Family-friendly vacation rentals in Amagansett

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Amagansett

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

%{current} / %{total}1 / 1
Guest favourite
A bright living area features a light grey sofa paired with two black chairs, positioned around a glass coffee table. Large windows allow natural light to fill the space, while a minimalist fireplace offers visual interest. A small desk is visible against the wall.
Home in The Hamptons
4.95 out of 5 average rating, 478 reviews

Silver House: 3BR Home with Private Beach Access

Located on a half-acre property surrounded by tall oak trees, this three-bedroom, two-bathroom home is the perfect getaway. The house is part of the Clearwater Beach community with private beach access. The recently renovated kitchen and bathrooms are modern and minimal. Natural light floods the space throughout the entire house. Here is your perfect getaway from the chaos of city life The fireplace is NOT available for guest use. Early check-in and late check-out are NOT available in season

Superhost
A serene pool area is surrounded by lush greenery and colorful hydrangea flowers. Lounge chairs offer relaxation under large umbrellas, while the inviting pool reflects the clear blue sky. A charming home stands in the background, adding to the peaceful setting.
Home in The Hamptons
4.92 out of 5 average rating, 118 reviews

Southampton Charmer, 5 bedrooms w pool - Location

This 5-bedroom home boasts en-suite baths and elegant furnishings. The gourmet kitchen features marble countertops and stainless steel appliances, leading to a dining area. The lower level includes a spacious seating area and a game room with toys. The second floor houses a master suite with stunning views and three additional en-suite bedrooms. Located minutes from the village center, with restaurants, shops, and beaches nearby. A heated pool invites you to relax and enjoy the comfort of home.

Top guest favourite
The living area features two rattan chairs facing a coffee table, surrounded by vibrant wall art. A cozy sofa and plants add life to the space. Natural light streams through large windows, creating a bright and inviting atmosphere.
Home in The Hamptons
4.99 out of 5 average rating, 102 reviews

3 BR/Pool. Walk to Beach & Town!

Welcome to Good Tauk – a cheerful, retro-inspired 3BR, 2BA cottage tucked in the heart of Montauk and walkable to town and the beach. Thoughtfully renovated and full of personality, it’s perfect for families or longer stays. The vibe is fun, relaxed, and unmistakably Montauk. Outside, unwind in your private backyard with a pool, grill, and dining patio—ideal for lazy afternoons and sunset dinners. Just minutes from the beach, town, and everything that makes Montauk magical.

Top guest favourite
Place to stay in The Hamptons
4.97 out of 5 average rating, 145 reviews

Walk-To-The-Beach House In The Dunes

(Weekly in season! Please inquire before booking!) This south-of-the highway artist residence is just three minutes by foot to the ocean. Up to 4 bedrooms + a queen sleeping loft, 2 full en site indoor bathrooms, one half off common room, 3 massive outdoor bathrooms, new central AC, multi-zone hi-fi, x2 two-person soaking hottubs. Fireplace, propane and charcoal grills, fiberoptic internet at blazing 500mbps! Only 6 mins to Montauk or Amagansett. Short walk to jitney stop.

Top guest favourite
A sunlit living area features a comfortable sectional sofa paired with wooden side tables. A stone fireplace adds a focal point, while built-in shelves display books and decorative items. Natural light pours through large windows, enhancing the open layout and serene ambiance.
Home in The Hamptons
5 out of 5 average rating, 119 reviews

Serene East Hampton Escape - New Outdoor Sauna

A luxurious woodland escape with massive pool, outdoor dining living and play areas, fully fenced and just minutes from EH Village & Ocean Beaches. This impeccably renovated four-bedroom, four-and-a-half-bath home offers refined comfort in a serene, private setting. Sunlight floods the expansive interiors, featuring rich luxurious finishes, a separate office, a freestanding soaking tub, and a designer chef’s kitchen with a custom dining table for ten or more.

Superhost
A modern black-clad home is visible with large windows reflecting soft light. Lounge chairs line the pool area, accompanied by umbrellas providing shade. A playful inflatable is positioned in the sparkling aqua pool, framed by lush greenery creating a serene outdoor environment.
Cottage in The Hamptons
4.77 out of 5 average rating, 108 reviews

Spacious East Hampton Getaway with Pool

This bright and comfortable 3 bedroom, 2 bath Scandinavian home awaits! Located just a 5 minute drive Sag Harbor and 10 minutes to the heart of East Hampton to enjoy beaches, shopping, restaurants and bars. The light hardwood floors create a crisp feel that you have to witness. The first floor's two guest beds open out to a lovely eat-in kitchen with dining and living rooms featuring a wood-burning fireplace and pool to check every box for year-round fun.

