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Family-friendly vacation rentals in Montauk

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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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Top guest favorite

A serene lakeside scene captures padded Adirondack chairs arranged in a row on grassy terrain, facing the lake. The sunset reflects vibrant pink and orange hues across the water, enhancing the peaceful ambiance of the natural setting.

Apartment in The Hamptons

4.99 out of 5 average rating, 182 reviews

Duffy's on Lake Montauk 2

These newly renovated units are located on Lake Montauk, five minute drive from town and the ocean beaches. The property offers paddle boards, kayaks and beach chairs. There is a BBQ grill, a fire pit to enjoy sunsets and lounge chairs lake front to relax. The unit has a full kitchen, washer/dryer, queen bed, small living area, large screen TV and wifi. The units sit at a 90 degree angle to the lake with partial lake views from the deck. PRICES INCLUDE SUFFOLK COUNTY SALES AND OCCUPANCY TAX

A tranquil saltwater pool area is surrounded by lush greenery, featuring four sun loungers with colorful cushions. A large blue umbrella provides shade on the paved deck, enhancing the outdoor relaxation space.

Home in The Hamptons

4.86 out of 5 average rating, 207 reviews

HeatedSaltWaterPool, Walk2PrivateBeach, Yard4Dog

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.RentalR-25-705

The studio features a queen-sized bed adorned with a floral-patterned blanket. A comfortable sofa and armchair are positioned nearby, along with a small table. Natural light filters through a nearby door, illuminating the warm wood flooring.

Condo in The Hamptons

4.83 out of 5 average rating, 177 reviews

Coastline View Studio

This sun drenched studio apartment is perfect for families, couples or friends looking to get away and discover Montauk! Located in Montauk's harbor district. This unit is perfectly located to experience all that Montauk has to offer... Sit back on the balcony and enjoy a glass of wine as the sun sets perfectly over Culloden Point. A short walk to the Harbor, the Dock, Gosmans, TTs, Salivars, Sunday Funday, La Fin, Viking Fleet (fishing, Whale watching & Ferry).

A bright living area is illuminated by natural light through large windows. A decorative black wall with a welcome message adds character. A comfortable seating arrangement and dining space is featured. Art pieces are displayed, enhancing the creative ambiance of the space.

Home in The Hamptons

4.98 out of 5 average rating, 102 reviews

6 minute walk to Ditch Plains Beach

IMPORTANT: From Memorial Day 2024 - Labor Day 2024: weekly (1 week/2 week/3 week rentals must start and end on Saturdays. Monthly rentals can start on the first of the month regardless of the day of the week. Great beach house close to Ditch Plains beach with 3 bedrooms and 2 bathrooms. 2 queen beds and 2 bunk beds, deck, barbecue, outside shower, huge yard, recreation room. Spend your days at the beach and grill at night. Wifi, tv, and outdoor fire pit.

The charming exterior of the cottage is shown, featuring a stone chimney and a lush, green ivy-covered facade. A wooden bench sits on the manicured lawn, surrounded by decorative planters. Large windows provide a glimpse of the inviting interior.

Guest suite in The Hamptons

4.94 out of 5 average rating, 125 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 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 The Hamptons

4.96 out of 5 average rating, 170 reviews

Waterview+Pool, FreeForDogs! Kayaks/PingPong/Bikes

Beachy casual feel-good home easily located at the entrance to The Hamptons. Lovely views of the 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.

An expansive view of the ocean stretches across the horizon, framed by wooden sliding doors. Gentle waves wash onto a sandy beach, with greenery in the foreground. A potted plant rests on the railing, adding a natural touch to the serene scene.

Apartment in The Hamptons

4.86 out of 5 average rating, 111 reviews

Recharge at our Renovated ocean front unit

Looking for a relaxing weekend to recharge on the beach? Then this newly renovated, bohemian-chic, apartment is perfect for you. Imagine waking up every morning to beautiful unobstructed ocean views and ending your night with a drink in hand watching the sunset. If you’re lucky, you might see some whales or dolphins breaching in the water right off our private beach. We would love to host you for your Montauk beach getaway.

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 The Hamptons

4.88 out of 5 average rating, 209 reviews

Dreamy Bungalow steps to Surf Lodge, Beach & Town

Welcome to Casa Bungo, a laid-back, surf inspired beach bungalow brought to you by the husband and wife team behind Studio MTK. Steps from Surf Lodge, downtown Montauk and the beach, the 2-bd bungalow is perfect for families of four or two couples. Designed and decorated with care, this is Montauk at its best! Follow us @studiomtk if you love Montauk, real estate and interior design! EH Rental Registry: 24-1259

An outdoor dining area is located beneath a wooden pergola, surrounded by a spacious lawn. A stone patio features a table with blue metal chairs. Lush greenery is visible in the background, along with a cottage painted in muted colors, accented by vibrant flowering bushes.

