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Family-friendly holiday rentals in Cobble Hill

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Cobble Hill

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

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Top guest favourite
A comfortable lounging area is highlighted by a cozy grey sofa adorned with colorful cushions. A round coffee table sits in front, while a dining table with wooden chairs is positioned nearby. Two framed photos of the Brooklyn Bridge and a green plant enhance the space's inviting atmosphere.
Flat in Greenwood Heights
4.98 out of 5 average rating, 214 reviews

Private Park Slope Apt w. own Entrance, Bed & Bath

Read reviews! You will enjoy our spacious garden-level unit, with a private entrance, bedroom, bathroom, full kitchen, and a comfortable lounging area all to yourself! The entry area is shared. Approved by New York City as a legal short-term rental, ideal for couples, small families, a solo getaway, or business travel. Set in the beautiful and convenient Park Slope neighborhood, we're steps away from restaurants, bars, shops, and incredible Prospect Park! Subway nearby to get anywhere in NYC.

Guest favourite
A warm living space features hardwood floors and neutral walls. A bright seating area is positioned beside large windows with greenery outside. A minimalist sofa and a chair complement the room, while subtle lighting enhances the inviting atmosphere. A hallway leads to additional areas.
Flat in Boerum Hill
4.88 out of 5 average rating, 168 reviews

Simply Brooklyn Apt#3

Stylish spacious 1 bedroom apartment nestled in quiet tree-lined Boerum Hill. 1-minute walk to every subway line & LIRR provides easy access to Manhattan, Brooklyn, Queens, Bronx, Staten Island, & Long Island. The space is well-lit with newly renovated bathroom/shower & kitchen. Steps from Atlantic Terminal, Barclay's Center, BAM, fabulous restaurants, bars, cafes, boutiques, shops galore, Fort Greene Park, Prospect Park, Brooklyn Botanic Garden, Brooklyn Zoo, Promenade & the Brooklyn Museum.

Top guest favourite
The exterior of a historic brownstone showcases its classic architectural elements. The building features a warm brick facade, tall windows, and intricate detailing. A set of stairs leads to the entrance, surrounded by a tree-lined street that enhances the neighborhood's charm.
Flat in Clinton Hill
4.99 out of 5 average rating, 145 reviews

Family brownstone with backyard

Located in Clinton Hill, a historic Brooklyn neighborhood, with lots of wonderful restaurants, cafes, and markets, our home is a quintessential brownstone. It was built in 1860 and freshly renovated in a way that preserved all of its old charm. The space available is the master bedroom with an en suite bathroom in the owners duplex. The apartment is loved by parents and kids all over the neighborhood, especially the backyard. The subway is just a block away. Discounts for monthly rentals.

Superhost
The studio features a spacious bed framed in wood, flanked by two nightstands with soft lamps. A vibrant yellow throw blanket and red accent pillows add color. Natural light filters through a large window, complemented by light-colored curtains and greenery hanging from the ceiling.
Flat in Bedford-Stuyvesant
4.77 out of 5 average rating, 352 reviews

Brooklyn sun kissed studio apartment!

Welcome to our brownstone Madison Guesthouse. This is a licensed Guesthouse legally renting short term in NYC. The studio apartment is in a classic New York brownstone located in one of the most picturesque neighborhoods Brooklyn has to offer. This is a private studio with high ceilings,a lot of natural light and in a great location only 12min train ride from downtown Manhattan and most of Brooklyn's coolest attractions are just a few minutes away from the house. @galeguesthouses

Top guest favourite
A dining area features a light wood table surrounded by several white chairs. Above the table, a black pendant light provides illumination. Three potted plants sit in the center, while framed artwork adorns the walls.
Home in Park Slope
4.97 out of 5 average rating, 250 reviews

Full 1200 sq ft floor in Park Slope Brownstone

The top floor of privately-owned brownstone built in 1899 in a historic Park Slope part of Brooklyn. Just a short walk from 500-acre Prospect Park, Brooklyn Museum, and Botanic Garden. Short walk to multiple subway lines (3 stops to Manhattan). The place had undergone major renovation: central A/C, upgraded bathrooms, new appliances and décor. Under NYC law, we are allowed to host only two "paying guests". Reach out to us first if your party includes more than two adults.

Top guest favourite
A shared rooftop space is illuminated by warm string lights, creating a relaxed ambiance. A wooden gazebo with seating is visible alongside a fire pit, all surrounded by lush greenery. The evening sky is clear with the moon shining brightly overhead.
Loft in Gowanus
4.98 out of 5 average rating, 99 reviews

Private two bdrm w/ Rooftop Prime Park Slope

Welcome to our beautiful two bedroom unit in the heart of Park Slope, Brooklyn! Perfectly situated for exploring the vibrant neighborhood, this private space comfortably sleeps up to 6 guests and offers a shared rooftop with stunning city views. The apartment itself is thoughtfully decorated with a modern aesthetic and cozy touches, ensuring a comfortable. Each of the two bedrooms features a comfortable queen-sized bed and ample storage space for your belongings.

