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Family-friendly holiday rentals in Woolloomooloo

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Woolloomooloo

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

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Top guest favourite
An extensive terrace is featured, with a large dining table surrounded by white chairs. A large umbrella provides shade, while the stunning views of Sydney Harbour and its boats are visible. The bright sky and distant buildings enhance the outdoor atmosphere.
Apartment in Potts Point
4.89 out of 5 average rating, 100 reviews

Stunning Interior, Huge Terrace & Harbour Views

Floor-to-ceiling glass door open onto an extensive terrace offering postcard views of Sydney harbour. Inside, natural light fills this sophisticated 3 bed (2 bath) apartment to reveal contemporary interiors designed by leading Australian architect KPDO Location, location, location. Plus an interior by starchitect and designer, Kerry Phelan. This is a very special spot. You'll have the run of our beautiful home. We live overseas, but have appointed our concierge to look after your requirements during your stay. Set in Potts Point/ Elizabeth Bay , this apartment is steps away from fab boutiques, great restaurants, the best coffee and cool bars. Well serviced by public transportation and an easy walk from the Opera House, Botanic Gardens as well as Elizabeth and Rushcutter’s Bay. Great running and kids parks are nearby. You'll have one parking spaces to use in the secure garage beneath the apartment building. The car parking space is smallish and suited to a small or mid size car. Ask the parking garage is quite tight which makes a large car difficult to park.

Guest favourite
An open-plan living and dining area features a marble-topped table surrounded by elegant white chairs. Natural light floods the space through expansive floor-to-ceiling windows, highlighting the wooden floorboards and providing a view of the surrounding landscape.
Flat in Darlinghurst
4.9 out of 5 average rating, 182 reviews

Stunning Unit City Harbour Views + Parking +BBQ

Beautifully designed and styled, open plan kitchen/lounge/dining with wrap around balcony facing north west, attracting the sun all year round. 2 stunning bathrooms. White washed floor boards throughout, painted in neutral colours creating a natural summer relaxed feel. The mood lighting enhances the night view/ambience of the apartment. State of the art kitchen, marble bench top, fabulous breakfast bar. Panoramic views of the City, Harbour Bridge, Sydney Harbour, Kings Cross, Potts Point.

Superhost
Flat in Darlinghurst
4.89 out of 5 average rating, 152 reviews

New York Style Loft in Sydney

Indulge in urban living at its finest in Woolloomooloo! Our 2-bed, 2-bath New York Style loft offers soaring ceilings, skylights, and indoor-outdoor living. Just minutes from Pitt Street Mall, Potts Point, Woolloomooloo Wharf, and the Opera House, you will find yourself a stones throw away from the city's best restaurants and bars. With a central marble counter for entertaining, it's the epitome of Sydney chic. Easy access to Kings Cross and Town Hall Stations. Book now for a unique city stay!

Top guest favourite
A light-filled living space features a comfortable sofa and two armchairs crafted from natural wood. A coastal artwork adorns the wall, and a coffee table sits at the center. Large windows frame expansive ocean views, while a cozy bay window nook offers additional seating with decorative cushions.
Flat in Manly
4.98 out of 5 average rating, 115 reviews

Luxury Manly Oceanfront Getaway

Be mesmerised by endless ocean views across to iconic Manly Beach and beyond from this newly renovated top floor apartment. Perfectly positioned on the oceanfront walk between Manly and Shelly Beach, there are plenty of cafes and outdoor activities within an easy scenic stroll. Enjoy the sights and sounds of what the Northern Beaches has to offer from the luxury of your own piece of paradise. Sydney Harbour ferries within walking distance and world class swimming/snorkeling on your doorstep.

Top guest favourite
Flat in Darlinghurst
4.99 out of 5 average rating, 319 reviews

Sydney City Penthouse, vast CBD & Harbor Views

Float above a panorama of Sydney City and Sydney Harbor in this 180sqm large, beautifully designed penthouse. Its a free standing house built on top of a flat roof, in Sydney’s best location. You land in the heart of Sydney with restaurants, cafes, bars, museums, parks, even the Opera and tourist attractions at your door step. Recharge , rewind and feel right at home in this unique Australian designer home with expansive and luxurious interiors, high ceilings, touches of Australian art.

Guest favourite
A lounge area features a brown leather sofa paired with a round, light-colored coffee table. Black-and-white framed photographs adorn the wall. A large television sits atop the mantel above a decorative fireplace. A view of the kitchen area can be seen in the background.
Home in Potts Point
4.92 out of 5 average rating, 286 reviews

Harbour Terrace 2BR Central Woolloomooloo

- Harbour side location, easy stroll to cafes and bars ✅ - Free to use full sized tennis and basketball court 1 minute walk with 4 X tennis racquets and Basketball supplied ✅ - Playground for the kids ✅ - Award winning matress' with fresh high quality linen ✅ - Full kitchen with all essentials, coffee, tea etc ✅ - Each bedroom has 32" Smart TV with Netflix ✅ - Washer/Dryer combo with liquid supplied ✅ - Fresh Towels ✅ - Beautiful walkable location close to Opera house and botanic gardens ✅

Top guest favourite
An aerial view captures the Woolloomooloo Wharf, showcasing its modern architecture along the waterfront. Marinas with boats are visible, while lush greenery outlines the distant skyline of Sydney, featuring landmarks like the Harbour Bridge and Opera House under a clear blue sky.
Flat in Potts Point
4.94 out of 5 average rating, 143 reviews

