House vacation rentals in Chippendale

Collected Places Woolloomooloo in heart of Syd

A beautifully restored Federation home in the heart of Woolloomooloo — one of Sydney's most storied inner-city neighbourhoods. Three floors of design-led living with warm, curated interiors, 3 generous bedrooms, 2.5 bathrooms, & open-plan living that flows to a private terrace. Fully equipped kitchen, 4 dedicated work spaces, premium linens, & climate control in every room. Steps from the Finger Wharf, Royal Botanic Garden, Opera House, Potts Point's celebrated dining scene, and a direct line to

MANLY BEACH HOUSE - 8 min walk to Manly Beach!

Relax and unwind in our contemporary Manly Beach House. Set on a peaceful, tree-lined enclave, surrounded by beautiful heritage homes, this amazing home offers tranquility+privacy, whilst being only minutes from all of the very best Manly has to offer! Glorious golden sand beaches, clear blue ocean, stunning coastal walk ways, parklands +marine reserves along with a vibrant coastal atmosphere, cosmopolitan buzz, yet relaxed vibe. Plus Manly Ferries, every 15 mins to Sydney Opera House+Bridge!

Light Filled House in Enmore

Light filled 2-bedroom Victorian home situated on a quiet street, and a short walk to bustling Enmore Road. Close to a wide array of bars and restaurants, and the famous Enmore Theatre. Conveniently located close to the CBD via Newtown station. Free street parking available on one side of street. Home includes: -2 bedrooms with 2 queen sized beds -Open plan living space with fully equipped kitchen including Nespresso machine with pods -Outdoor dining area with a Heston Blumenthal charcoal bbq

Modern retreat in prime location

Conveniently located in the heart of Rozelle, this modern retreat offers a perfect blend of trendy cafes and boutiques on Darling Street and the tranquille Bay Run, Dawn Fraser Baths and newly opened Rozelle Parklands. A 10-minute bus ride takes you to the center of Sydney, providing easy access to iconic landmarks like the Opera House and Harbour Bridge. Whether you're exploring the city or unwinding in the peaceful surroundings of Rozelle, this is the perfect base for your Sydney adventure.

Contemporary Victorian Charm

Kick back and relax in this calm, stylish space. This charming Victorian two bedroom single level terraced house is located close to the city in the historical village of Annandale. This cute as a button home sits near the Tramshed's chic eateries, tramline, bus which whisks you into the city. This home possesses light contemporary interiors complimented by a deep, shaded rear garden, alfresco terrace and auto door off-street parking within a tranquil location in a broad, tree-lined avenue.


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.

Little Edie charming architect designed cottage

A gorgeous, free-standing two level stables converted into a chic, fully self contained cottage in the heart of Paddington's leafy streets, Little Edie is an architecturally designed jewel box for grown ups providing the perfect place to rest and relax during your next visit to Sydney. Centrally located, it is two blocks from Oxford Street's boutiques, bars, restaurants, public transport and just a few minutes from the city, sports stadiums and glorious beaches. We love giving local tips too!

Spacious 3-bed terrace house on a quiet street

Stay at this stylish, architect-designed 3-bedroom house with a spacious living and dining area. Perfect for families or groups. The home features AC (heating and cooling) in every room, shower & toilet on each level, and a private garden for relaxing or kids to play. Located on a quiet street in Darlington, near Redfern, it’s a central location just a 30-min walk to the city center or a 7-min walk to Redfern train station, with direct 10-min trains to Sydney Harbour and the Opera House.

Harbour Terrace 2BR Central Woolloomooloo

- Harbour side location, easy stroll to cafes and bars ✅ - Free to use full sized tennis and basketball court 1 minute walk with 4 X tennis racquets and Basketball supplied ✅ - Playground for the kids ✅ - Award winning matress' with fresh high quality linen ✅ - Full kitchen with all essentials, coffee, tea etc ✅ - Each bedroom has 32" Smart TV with Netflix ✅ - Washer/Dryer combo with liquid supplied ✅ - Fresh Towels ✅ - Beautiful walkable location close to Opera house and botanic gardens ✅

Charming 3 Bed City Home - Close to Everything!

Our Home is a late Victorian style three bedroom house situated in the inner city. Our home is very clean and comfortable. We've made a concerted effort to ensure that anyone who stays feels like this is their home away from home. We are a family with 2 children living nearby, we are friendly, welcoming and happy to help anytime. We've lived in Redfern for 20 years and we'd be delighted to help you experience all of the magical places our area and the rest of Sydney has to offer.

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!

Heavenly Stay Near Carriageworks

Relax at this beautiful 2-bedroom house near the University, CBD and Newtown. Perfect for a peaceful getaway, the home is fully equipped for a comfortable stay, including air conditioning and heating. Enjoy cooking in the spacious kitchen, relaxing in the living room with a movie, or unwinding with a good book. Unfortunately, the property does not have a dedicated parking spot. But you can find street parking available in front and around the house.