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Vacation rentals in Chippendale

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Top-rated vacation rentals in Chippendale

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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, 119 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 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.

Top guest favourite
Guesthouse in Saint Ives
4.99 out of 5 average rating, 135 reviews

Luxury Garden Cottage Retreat - Romantic & Restful

Arriving through antique gates, wander down wisteria covered walkway to your home away from home. Outdoor tiled undercover area with dining/living space, lit in evenings with silk lanterns invite you outside for a special occasion. Light-filled cottage, open plan living/dining area. Bedroom boasts plush queen bed for a blissful nights' sleep. Bathroom invites indulgence with a rainforest shower. Fully equipped kitchen with washing machine. Thoughtful touches throughout.

Guest favourite
A cozy bedroom features a white metal bed frame with a patterned quilt. Two pillows rest against the headboard, complemented by a bedside lamp emitting a soft glow. A ceiling fan is positioned above, and gray curtains frame a window on the side wall.
Loft in Darlington
4.89 out of 5 average rating, 150 reviews

Sydney-1 Bed loft unit. 5 min to city, sleeps 4

Newly renovated 1 bedroom loft apartment in Darlington, a boutique suburb 5mins from the city. It’s in a secure complex with great outdoor space, having 3 balconies which keeps the place cool. It sleeps up to 4 people, as there is a sofa bed in the lounge room. Located 5 minutes from the city, universities, shops and a 7 minute walk to Redfern Train Station, which is one stop away from Central Train Station(CBD). A cosy home feel, with everything you’ll need.

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, 62 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, 20 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.

Guest favourite
Apartment in Chippendale
4.95 out of 5 average rating, 20 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.
Apartment in Chippendale
4.79 out of 5 average rating, 246 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.

Popular amenities for Chippendale vacation rentals