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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
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 Darlington
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.

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 Chippendale
4.9 out of 5 average rating, 161 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.

Top guest favourite
Flat in Darlinghurst
4.98 out of 5 average rating, 125 reviews

Hyde Park Tree-Top Views

A home away from home Located in Sydney CBD in Hyde Park Plaza - on the corner of Oxford st. and College st. Next to museum train station. You could not get a better location in the city. 333 bus to bondi , bottle shop, cafes just downstairs. This one bedroom unit is offering a really comfortable stay with excellent views. Perfect for business or a few nights' stay away to recharge but be aware of city noise ! If you have any requests please don’t hesitate to let me know.

Guest favourite
Flat in Chippendale
4.9 out of 5 average rating, 21 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 bright yellow sofa is positioned in front of a modern kitchenette featuring dark wooden cabinetry and stainless steel appliances. A monochrome art piece is displayed on the wall, and a patterned rug adds texture to the space. Soft lighting enhances the cozy atmosphere.
Flat in Chippendale
4.89 out of 5 average rating, 235 reviews

Modern self contained studio min walk to the city

If you are looking for a convenient, comfortable, clean place to call home during your Sydney stay, then look no further. This private studio has been fully fitted out to suit both short and long stays. It has its own private kitchen, bathroom, balcony as well as air con and Smart TV. Close to transport and surrounded by great cafes and restaurants. All the spaces you see on the pictures are of a private studio which is accessible via a main stairwell.

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, 167 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.

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
4.9 out of 5 average rating, 59 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
Flat 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
Flat 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.

Guest favourite
Flat in Chippendale
4.85 out of 5 average rating, 13 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
Flat in Chippendale
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.

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