House vacation rentals in Woolloomooloo

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Top-rated house rentals in Woolloomooloo

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Guest favorite

A sunlit lounge area features exposed sandstone walls and warm wooden flooring. A comfortable leather sofa is positioned across from a circular coffee table, while a small plant adds a touch of greenery. An elegant fireplace and artwork enhance the inviting space.

Home in Darlinghurst

5 out of 5 average rating, 7 reviews

Sydney meets New York: Luxurious Sandstone Terrace

A slice of Australian Historical Luxury, on the doorstep of Sydney, arguably the best City in the World. This Stunningly Renovated Sandstone Terrace (Circa 1880's) awaits. Located just metres from Sydney’s famed & highly sought cosmopolitan Stanley St, including all of the Restaurants & Bars it has on offer! The property is located over three levels (so please make sure you’re comfortable with stairs), with stunning views & a beautiful courtyard. A short stroll to Hyde Park and the CBD.

Top guest favorite

The image shows the entrance of a Victorian terrace house framed by established trees. A green picket fence encloses the front yard, which features a small garden. A staircase can be seen at the side, leading to the upper dwelling.

Home in Newtown

4.96 out of 5 average rating, 190 reviews

N Y Style Apartment, near Restaurants, Theater & Transport

Meet on your private rooftop terrace for cocktails and watch the sunset or moon rise. Offering sweeping city views and the peaceful retreat of established trees in one of the best parts of Newtown. Victorian Terrace with many original features yet modern bathroom and kitchen. Fully self-contained 2 bed apartment in maisonette terrace. Host/family live in (separate) dwelling downstairs. Ideal for respectful (ie no noise after 10pm) guests wanting central, convenient and stylish accommodation.

Superhost

Home in Balmain

4.9 out of 5 average rating, 185 reviews

Balmain 3 b'room Terrace, spectacular views

Located right in the heart of Balmain. FREE PARKING! Spectacular views of Harbour Bridge and city skyline. You will love this safe quiet waterfront inner Sydney heritage suburb! Many restaurants, cafes and pubs to enjoy within easy walking distance. A gorgeous heritage terrace home with access to beautiful parks, waterways and wonderful amenities. Easy access to all types of transport incl by ferry on the best harbour in the world to City, Darling harbour and some of our famous beaches.

Guest favorite

A wooden dining table with seating for four is positioned against a white wall, complemented by framed black-and-white artwork above. A floor lamp stands nearby, and a staircase with a textured runner is visible, enhancing the area’s minimalist design.

Home in Woolloomooloo

4.92 out of 5 average rating, 228 reviews

2 Bedroom Terrace In The Heart Of Woolloomooloo

This perfectly positioned terrace provides the ultimate nest to enjoy the best that Sydney has to offer with everything at your doorstep. Boasting a unique style of living, including two bedrooms, each with a dedicated work space and 40" Smart TV with Netflix in each. A beautiful outdoor entertaining area with green feature wall and mood lighting. You are a 2 minute stroll to Sydney Harbour, the iconic Finger Wharf, restaurants, bars, pubs and a Mini Coles Supermarket for added convenience.

Guest favorite

An open-plan living area features modern furnishings, including a glass dining table surrounded by blue chairs. A well-equipped kitchen is visible, with sleek cabinetry and appliances. Natural light is enhanced by skylights above, and a comfortable seating area is positioned near a fireplace.

Home in Darlinghurst

4.87 out of 5 average rating, 131 reviews

Designer house in quiet street on city doorstep

Located in a quiet and historic East Sydney laneway, this ultra-modern house is around the corner from Stanley St eateries and within walking distance of iconic Sydney landmarks, St Vincent's Hospital and the CBD. Surrounded by historic 1850s terraces, the house is on two levels with good security. The bedrooms are downstairs, with a light and airy open-plan living area upstairs flowing onto a deck with a gas barbecue. Resident parking permit available on request per night of stay.

Superhost

A modern kitchen is visible, featuring a large island with three wooden stools. White cabinetry surrounds the space, complemented by a stainless steel refrigerator and an oven. Light streams in through sliding doors, leading to an outdoor dining area with a glimpse of the city.

Home in Kings Cross

4.78 out of 5 average rating, 18 reviews

Cozy Home for 8 people

This three-bedroom, two-bathroom terrace house in Woolloomooloo accommodates up to eight guests. The ground floor has a living room with two fold-out beds, a dining area, and a kitchen that opens to an outdoor space with city views. The first floor has two queen bedrooms (one with a balcony), a toilet, and a full bathroom with a washing machine. The second floor features another bedroom with a balcony and a second bathroom. All bedrooms have A/C. Paid parking is available in front.