Top guest favourite
An inviting living area is presented, featuring a white brick fireplace as a focal point. Comfortable seating includes light-colored sofas adorned with varying throw pillows. Large windows allow natural light to fill the space, and double doors lead to the outdoor area.
Vacation home in The Hamptons
4.99 out of 5 average rating, 110 reviews

2 BR apartment near ocean in Hither Hills

Relax and enjoy a peaceful stay that is a 3 block walk to one of the most beautiful ocean beaches in the Hampton's! This apartment is located in a beautiful, wooded, quiet neighborhood. Town is 1.5 miles away. This apartment has an open concept living space with a fully equipped kitchen. There are 2 cozy bedrooms and one bath with a walk in shower. We prefer families and mature adults. We supply beach towels, chairs, umbrella and beach wagon.

Guest favourite
A solar-heated pool is surrounded by a spacious bluestone patio, offering various lounge chairs and shaded areas. A brick fireplace is visible alongside a dining space, all framed by mature landscaping and trees, enhancing the outdoor relaxation experience.
Home in The Hamptons
4.97 out of 5 average rating, 197 reviews

Dream Home with a wonderful heated pool in SH

Situated on a half-acre of land, this designer, updated, modern residence offers a peaceful and quiet Hamptons getaway. 4 wonderful bedrooms 3 modern bathrooms and a solar heated pool with mature landscaping offers a relaxing escape. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

Top guest favourite
The living area features two comfortable sofas, a wooden coffee table, and a dining table set for four. A window allows natural light to fill the space, while decor accents create a relaxed environment. Air conditioning unit is visible on the wall.
Cottage in The Hamptons
4.97 out of 5 average rating, 354 reviews

Carriage House - Cottage in East Hampton Village

Darling cottage in East Hampton Village. Situated in a historic picturesque tree-canopied neighborhood. Easy stroll to Newtown Lane and Main Street shops. (1/2 mile). Classic atmosphere. Very comfortable, bright, and clean. A perfect place from which to enjoy East Hampton and the surrounding area. Fully renovated (2019).

Guest favourite
A spacious backyard features a heated swimming pool surrounded by a sun deck, adorned with loungers. Lush greenery and trees provide a natural backdrop to the inviting setting, while a charming house is visible in the distance.
Home in The Hamptons
4.88 out of 5 average rating, 126 reviews

4 BD w/ Heated Pool in E Hampton, Fully Furnished

Rent a beautiful and spacious 4 bedroom/3 bathroom property in East Hampton with a heated swimming pool in the backyard. This three level house with large kitchen, central A/C, BBQ in the backyard, and a garage is the perfect place to entertain guests or to relax and escape in East Hampton.

Top guest favourite
The exterior of a cottage is presented, featuring natural wood siding and a gabled roof. A solid front door is centered, with a small overhang extending above. A stone pathway leads to the entrance, framed by well-maintained landscaping and grass.
Cottage in The Hamptons
4.91 out of 5 average rating, 624 reviews

Montauk Oceanview

This fully furnished oceanview 1bd cottage steps to the beach with hardwood floors, an open beam ceiling, and a working fireplace allows you to enjoy Montauk throughout all seasons. There is a fully equipped kitchen,cable,central air,wireless,and an outside grill.

Guest favourite
Home in The Hamptons
4.93 out of 5 average rating, 170 reviews

1800 Historical EH Home, 1 Mile to Town!

This East Hampton cottage is conveniently located only 1 mile to Main Street, .5 miles to grocery shopping and restaurants and 2 miles to Main Beach. This 1800's farm house is possibly one of the most charming homes in all of East Hampton.

Popular amenities for Amagansett family-friendly rentals

When is the best time to visit Amagansett?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$1,397 CAD$1,229 CAD$1,147 CAD$1,253 CAD$1,397 CAD$1,451 CAD$1,714 CAD$1,735 CAD$1,341 CAD$1,118 CAD$1,327 CAD$1,147 CAD
Avg. temp-2 °C-1 °C3 °C8 °C13 °C18 °C21 °C21 °C17 °C11 °C6 °C1 °C

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

  • Total vacation rentals

    Explore 320 vacation rentals in Amagansett

  • Nightly prices starting at

    Amagansett vacation rentals start at $237 CAD per night before taxes and fees

  • Verified guest reviews

    Over 3,850 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 150 rentals that welcome pets

  • Vacation rentals with a pool

    210 properties feature pools

  • Rentals with dedicated workspaces

    180 properties have a dedicated workspace

  • Wifi availability

    320 of Amagansett vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Amagansett rentals

  • 4.9 Average rating

    Amagansett stays are highly rated by guests—averaging 4.9 out of 5!

Destinations to explore