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

Family · Value · Beach

Stylish Sydney City 3B Townhouse - Good Location

Stay in a stylish 3 bedroom 1890 Terrace House in Sydney City with a digital code lock (no keys). This lovely cozy home is ideal for groups, families & work. The house also has a courtyard where you can sit & enjoy some sunshine. The house is close to: Darling Harbour / Square Haymarket - Korea-town & Chinatown Supermarket & Shopping Centres ICC Exhibition Centre Central Park UTS - University Town Hall • Central Tram • Bus • Train station The house is walkable to Sydney CBD attractions.

Value · Family · Layout

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.

Value · Family · Wifi

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.


Family · Location · Getting around

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!

Family · Location · Comfort

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.

Family · Location · Layout

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 ✅

Value · Family · Parking

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.

Location · Value · Heating

Spacious Luxury Terrace w Garage & Large Balcony

*This is a QUIET RESIDENTIAL PROPERTY. PARTIES, EVENTS, AND EXCESSIVE NOISE ARE STRICTLY NOT PERMITTED.* Stay in this elegant three-level Glebe home, just a 4 minute walk to the Sydney Fish Market and opposite Wentworth Park. Sleeping up to 10 guests, it features four queen bedrooms, a queen sofa bed, three bathrooms, a designer kitchen, bright modern interiors, a spacious private terrace, and secure parking for two cars. Perfect for families, groups, and business travellers.

Location · Family · Indoor spaces

The Atrium: Spacious 3Br Light Filled Terrace!

Eclectic inner city terrace house - full of light due to an internal atrium. Close to Redfern train station, Sydney's trendiest small bars, city lifestyle and bustling arts and culture scene. Amazing cafes and some of Sydney's best coffee right on your doorstep. A great place for a group of friends, a family or a couple to explore the best of Sydney and the bustling inner west. Make yourself at home and feel a part of this City of Villages. Home uses its own solar power!

Location · Value · Accuracy

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.

Location · Family · Comfort

City Cottage

Enjoy a stylish experience at this centrally located place. The inner city is at your door step including parks, pubs, breweries and restaurants. Our home provides space to unwind and relax. You can enjoy the sun outback or close up and cool down with a flow of air conditioning. The kitchen is all new and state of the art cooking appliances by smeg. We loved living in the area and hope you will too when you stay. *****Strictly no parties please*****

Family · Value · Cleanliness