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Holiday houses in Chippendale

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Top-rated holiday rentals in Chippendale

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Superhost
A serene bedroom space is presented with a spacious bed, adorned with decorative pillows and a patterned blanket. A green plant adds a touch of nature, while a cozy chair sits nearby. A large mirror reflects the elements of the room, enhancing the overall spaciousness.
Apartment in Chippendale
4.86 out of 5 average rating, 112 reviews

Rustic & Charming Tiny Apartment - Great Location

Find your haven through an original heritage classic courtyard… Enter inside the one bedroom apartment, you'll find yourself in a living space set up for relaxation and conversation. Through a sliding door to the bedroom, you’ll notice full-width remote controlled blinds - the space is effortless, private and comfortable! Chippendale is a vibrant, inner-city suburb close to everything. Please read the listing inclusions, and reach out if there are any unanswered questions I can help you with

Guest favourite
A dining area features a modern white table surrounded by six wooden chairs with soft grey upholstery. A decorative vase sits atop the table, complemented by various framed artworks on the wall. Natural light filters in through nearby glass doors.
Home in Redfern
4.99 out of 5 average rating, 79 reviews

Darlington Mid-Century Charm

Within the historical neighbourhood of Darlington, this 3 bedroom, 2 bathroom home effortlessly merges modern comfort with the timeless allure of mid-century design. Featuring an open layout, gleaming hardwood floors, and expansive windows that invite an abundance of natural light. The kitchen embraces all modern amenities. The master (with its sunroom) and two additional bedrooms offer tranquility, comfort and versatility. Stepping outside, the private courtyard beckons for alfresco dining.

Superhost
A bright living area features a large glass door opening to a balcony with lush greenery. A wooden sideboard displays decorative items, while a round glass dining table is surrounded by two modern chairs. Colorful artwork adorns the wall, enhancing the space's ambiance.
Condo in Chippendale
4.78 out of 5 average rating, 220 reviews

The Oasis: your home away from home

Nestled in the third story this leafy plant filled quiet apartment, air conditioned space will leave you wishing you had more time to stay at home. Cloud 9 luxury mattress, double sofa bed, fully equipped kitchen with oven, stove and coffee machine, relaxing balcony and TV for the rainy days, and a shared rooftop pool for the sunny days! This studio has everything you'll need. Includes dedicated parking spot in the basement. Accommodates 4 but as it's a studio it's ok for 2 adults+2 kids.

Guest favourite
A bright living and dining area features a modern dining table with four black chairs. A stylish lounge area is positioned nearby, complemented by soft lighting. Artwork adorns the walls, while large windows provide natural light and a view of the balcony.
Apartment in Haymarket
4.9 out of 5 average rating, 160 reviews

Urban Gem Sanctuary - Central | Calm | Comfort

Experience the allure of city living, where comfort and style harmonise in this tastefully crafted retreat featuring CBD convenience and serenity. Nestled in the heart of the city, our place offers easy access to iconic landmarks such as China Town, ICC, and Opera House. With nearby Central Train Station and CBD Central Bus Station, exploring greater Sydney is effortless. Take a leisurely stroll to a plethora of restaurants, café, pubs, supermarkets and malls, enjoy the best of Sydney.

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
Apartment in Chippendale
4.9 out of 5 average rating, 20 reviews

Designer Chippendale Studio/ Pool & Free Parking

Perfectly positioned between the buzz of Newtown and the creativity of Chippendale, our stylish studio is moments from The Seymour Centre, the University of Sydney and Broadway Shopping Centre. With transport options at your doorstep, you’ll have easy access to the best Sydney has to offer. Hidden behind leafy palms, the apartment is a private retreat featuring polished concrete floors, warm lighting, and a peaceful balcony overlooking a quiet courtyard.

Guest favourite
A cozy seating area features a gray sofa adorned with decorative cushions, accompanied by a black butterfly chair. A large artwork hangs on the wall, and a small side table holds a potted plant. Light enters through a window with adjustable shutters, enhancing the inviting space.
Apartment in Surry Hills
4.92 out of 5 average rating, 214 reviews

Self contained studio overlooking Central

Discover your ultimate city getaway in Sydney's creative hub, Chippendale! This private room is designed with your comfort in mind and comes equipped with all the essentials you need for a comfortable stay. With its own kitchenette and bathroom, you'll have the privacy and convenience you need, whether you're here for work, study, or just for a visit. Relax and unwind in style with a smart TV, air conditioning, and all the necessary amenities.

Guest favourite
A cozy seating area features a gray sofa adorned with bright yellow cushions and a textured throw. A wooden coffee table sits in front, holding a decorative bowl, and a vase of sunflowers. A plant stand is placed nearby, with light entering from large glass doors leading to an outdoor space.
Apartment in Chippendale
4.91 out of 5 average rating, 58 reviews

Urban sun in Broadway, Sydney

Located in the heart of the vibrant Broadway in Sydney area, this charming studio is a gem that combines comfort, style and convenience. From the moment you walk in, the warm natural light that fills the space invites you to relax and enjoy a cozy and peaceful environment. This central studio has been designed with every detail in mind to offer an unforgettable experience for both travelers and those looking for a longer stay in the city.

Guest favourite
Apartment in Chippendale
5 out of 5 average rating, 17 reviews

Inner-City Apartment with Pool, Gym & Sauna

Welcome to your light-filled inner-city escape in the heart of Chippendale. This charming one-bedroom apartment offers a warm and practical home base with a clever open-plan layout, stylish furnishings and everything you need for a relaxed and comfortable stay. The living area is bright and inviting, featuring a queen-size sofa bed and a private balcony framed by leafy views — the perfect spot for a morning coffee or an evening drink.

Top Guest favourite
Apartment in Chippendale
5 out of 5 average rating, 17 reviews

Chippendale 2BR Near CBD w Courtyard & Parking

Experience the best of inner-city Sydney from this peaceful garden apartment in the heart of Chippendale. Set within a tranquil landscaped courtyard, it offers rare calm just minutes from the CBD. Walk to Haymarket, Chinatown, Central Station, Pyrmont, Newtown and Spice Alley. Featuring open-plan living, two queen bedrooms, a private courtyard, full kitchen, laundry and air-conditioning. Kick back and relax in this calm, stylish space.

Superhost
Apartment in Chippendale
4.82 out of 5 average rating, 11 reviews

Stylish 1-Bedroom Stay with Balcony & Amenities

Indulge in a modern 1-bedroom escape in Chippendale with premium amenities. Lounge by the pool with sunbeds, rejuvenate in the sauna, or work out in the fully equipped gym. The rooftop terrace offers sweeping city views, perfect for relaxing evenings. Your private balcony adds a personal outdoor space, while private parking and elevator access provide ultimate convenience in this stylish, contemporary urban retreat.

Superhost
Apartment in Haymarket
4.81 out of 5 average rating, 27 reviews

Central & Loved Sydney Loft

Centrally located to food, drinks and transport. I loved living here with its high ceilings and big light-filled rooms. Putting up this listing so anyone exploring or staycationing in Sydney can enjoy it as much as I do. I have furnished it with everything you may need to make your stay comfortable. Queen bed and sofa - 3 guests maximum. Please reach out if you have any questions.

Popular amenities for Chippendale holiday rentals