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.

Beautiful Brownstone 1BR Apt in Bedstuy-Brooklyn

Gorgeous 1 BdRm Apt, 2nd Flr walk-up, in a landmark brownstone, in the heart of Brooklyn's Bed-Stuy neighborhood. Minutes away from the hustle and bustle of Manhattan, this space offers warm reprieve for the weary traveler who is looking for a home away from home. Located nearby amazing bars and restaurants that have become synonymous with this neighborhood. We are confident our guests will enjoy their stay. Wifi Included. We strictly enforce a no-pets and no-party policy. Good Vibes Only!

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.

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.

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.

Garden Studio Minutes to Lower Manhattan

Studio apartment in historic rear building close to 2 ferries and Path train to Manhattan (7 minute walk to the Path, 4 minutes to each of the ferries). Located in a quiet rear building in the historic Paulus Hook neighborhood, this apartment is on the 1st floor (the owners live on the top two floors). The apartment has a full kitchen and wifi, and is entered through a lovely courtyard garden that guests can enjoy in good weather, which has chairs and a picnic table.

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.