Cottage in The Hamptons

4.87 out of 5 average rating, 101 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.

A bright living area features a spacious sectional sofa adorned with blue pillows, positioned near large windows that offer panoramic views of the water. A rustic coffee table adds a touch of charm, while the light-colored walls create a serene ambiance.

Cottage in The Hamptons

4.88 out of 5 average rating, 242 reviews

Waterfront Cottage, Fort Pond MTK

Perfect cottage perched above Fort Pond with epic views and relaxed bohemian vibes. The cottage is private with a private deck on shared grounds with a fire pit, hammocks, paddle boards, kayak, and lake access. The grounds are expertly landscaped and take full advantage of fort pond views. We do live on the property full time and enjoy making our space a safe and clean environment.

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 The Hamptons

4.9 out of 5 average rating, 465 reviews

DITCH PLAINS SURF HOUSE

Beach house on quiet street, 200 yards to Montauk's best surfing beach, Ditch Plains. The house is a simple all white home with 2 decks, BBQ, bikes, kayak, and easy open floorplan. You can hear the ocean all day long on this hidden Montauk street. Easily walk or bike to the beach, where you find waves, food trucks in the summer & miles of sand and ocean heading west to Montauk.

An outdoor dining area features a round wooden table surrounded by four wooden chairs. A bright red umbrella provides shade, while a view of the ocean and lush greenery is visible in the background.

Apartment in The Hamptons

4.9 out of 5 average rating, 220 reviews

Montauk Beach Bungalow West

Charming, clean, private, quiet, 2 bed one bath ocean view apartment 500 feet from door to ocean beach through lovely dunes. Dine inside or out with view of the moon rising over the breaking waves. Includes BBQ and fire pit. Full kitchen with stove, oven, fridge, sink, coffee maker, toaster, microwave, pots pans dishes etc. - small bathroom and shower and large outdoor shower

Vacation rentals for every style

Get the amount of space that is right for you

Cottages

Quaint homes, peaceful surroundings

Houses

A space thats all yours, with room for everyone

Villas

Luxurious estates for the ultimate escape

Popular amenities for Montauk family-friendly rentals

Free parking on premises

Air conditioning

Family-friendly home rentals with a pool

An in-ground pool is surrounded by a green lawn and tall trees, offering a peaceful setting. Lounge chairs are arranged nearby, and red umbrellas provide shade. A spacious home is visible in the background, enhancing the sense of privacy and relaxation.

Home in The Hamptons

4.92 out of 5 average rating, 112 reviews

Private & Pristine with Pool and Kid’s Playard

A well-maintained outdoor space features a blue swimming pool surrounded by lounge chairs and a red umbrella. Lush greenery lines the area, and a small shed is visible near the pool's edge, providing a serene atmosphere for relaxation.

Home in North Fork

4.87 out of 5 average rating, 126 reviews

The Perfect North Fork Escape

A spacious backyard features a large swimming pool surrounded by a brick patio. The two-story home, with a screened-in porch and an upper deck, is complemented by lush greenery. A pool house and lounge chairs provide additional relaxation areas.

Home in The Hamptons

4.88 out of 5 average rating, 110 reviews

Gorgeous East Hampton Getaway

A contemporary home is depicted with a clear blue pool in the foreground, surrounded by a spacious wooden deck. Lush greenery and autumn foliage frame the property, while sliding glass doors provide views of the interior.

Home in The Hamptons

4.95 out of 5 average rating, 129 reviews

Peaceful Retreat in Immaculate Architect’s House

An outdoor patio features multiple wooden lounge chairs arranged around a central fire pit. A gunite pool with clear water reflects the surrounding greenery. The main house, visible in the background, showcases a classic design with white siding and large windows.

Home in The Hamptons

4.86 out of 5 average rating, 266 reviews

Exclusive Sag Harbor Compound

A private endless pool is surrounded by wooden decking and lush greenery. Sunlight reflects off the inviting water, showcasing a serene outdoor space that blends nature and relaxation. The pool features a metal ladder for easy access.

Guesthouse in Shelter Island

4.96 out of 5 average rating, 115 reviews

Waterfront carriage house studio

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 The Hamptons

4.93 out of 5 average rating, 163 reviews

Montauk Cottage Escape

A welcoming entryway features a wooden bench with a cushion and storage cubbies above. Hooks are mounted on the wall for hanging items. A spacious area can be seen leading to a bright kitchen with bar stools and natural light from large windows.

Home in North Fork

4.96 out of 5 average rating, 112 reviews

Quiet, Upscale Retreat by the Beach with Pool

Family-friendly home rentals with air conditioning

A spacious great room is bathed in natural light from large glass doors. A modern fireplace anchors the seating area, which includes a sectional sofa and stylish armchairs. A wooden dining table is set under a contemporary light fixture, creating a welcoming environment.

