Family-friendly vacation rentals in Cobble Hill

Windsor Palace Architectural Gem

Welcome to Windsor Palace - a uniquely designed, legally registered place with private bedrooms and baths. Plenty of space for kids and family - just ask! Located on the nicest block near Prospect Park, our place has beautiful light throughout. Two short blocks to prospect park and famous Brooklyn Bandshell as well as half a block to the subway will make your commute a breeze to anywhere in Brooklyn or Manhattan. We love our neighborhood feel while still in the most exciting borough of New York!

Prime Brooklyn Brownstone w/Magical Manhattan View

Family-friendly w/ plenty of space to bring the kids! • Entire 3rd floor apartment in a historic brownstone (total privacy) • 2 bedrooms , sleeps 4+ ( Primary br w/queen bed, JR bedroom w/ 2 twin beds) • Living room w queen sofabed • Stocked, full kitchen w/ dishwasher • Bathroom w/ shower, Toto bidet • Stunning views of the Manhattan skyline! • Prime location In the heart of Brooklyn; vibrant Carroll Gardens neighborhood • Easy access to exploring all of NYC's best spots! Host will be present.

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.

2 BR Private Guest Suite in Brooklyn Bridge Loft

Best location in the heart of Brooklyn's top travel attraction. Gorgeous 2BR GUEST SUITE in large loft home of long-time DUMBO resident. Super private. Dedicated private bathroom and second entry for your exclusive use. 1 subway stop to Manhattan. "Most photographable neighborhood in America" (NYTimes). Next to Brooklyn Bridge Park, most famous sunset view in NY. Chic design decor. Big sunny rooms w/skylights. Comfortable memory foam beds, rain shower. Guests w/good reviews only. 2 guests max.

ParkSlope Loft/Private NYC Rooftop /10 min to NYC

Welcome to my spacious loft in Park Slope Brooklyn. Steps from the best NYC has to offer, two blocks to the subway, and only 10 minutes to Manhattan. You will have access to two, queen-sized bedrooms, and a gorgeous space with exposed brick that comfortably sleeps 6! Spectacular private roof deck shared with one other unit, central a/c, wood burning fireplace, complimentary high speed WIFI, cable, smart TV, toiletries,travel essentials, cookware, dishwasher, and laundry facilities included.

Modern Brooklyn Retreat: Private Suite Near It All

Welcome to your modern Clinton Hill retreat on a quiet, tree-lined street in one of Brooklyn’s most charming neighborhoods. This thoughtfully designed private suite offers a calm, comfortable home base with easy access to Manhattan, downtown Brooklyn, and NYC’s cultural highlights. Ideal for couples or a small traveling party seeking neighborhood charm, great dining, and seamless transit while enjoying the best of the city—whether visiting for summer events or everyday exploration.

Brooklyn stylish 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

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-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.

Private, Beautiful Brownstone Guest Suite.

Welcome to your luxurious, meticulously designed private, 700-square-foot guest suite in a historic Brooklyn brownstone. As featured in Architectural Digest’s “59 Best Airbnb Stays Across the US 2023,” the space strikes the perfect balance between style and comfort. Designed by renowned interior designer Jarret Yoshida, the suite features a curated mix of contemporary, mid-century, vintage, and antique furniture, creating a unique and vibrant atmosphere.

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.

Brownstone living in the heart of Park Slope

Enjoy privacy, comfort, and the perfect location in two floors of 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 families, 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.