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Holiday rentals 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.
Flat 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
An inviting living space features a plush sofa adorned with cushions, complemented by an intricate area rug. Potted plants are strategically placed around the room, offering a sense of greenery. The open layout is enhanced by natural light, leading to the outdoor space through sliding doors.
Home in Redfern
4.97 out of 5 average rating, 115 reviews

Inner city cottage hideaway

The best of both worlds: Inner city cottage in a quiet subtropical oasis. A secure house with all the comfortable mod-cons you need & very close to all Sydney city has to offer. Staying here feels like a private refuge which is airy, open and steeped in green surrounds whilst being a perfect base for exploring hip Redfern and Inner Sydney. Redfern Station is a 5 min walk away, 10 to Central, and moments to beautiful parks, shops, bars & restaurants of Redfern. Airport is 12mins by train.

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, 78 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.

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.

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.
Apartment 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.
Flat in Haymarket
4.9 out of 5 average rating, 159 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.

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.
Flat 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.

Top guest favourite
Flat in Chippendale
5 out of 5 average rating, 16 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.

Guest favourite
A dining area features a wooden table surrounded by black chairs, with an abstract wall painting providing a colorful accent. In the background, a spacious living room is visible, showcasing a black sofa and natural light from large windows.
Flat in Chippendale
4.79 out of 5 average rating, 244 reviews

Stylish Apt Min Walk to the City

If you are looking for a place that is really clean, super nice, stylish, spacious, convenient and close to everything, this is the place for you! Note: there are building works happening in the building until the 22/December. It’s in the opposite side of the building to this apartment and it’s only waterproofing and tiling, so it shouldn’t be too noisy or dusty, but there are workers around from 7:30am-3:30 on weekends.

Top guest favourite
A bright living area showcases floor-to-ceiling glass doors that offer expansive views of the city. Natural light fills the room, accentuating the modern furnishings, including a cozy sofa and a red armchair. A small side table and a selection of books are visible on nearby shelves.
Flat in Surry Hills
4.92 out of 5 average rating, 140 reviews

Views - Indoor Pool - Free Security Parking

Modern apartment with expansive city views, only a 2 minute walk to Central Station. Ideal for access to the Sydney CBD, Surry Hills shops, cafes, restaurants and more. The apartment is fully equipped for your stay and you can also enjoy the building's indoor heated pool and gym. The building is very safe with all the modern security features. Perfectly suited to a couple, individual traveller or business executive.

Superhost
Flat in Chippendale
4.8 out of 5 average rating, 10 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.

Guest favourite
Flat 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