Home in The Hamptons

4.63 out of 5 average rating, 94 reviews

Sun-drenched retreat with private beach pass

A two-story home features a welcoming front porch with steps leading up to it. A gravel driveway is visible, bordered by lush greenery and flowering bushes. Bicycles can be seen propped against the house, surrounded by a peaceful, natural setting.

Home in The Hamptons

4.74 out of 5 average rating, 89 reviews

Clean Home Pool Cent-Loc. Quiet Reserve Pet Friend

Top guest favorite

A spacious living area features large windows dressed with natural shades, allowing ample light to filter in. Comfortable seating includes a plush sofa with blue accents, woven chairs, and a wooden coffee table. A modern kitchen area with a wine fridge is visible in the background.

Home in The Hamptons

5 out of 5 average rating, 38 reviews

Stunning Central E. Hampton Home w/ gunite pool.

Home in The Hamptons

4.97 out of 5 average rating, 63 reviews

Renovated Southampton Shores pool, tennis, beach

A spacious slate patio features a round wooden table surrounded by several wooden chairs, set under the shade of a large tree. A charcoal grill is positioned nearby, with views of the water and lawn visible in the background.

Home in The Hamptons

4.92 out of 5 average rating, 83 reviews

Waterfront Beach House Gardens, AC, BBQ, Kyaks

An entryway features a large mirror reflecting light, a small chalkboard easel with a red shelf, and light-colored flooring. A closed door is visible on the right, while an open door leads to another room. Natural light filters through a window covered by a light shade.

Home in The Hamptons

4.89 out of 5 average rating, 36 reviews

A chic renovated beach house!

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 The Hamptons

4.79 out of 5 average rating, 29 reviews

Ditch Plains Beach Cottage

Top guest favorite

A serene beach scene features soft, sandy shores bordered by gentle green grasses. The calm water reflects the clear blue sky, with a few clouds visible in the distance. The setting conveys a tranquil environment, perfect for relaxation and exploration.

Cottage in The Hamptons

5 out of 5 average rating, 32 reviews

walk to bay, woods cottage

Family-friendly home rentals with Wifi

A patio overlooks the calm waters of Napeague Harbor, featuring two lounge chairs under large umbrellas. Surrounding plants and flower pots add greenery, while an American flag gently flutters in the breeze. The serene landscape is complemented by distant boats on the water.

Home in The Hamptons

5 out of 5 average rating, 29 reviews

House on Napeague Harbor, Amagansett

A serene view of a spacious barn with a deck illuminated by the golden light of sunset. Surrounded by lush foliage, the barn features large windows and a welcoming porch, providing a glimpse of modern yet comfortable architecture.

Guesthouse in The Hamptons

4.9 out of 5 average rating, 209 reviews

Beautiful Airy Barn in Springs

A view from the balcony overlooks the pool area, featuring a clear blue pool surrounded by lounge chairs. Colorful umbrellas provide shade for several tables, while the surrounding buildings reflect a simple, two-story design.

Condo in The Hamptons

4.8 out of 5 average rating, 240 reviews

Montauk Royal Atlantic Beach Resort North

A bright, airy great room features a high, vaulted wooden ceiling and large windows that allow natural light to fill the space. A stone fireplace serves as a focal point, complemented by comfortable seating arrangements and a wooden ladder leading to an upper area.

Home in The Hamptons

4.85 out of 5 average rating, 55 reviews

Stunning Serene and Secluded Ocean Retreat!

Top guest favorite

The outdoor patio features a hot tub surrounded by lounge chairs and umbrellas. A dining table is positioned near a barbecue, offering ample space for relaxation and dining. Lush greenery lines the perimeter, enhancing the tranquil outdoor setting.

Home in Bellport

4.93 out of 5 average rating, 72 reviews

Bellport Home: Pool, Hot Tub & Ping-Pong Oasis

An inviting in-ground pool is surrounded by lush greenery and vibrant trees. Sunlight reflects off the clear blue water, enhancing the serene atmosphere. Outdoor seating can be seen nearby, providing a tranquil spot to relax amidst the natural setting.

Guest suite in The Hamptons

4.9 out of 5 average rating, 241 reviews

Private Cozy Cottage with Pool / Private Beach

Top guest favorite

A spacious living area is illuminated by natural light from skylights and large windows. A soft sofa is positioned on a light-colored rug, accompanied by a round pouf. Dining space is visible in the background, showcasing a simple wooden table and chairs.

Home in North Fork

4.96 out of 5 average rating, 70 reviews

Nassau Point, North Fork Home w/ Pool

A clear view of the outdoor pool highlights a serene setting with two large umbrellas shading lounge chairs. Green lawn and bushes surround the pool, with a backdrop of coastal landscape and gentle waters visible in the distance.

Villa in Guilford

4.91 out of 5 average rating, 11 reviews

Private Luxury Waterfront Home

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

Total rentals
540 properties
Nightly prices starting at
ﺩ.ﺇ367 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