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Holiday houses in Chippendale

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Top-rated holiday rentals in Chippendale

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Top Guest favourite
A spacious living area features large windows that allow natural light to fill the room. A cozy sofa and an armchair are arranged around a round coffee table. A dining area with sleek chairs is visible in the background, complemented by stylish decor.
Loft in Surry Hills
4.94 out of 5 average rating, 149 reviews

unique pied-à-terre in surry hills

My apartment is the entire floor of a corner building in the heart of Surry Hills referred to as the French Quarter, it has 4 mt high ceilings and windows on all sides giving it a light airy feel. The open plan living space has a new architectually designed kitchen, dining, lounge and office space of gracious proportions with a Juliet balcony that overlooks a delicious community garden. The bedroom is spacious and opens onto a private roof terrace garden. The bathroom is generous and has a luxuriously deep bath. There is a separate fully equipped laundry. My apartment is decorated with an eclectic mix of designer furnishings and collected treasures to create a tranquil, luxurious sanctuary. The famous Bourke St bakery and Bill's Cafe are in the immediate vicinity as are Toko, Pizza Birra, Messina gelato and the delicious Crown St Organic Cafe. It is a short walk to Oxford St , the city ,Paddington ,Centennial Park and Central Station. You won't find a better location in Surry Hills.

Top Guest favourite
A private balcony offers outdoor dining with a table set for two, accompanied by vibrant views of the water and distant city skyline. Lush greenery frames the scene, while tranquil blue waters reflect the clear sky.
Condo in Mosman
4.98 out of 5 average rating, 190 reviews

Absolute Harbourfront Apartment with Fabulous Panoramic Views

Magnificent piece of paradise at the waters' edge. Heart stopping views from every room (Guest 2017) Bright & sunny, idyllic waterfront sanctuary Separate home office All linens and unit professionally cleaned Alfresco balcony perfect for drinks/meals BBQ dining, sun lounges, harbour pool Onsite parking: max. car height 1.7 metres Bus & ferry close Fireworks often seen, spectacular on New Year's Eve & Australia Day Peaceful by day, stunning by night Come and chill out – you won't want to leave!

Guest favourite
A cozy seating area features two plush armchairs positioned near a large window, providing unobstructed views of the ocean and cliffs. A small side table holds two glasses of wine, and a potted plant adds a touch of greenery.
Apartment in Vaucluse
4.97 out of 5 average rating, 117 reviews

Stunning 1bdr w/ Amazing View

Bright and airy one bedroom apartment nestled on top of Diamond Bay Cliffs with breathtaking ocean views. The stunning view overlooking the cliffs and the soothing sound of waves, provide an incredible connection to the ocean from awe inspiring sunrises to frolicking whales throughout the day. Relax with a wine or coffee in this beautifully styled home surrounded in comfort and serenity. Take a dip in the pool overlooking the ocean or take a walk along the cliff walkway. Free street parking

Superhost
Apartment in Chippendale
4.68 out of 5 average rating, 340 reviews

+ + Stylish Industrial Charm, in a Prime Locale.

Located in a secure and coveted building in one of Chippendale’s best streets, it's not hard to see why this SoHo-inspired space was featured on Australia’s highest rating lifestyle television program. This stylish warehouse apartment is literally footsteps from the best restaurants, bars, pubs and cafes that Sydney has to offer and is moments to nearby art galleries, shopping centres and upmarket retail hubs. Parklands, swimming pools, tennis courts and gym are also meters from your door.

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, 223 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 vibrant living area is adorned with playful decor, including a green area rug featuring a tiger design. An orange chair and a curved sofa provide seating, while a unique shelving unit displays colorful glassware and art pieces. Soft natural light filters through sheer curtains.
Home in Chippendale
4.87 out of 5 average rating, 90 reviews

Where Barbie Lives by Glass Et Cetera

Welcome to the Glass Et Cetera experience, we are Australia's beloved vintage & antique glassware store. This is our shoot headquarter as well as a unique place to stay for those seeking TLC or visiting Sydney. Centrally located in Chippendale, one of Sydney's coolest neighborhood and 10 minutes walk from Central Station. The house is a heritage listed item built in 1872, it is fitted out with one of a kind furniture, glassware, decor & artworks. Looking for a unique experience? STAY HERE

Guest favourite
A sleek kitchen area is highlighted with a modern island counter featuring a microwave and storage drawers. Soft lighting illuminates the space, while vibrant plants and artwork add a touch of color. A dining table for four is visible in the adjoining living area.
Apartment in Chippendale
4.91 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.

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.
Apartment in Chippendale
4.89 out of 5 average rating, 236 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.

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
4.89 out of 5 average rating, 61 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
4.95 out of 5 average rating, 19 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
Apartment in Chippendale
4.89 out of 5 average rating, 19 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 Chippendale
4.83 out of 5 average rating, 29 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