Unique studio at Historic Wharf

Stunning studio apartment in the renowned Woolloomooloo Wharf built in 1915. Its beautiful views over the water and Potts Point are key, but this studio has everything you need for a city visit or a staycation. Conveniently placed just minutes to Potts Point and within walking distance to all of Sydney's main attractions: Botanic Gardens, Opera House, Harbour Bridge, Art Gallery NSW, Museum of Contemporary Art and the CBD. No parking Early check in or late check out (if available): $50

Superhost
An outdoor dining area is showcased under a wooden pergola, featuring a large table surrounded by six woven chairs. Lush greenery includes potted plants and trees, adding a vibrant touch to the serene space. A built-in kitchen and BBQ area are also visible.
Home in Woolloomooloo
4.85 out of 5 average rating, 257 reviews

Collected/Places Woolloomooloo - The heart of Syd

Located in the heart of Sydney, this award-winning 3-bedroom, 2.5-bathroom townhouse blends modern comfort with stylish design. Features include luxe linens & ammenities, climate control, fully equipped kitchen & open-plan indoor & outdoor living. Located in Woolloomooloo, home to Australia's oldest pub, the house is just minutes to the best bars and restaurants, Sydney Harbour, Sydney Opera House, the CBD & transport with a direct line to Bondi. Ideal for a luxurious city stay.

Superhost
A tranquil view is presented from the outdoor pool area, showcasing a curvy pool reflecting the twilight sky. Lush greenery surrounds the space, and adjacent to the pool, a stylish house offers expansive glass doors leading into the interior, creating a seamless indoor-outdoor connection.
Home in Seaforth
4.83 out of 5 average rating, 148 reviews

World Class Villa HarbourView Private Beach Manly

Sitting in an exclusive harbourfront cul-de-sac, you will have a great time with your family and friends in this resort style house. Convenient and close to the shops, restaurants, beaches and reserves. Plenty of local spots for having family time with the children. Spectacular harbour and city skyline view, grand entertainment area and pool cabana, Manhattan stylish courtyard in holiday vibes. We are looking forward to your reservation for a relaxing getaway!

Guest favourite
A private terrace showcases an expansive view of the marina, bustling with yachts, against a backdrop of Sydney's iconic skyline. Lush green plants frame the scene, enhancing the vibrant atmosphere under a clear blue sky.
Flat in Woolloomooloo
4.95 out of 5 average rating, 123 reviews

Stunning waterfront home with breathtaking views

Capturing unrivalled views of the marina, Bay, Botanic Gardens and City skyline, this luxurious apartment offers an incredible opportunity to live in one of Sydney's most sought-after locations. Rarely available, this is the perfect base for an unforgettable stay, whether it's for business or leisure. The private terrace on the waterfront, with uninterrupted and unobscured views - a slice of paradise and the ultimate place to experience Sydney at her very best.

Guest favourite
A spacious living area is showcased, featuring a comfortable sofa and a round ottoman. Large floor-to-ceiling windows provide stunning ocean views, while natural light fills the room. A neutral color palette with light wood flooring enhances the airy atmosphere, inviting relaxation.
Home in Tamarama
4.94 out of 5 average rating, 172 reviews

Absolute Tamarama Beachfront on Bondi Coastal Walk

LOCATION LOCATION! No better LOCATION! Immerse yourself in the breathtaking beauty of Tamarama Beach, Sydney's exclusive coastal gem. Our Absolute Tamarama Beachfront provides direct access to the mesmerising ocean waves, just steps away. Relax on the full-sized balcony and enjoy uninterrupted views from the Bondi Coast Walk to Tamarama, Bronte, Clovelly, and Coogee. Experience Sydney's iconic eastern surfing coastline from our captivating holiday home.

Top guest favourite
A spacious living area features large glass doors that open to a private garden. Natural light floods the space, illuminating a neutral sofa and a striped area rug. Soft greenery and stone pathways are visible outside, creating a serene outdoor environment.
Guest house in Balmoral
4.99 out of 5 average rating, 164 reviews

Balmoral Slopes Guesthouse

This beautiful new airconditioned guesthouse designed by renowned Sydney architect Luigi Rosselli is a detached separate dwelling located near our private home. Ideal for couples and families with babies and small children. - Bus stop 50m from doorstep - will take you into Mosman village and the CBD. - 400m walk to Balmoral Beach cafes & restaurants. - Street parking available close to the guesthouse. Secure access via security gate.

Popular amenities for Woolloomooloo family-friendly rentals

When is the best time to visit Woolloomooloo?

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Avg. price$303 SGD$306 SGD$304 SGD$283 SGD$270 SGD$269 SGD$287 SGD$287 SGD$278 SGD$320 SGD$313 SGD$396 SGD
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Quick stats about holiday rentals that are family-friendly in Woolloomooloo

  • Total holiday rentals

    Explore 110 holiday rentals in Woolloomooloo

  • Nightly prices starting at

    Woolloomooloo holiday rentals start at $89 SGD per night before taxes and fees

  • Verified guest reviews

    Over 3,580 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 rentals that welcome pets

  • Holiday rentals with a pool

    20 properties feature pools

  • Rentals with dedicated workspaces

    40 properties have a dedicated workspace

  • Wifi availability

    100 of Woolloomooloo holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woolloomooloo rentals

  • 4.7 Average rating

    Woolloomooloo stays receive an average rating of 4.7 out of 5 from guests

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