Guest favourite
The bedroom features a spacious bed with crisp linens, positioned opposite a brick fireplace. Two windows allow natural light to fill the room, complemented by a ceiling fan. A bookshelf and small tables are visible, enhancing the cozy and inviting atmosphere.
Guest suite in Clinton Hill
4.85 out of 5 average rating, 349 reviews

Top-floor, wood-frame farmhouse, 2BR/bath.

WE COMPLY WITH ALL COVID-CLEANING PROTOCOLS. Our one-family home is a wood-frame farmhouse, circa 1900, restored and modernized for optimal comfort. We reside in the house. You and your party have private access to the entire top floor with 2 bedrooms (queen/double), air conditioning and overhead fans, skylights, and a European spa bathroom with claw-foot tub and tree-top views. Your comfort is important to us. Share your questions. We’re happy to answer.

Guest favourite
The spacious parlor is highlighted by intricate woodwork and parquet floors, featuring a pull-out couch and an armchair. Natural light fills the room through multiple windows, creating a warm ambiance. A subtle area rug complements the decor, and a decorative fireplace adds charm.
Guest suite in Prospect Heights
4.88 out of 5 average rating, 200 reviews

Charming Brownstone Garden Suite w Outdoor Space

New for 2026: Airbnb now displays the total cost as a nightly rate. This price already includes our $100 cleaning fee and any applicable Airbnb fees, spread across your stay for full pricing transparency—no surprises at checkout. This elegant one-bedroom guest suite sits on the garden level of an owner-occupied brownstone in Prospect Heights, blending Old World charm with modern Brooklyn, near Prospect Park, top dining, and cultural landmarks.

Superhost
A bright bedroom is presented, featuring a stylish metal frame bed with white linens and navy accents. A mirror reflects natural light from the window. Exposed brick walls are complemented by indoor plants and framed wall art, enhancing the overall charm of the space.
Townhouse in Bedford-Stuyvesant
4.83 out of 5 average rating, 131 reviews

The Allure

Welcome to your stay at The Allure in historic Bed-Stuy! This one of a kind home features a private setup and is finished with top of the line fixtures. We are a stone’s throw away from great coffee shops, restaurants, bars, a pharmacy and local grocery store. Located just around the corner from the G train at Myrtle-Willoughby station, we are also a few short blocks from Herbert Avon King Park. There is a Citi Bike station around the corner.

Superhost
Flat in The Financial District
4.84 out of 5 average rating, 276 reviews

Mint House 70 Pine by Kasa | Premium Studio King

Mint House 70 Pine by Kasa blends style and function in Manhattan’s Financial District. Choose from hotel rooms and suites with kitchenettes or full kitchens, with access to amenities including the fitness center and meeting spaces, and on-site Michelin-starred dining at Crown Shy and SAGA. Our tech-enabled rooms and suites offer self check-in at 4pm. We provide 24/7 on-site Front Desk services, including guest support by text.

Top guest favourite
A spacious bedroom is highlighted by a wooden bed framed with a gray blanket and decorative pillows. Natural light enters through a large window, illuminating a potted plant beside it. Light-colored curtains softly drape alongside exposed brick walls, contributing to a serene atmosphere.
Guest suite in Downtown Brooklyn
4.98 out of 5 average rating, 217 reviews

Sunny Suite in Brooklyn -3

Sunny, comfortable guest suite conveniently located near Brooklyn's best and a hop skip or bicycle ride over the bridges to Manhattan. Public transportation is is in close proximity for your convenience to explore every borough. Dumbo, Beautiful Brooklyn Bridge Park with waterfront access, Brooklyn Heights and downtown Brooklyn offer a variety of great restaurants, cafes and shopping and all within a 7 minute walk.

Top guest favourite
A spacious living area features a comfortable sofa facing a large flat-screen television. The kitchen is visible in the background, equipped with modern appliances and bar stools. Natural light filters through the doorway leading to the patio, enhancing the inviting atmosphere of the room.
Townhouse in Park Slope
4.96 out of 5 average rating, 185 reviews

Brownstone living in the heart of Park Slope

Enjoy privacy, comfort, and the perfect location in a classic (and newly updated) Brooklyn brownstone. Approved by the City of New York as a legal short-term rental, the space is ideal for couples, a solo getaway, or business travel. Our home is set in the heart of Park Slope, Brooklyn, steps away from restaurants, bars, shops, and incredible Prospect Park, with the Subway two blocks away to take you anywhere in NYC.

Popular amenities for Cobble Hill family-friendly rentals

When is the best time to visit Cobble Hill?

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Avg. price$392 SGD$392 SGD$385 SGD$411 SGD$444 SGD$430 SGD$578 SGD$417 SGD$411 SGD$335 SGD$424 SGD$411 SGD
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Quick stats about holiday rentals that are family-friendly in Cobble Hill

  • Total holiday rentals

    Explore 50 holiday rentals in Cobble Hill

  • Nightly prices starting at

    Cobble Hill holiday rentals start at $103 SGD per night before taxes and fees

  • Verified guest reviews

    Over 930 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    50 of Cobble Hill holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Cobble Hill rentals

  • 4.9 Average rating

    Cobble Hill stays are highly rated by guests – averaging 4.9 out of 5!

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