Family-friendly holiday rentals in Paddington

Little Edie charming architect designed cottage

A gorgeous, free-standing two level stables converted into a chic, fully self contained cottage in the heart of Paddington's leafy streets, Little Edie is an architecturally designed jewel box for grown ups providing the perfect place to rest and relax during your next visit to Sydney. Centrally located, it is two blocks from Oxford Street's boutiques, bars, restaurants, public transport and just a few minutes from the city, sports stadiums and glorious beaches. We love giving local tips too!

Family · Kitchen · Checkout

Paddington Perch • Sunny Terrace + Harbour Views

Welcome to Paddington Perch, a light-filled top-floor hideaway soaring above the heart of the neighbourhood. Enjoy a peaceful stay with a private terrace and sweeping Sydney skyline views, all while being just moments from vibrant cafés, acclaimed restaurants, boutiques, Oxford Street, Centennial Park, Allianz Stadium, and the SCG. Whether you’re visiting family, catching up with friends, or enjoying a coastal city escape, Paddington Perch is a warm, relaxed sanctuary to call home.

Kitchen · Indoor spaces · Condition

Luxury Living in the Heart of Paddington

Located moments away from the Five Ways of Paddington, Bakeries, Cafes and restaurants is a beautifully renovated Terrace offering comfort and convenience in a quiet tree lined street. At your door step you are moments away from public transport, Oxford Street, Paddington's renowned gastronomic pubs and fine dining options to suit any foodie. Sydney Harbour, Rushcutters Bay and Centennial Park are within walking distance with Sydney City and many beaches a short distance away.

Family · Indoor spaces · Quiet

Stylish Paddington Oasis.

Walking distance to everything with views to the harbour. Full north facing Sun. Enjoy the sun and harbour breeze while having breakfast. Get to know the curious Rainbow Lorikeets who will visit you morning and afternoon. Fully equipped kitchen, super comfortable adjustable bed. Tasteful Art. And stylish furniture by MCM. Everything you need for a short or longer stay. Surrounded by Paddington’s fashion shops, cafes and famous galleries. Sydney is made for walking.

Indoor spaces · Kitchen · Comfort

The Pavilion End - Central Paddington Apartment

“The Pavilion End”, while only a short walk from the Sydney Cricket Ground (SCG) and the Allianz Stadium, is a spacious, yet cosy, apartment surrounded by all that Paddington has to offer. This is an ideal spot for easy access to restaurants, cafes, bookshops, galleries, cinemas, Oxford Street, designer clothes shops, Centennial Park, St. Vincent’s Hospital , The Entertainment Quarter and public transport to Bondi Beach, the City/Opera House, harbour ferries and elsewhere.

Kitchen · Indoor spaces · Laundry

Centennial Park Ultra Stylish Close to Beach/City

ULTRA STYLISH Home Free-standing STATE OF THE ART located in quiet safe leafy cul de sac ARCHITECTURALLY UNIQUE North facing Cool, airy, light-filled, separate living + sleeping + Indoor/outdoor space Perfect for FILM peeps: FOX studios, 30 min walk/10 min cycle thru park 1 min WALK- CENTENNIAL/QUEENS PARKS, 8 min drive-Bronte beach, 10 min walk-Bondi Junction/trains 10 min to city On street parking available & free Designed for working, relaxing + attractions

Family · Kitchen · Nearby

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!

Family · Indoor spaces · Bathroom

Designer 1st floor Guest Studio Paddington Sydney

The Carriage House Studio displays contemporary architectural design. Self contained 1st floor studio in the heart of SYDNEY'S Paddington, situated at the rear of one of Paddington's most historic grand terraces, Park Villa 1873. Lux queen size bed, Italian linen, writing desk, free fast Wifi. Streaming TV. Fully air conditioned. Kitchenette, mini dishwasher, espresso machine microwave. Stylish designer bathroom. Own entrance. Contactless check in .

Family · Kitchen · View

Paddington Parkside

Super quiet, ultra convenient, walk to everywhere location, this apartment provides the ultimate Paddington pad handy to Oxford St shops & restaurants, Centennial Park, historic pubs, the SCG, Allianz Stadium & a 30 min easy walk to the CBD. Tucked away to the rear of the building with a northerly aspect, it is very quiet, private and bathed in natural light. It features modern, recently renovated interiors and is dressed in fresh neutral décor.

Indoor spaces · Kitchen · Value

Stylish 3BR Garden Apartment with Free Parking

WELCOME TO "THE PADDO" A beautifully renovated, architect-designed garden apartment in Paddington with private outdoor space and free secure garage parking. Located directly opposite Allianz Stadium on a quiet street, this light-filled home puts you within walking distance of the SCG, cafés, shops, and public transport, while offering a peaceful retreat away from the crowds. Perfect for families, professionals, and longer stay guests.

Indoor spaces · Family · Accuracy

Character Victorian Terrace in central Paddington

This 1900 heritage terrace home is ensconced in the heart of a pedestrian-only enclave that enjoys the idyllic ambience of a small and secluded European village. Small yet Cute! Central location to enjoy the iconic wonders of Sydney city, major Sporting events, the lifestyle and boutique shopping of Paddington and the Eastern Suburbs as well as being less than 30mins from the buzzing iconic Bondi Beach. Superfast WIFI @500Mbps!

Family · Kitchen · Quiet

Tranquil courtyard studio, close to city

Discover a tranquil oasis in the heart of bustling Paddington. This spacious studio apartment opens through expansive French doors onto your own private courtyard. Oxford Street and South Dowling are within walking distance, but you'll wake to only bird song in this charming garden retreat. Cafes, boutiques and galleries are a stroll away, and nearby bus routes will get you to the best of Sydney's beaches.

Indoor spaces · Kitchen · Hospitality