominently in the center, surrounded by a mix of colorful books, a decorative teapot, and an artistic coral arrangement. The overall display shows a balance of texture and color.

Home in East Hampton

5 out of 5 average rating, 36 reviews

Stunning Central E. Hampton Home w/ gunite pool.

Family-friendly home rentals with Wifi

Bungalow in Hampton Bays

4.79 out of 5 average rating, 57 reviews

Shinnecock Hills Hideaway

An airy living room features a modern design with a fireplace framed by light-colored walls. A circular coffee table is centered among a comfortable sofa and two armchairs. Natural light enters through multiple windows, highlighting the inviting atmosphere of the space.

Home in Sag Harbor

4.95 out of 5 average rating, 95 reviews

Sag village, 4 en-suite BRs, hot tub, beach 5 mins

A green cottage exterior is showcased alongside manicured grass and bushes. A round glass table is surrounded by four white chairs, inviting outdoor gatherings. Tall trees provide shade, creating a serene atmosphere close to the bay and surrounding private estate.

Cottage in Shelter Island

4.78 out of 5 average rating, 55 reviews

Large Waterfront Cottage on Historic Estate

Top guest favorite

A spacious living room is highlighted by a large window offering views of the wooded surroundings. A modern glass coffee table sits atop a colorful area rug. A comfortable sofa and armchair provide seating, while a fireplace is featured along one wall.

Home in Southampton

4.98 out of 5 average rating, 116 reviews

Contemporary house in the woods.

A bright kitchen features white cabinetry and modern appliances. A wooden table with high-backed chairs is centered in the space, complemented by a pendant light above. A window offers natural light, while a vase with flowers adds a touch of freshness.

Home in Montauk

4.82 out of 5 average rating, 28 reviews

Ditch Plains Beach Cottage

The exterior of the rustic farmhouse is framed by lush greenery, featuring a covered patio supported by posts. A dining set is placed on the grassy lawn, while the structure exhibits natural wood siding and charming window accents. Clear blue skies and scattered clouds add to the serene atmosphere.

Home in Amagansett

4.76 out of 5 average rating, 37 reviews

Relaxing Amagansett Getaway- Walk to Beach & Town

A comfortable living space features a plush gray sofa adorned with decorative pillows. A colorful area rug adds vibrancy to the hardwood floor. Large windows with blue shades provide views of the surrounding greenery, while a small side table rests against the wall.

Home in East Hampton

4.76 out of 5 average rating, 55 reviews

Beautiful E. Hampton Home w/ Brand New heated pool

The exterior of the beach house is presented, showcasing a dark blue façade complemented by a wooden deck. A white door is visible, flanked by two large windows that allow natural light. Surrounding greenery adds to the inviting entrance.

Home in Montauk

4.9 out of 5 average rating, 459 reviews

DITCH PLAINS SURF HOUSE

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

Total rentals
540 properties
Nightly prices starting at
G$20,913 GYD before taxes and fees
Total number of reviews
9.3K reviews
Pet-friendly rentals
180 properties allow pets
Rentals with a pool
190 properties have a pool
Rentals with dedicated workspaces
270 properties have a dedicated workspace

Destinations to explore