Superhost

A charming entryway is featured, with a bright blue door that adds a pop of color. Two large planters flank the entrance, filled with lush green plants. The façade showcases a mix of modern design elements, including decorative lighting and security bars on the windows.

Home in Kings Cross

4.85 out of 5 average rating, 235 reviews

Collected/Places Woolloomooloo - The heart of Syd

Located in the heart of Sydney, this award-winning 3-bedroom, 2.5-bathroom townhouse blends modern comfort with stylish design. Features include luxe linens & ammenities, climate control, fully equipped kitchen & open-plan indoor & outdoor living. Located in Woolloomooloo, home to Australia's oldest pub, the house is just minutes to the best bars and restaurants, Sydney Harbour, Sydney Opera House, the CBD & transport with a direct line to Bondi. Ideal for a luxurious city stay.

Guest favorite

A modern kitchen features wooden cabinetry with a light wooden dining table in the foreground. A gas stove is seen beneath a decorative light fixture, while a vase of flowers adds a touch of greenery. Exposed brick walls complement the stylish design.

Home in Redfern

4.93 out of 5 average rating, 175 reviews

Elegant Loft in Converted Farmhouse

Unwind with a glass of Shiraz in this architect-designed, stylish loft. Appointed with modern luxuries, the space has an elegant light-filled interior. An exposed brick wall, originally part of a 19th-century farm, serves as a funky backdrop. The house has an open plan kitchen, living and dining room. There is a separate bedroom with a king sized bed and wardrobes. Off the bedroom there is an ensuite bathroom and laundry. It’s a beautifully quiet place to stay while in Sydney.

Guest favorite

A comfortable living area features light wood flooring and a cozy armchair. Sliding glass doors open to the backyard, inviting natural light. A small round table holds snacks and a plant, while a soft rug adds texture to the space.

Home in Mosman

4.94 out of 5 average rating, 127 reviews

Mosman retreat close to harbour

Take a ferry ride with a cup of coffee to the city, listen to the lions roar in the zoo with a French glass of wine in the garden are just few of the lovely activities while staying at our BnB. Staying in a historic home with modern finishes and comfortable provincial styling is the perfect base to explore the city of Sydney and return to a quiet retreat at night. Your French-Australian host will do their best to make sure your stay is comfortable and you will want to return.

Guest favorite

A spacious living area is showcased, featuring a comfortable sofa and a round ottoman. Large floor-to-ceiling windows provide stunning ocean views, while natural light fills the room. A neutral color palette with light wood flooring enhances the airy atmosphere, inviting relaxation.

Home in Tamarama

4.94 out of 5 average rating, 124 reviews

Absolute Tamarama Beachfront on Bondi Coastal Walk

LOCATION LOCATION! No better LOCATION! Immerse yourself in the breathtaking beauty of Tamarama Beach, Sydney's exclusive coastal gem. Our Absolute Tamarama Beachfront provides direct access to the mesmerising ocean waves, just steps away. Relax on the full-sized balcony and enjoy uninterrupted views from the Bondi Coast Walk to Tamarama, Bronte, Clovelly, and Coogee. Experience Sydney's iconic eastern surfing coastline from our captivating holiday home.

Superhost

The living area features a classic fireplace framed in black, accompanied by a spacious daybed adorned with blue and beige cushions. A wooden side table and an armchair provide additional seating. Natural light enters through large windows, enhancing the warm wooden floor and rug beneath.

Home in Dawes Point

4.88 out of 5 average rating, 166 reviews

Victorian Rocks Terrace Retreat with Backyard Patio

Spend your morning on the restored terrace at this charming Victorian home. Discover a quiet escape with original architecture finishes blended with modern furniture, indoor fireplaces, and a private outdoor dining space against a rock wall. The Upstairs bathroom has recently had an extensive renovation. There is a walk in shower, NO Bath tub. The space is the entire house, a rear courtyard is a quiet retreat after a busy day of sightseeing

Guest favorite

A dining area features a glass table surrounded by four wooden chairs. A large painting with abstract colors adorns the internal sandstone wall. A leafy plant is positioned near the window, while warm wooden flooring complements the inviting atmosphere.

Home in Darlinghurst

4.94 out of 5 average rating, 18 reviews

unique, sandstone cottage in the heart of Sydney

Charming sandstone cottage in the heart of Sydney. Originally a horse stable for the adjacent church, the cottage has been renovated and styled to provide an interesting, comfortable, open-planned home. With timber floors throughout, internal sandstone walls and exposed timber ceiling beams the cottage offers a quaint retreat from the city’s buzz. The cottage isn’t a party house, as we have elderly neighbours directly opposite and next door.