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!

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.

Amazing Views & Rooftop Deck - Safe - Parking Incl

PRIVATE ROOF DECK SAFE NEIGHBORHOOD PRIVATE PARKING ****30 Minutes to Time Square/Rockefeller Center**** Kick back and relax in this calm, stylish space. **** 3 Positive reviews are required to book this unit **** Enjoy the panoramic city views while having a BBQ or get some work done in the dedicated office area. A perfect getaway for a couple or a small family. Latest check in available is 10 pm, anything after that is subject to a $50-$100 late check in fee subject to availability.

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.

Hot Bushwick Location – Art Studio w/ Roof Terrace

Welcome to the Tripoli Artisan Loft! This Bushwick studio, designed for solo travelers or couples, is the perfect NYC base. It’s surrounded by street art, incredible eateries, and vibrant nightlife. Once home to a renowned artist, it features captivating design and a rare NYC treat - rooftop terrace with a hammock and string lights. With free street parking and a 5-minute walk to the metro, it's ideal for art lovers, foodies, and city explorers seeking a hassle-free stay near all the action.

Beautiful Brooklyn space in Prospect Heights!

Gorgeous , sunny one bedroom in my home. My home is a beautiful historic brownstone. Newly renovated throughout. It's located in one of the most desired, hip areas in Brooklyn with great restaurants and nightlife nearby. Close to all transportation, the Brooklyn Museum and Prospect Park. A very safe neighborhood for walks. You can ride the train directly from Penn Station or JFK to the apartment. We have an apartment wide Next Generation HEPA Filtration System to protect against viruses.

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.

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.

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.