Family-friendly holiday 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!

Greenwood Haven- 1B w/ Pvt Yard

Our Greenwood Garden Apartment is a serene and minimalist Zen haven. Offering one bedroom and a futon, home office, and high ceilings, this open-layout apartment bathes in abundant natural light. The true treasure is the private backyard, which radiates peace through its elegantly simple design and provides a cozy fire pit for outdoor leisure with loved ones. While you're conveniently close to Brooklyn's charming mom-and-pop shops, it's difficult to resist the allure of this extraordinary space.

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.

New: Studio Living, The Brooklyn Way!

Experience the tranquil and chic ambiance of this newly renovated studio apartment in South Slope, south of Park Slope. A queen size bed & sofa bed, accommodating up to four (4) guests. The unit is fully equipped with modern conveniences such as a smart TV, split A/C system, washer/dryer, and a stylish kitchen. The charming design of the apartment features exposed brick walls, high ceilings, and a neighborhood that perfectly complements the space, evoking the essence of old Brooklyn.

Private Brownstone Guest Suite (separate entrance)

Charming, private, newly renovated three-room guest suite in a family-owned Brownstone on a picturesque Brooklyn street. The sunny bedroom has a queen bed and a full size desk with lamp and charging station should you wish to work remotely. The kitchen is fully stocked and looks out onto our back garden. The bathroom has both tub and shower. You’ll be a few blocks from the A/C Trains with easy access to the Wall Street, The West Village, Central Park and the Upper West Side.

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.

Modern Clinton Hill 2BR/2BA · Sleeps 4 · Brooklyn

Your modern Clinton Hill retreat is a thoughtfully designed 2-bedroom, 2-bath home for up to 4 guests on a quiet, tree-lined street in one of Brooklyn's most charming neighborhoods. This calm, comfortable home base offers seamless transit via the C and G trains, putting Manhattan, Penn Station, Downtown Brooklyn, and NYC's cultural highlights within easy reach. Ideal for couples, families, and small groups visiting for summer events, weekend getaways, or everyday exploration.

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.

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.

Artist Garden Suite, two bedrooms two bathrooms

🌿 Garden Suite Retreat — Tranquility with Fast City Access NYC law compliant: up to 2 adults + 2 children Licensed. Enjoy a private garden-floor suite in my 2 family brownstone. I live in the floor above. Ideal for concerts, events, and summer stays. • Two bedrooms • Two en-suite bathrooms • kitchen • A/C units • Your own entrance / exit • exclusive access •. gift box with: • Mini spa • Tea, coffee, and cookies

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.

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.