House vacation rentals in Woolloomooloo

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Top-rated house rentals in Woolloomooloo

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Guest favorite

A modern living space features a spacious grey sofa accompanied by a vibrant red chair. Indirect lighting highlights the textured walls and minimalist decor. A low coffee table sits on a blue rug, with a small green plant adding a touch of nature to the room.

Home in Darlinghurst

4.89 out of 5 average rating, 104 reviews

Australia Architecture Award Winner Heritage House

You will be staying in a unique house that won the 2019 National Heritage Architecture Award. The house is tucked away in the quiet alleys of a residential area, amidst a blend of Georgian, Victorian terraces. The residence boasts lofty ceilings, custom finishes, and a touch of history, promising an exceptional living environment. Houses Awards: Alts + Adds Winner 2019; House in a Heritage Context Winner 2019; AIA NSW Awards (Heritage: Adaptive Reuse); Francis Greenaway Named Award Winner 2019

Top guest favorite

A stylish living area features large glass sliding doors, offering a view of lush greenery outside. A comfortable sectional sofa and a round coffee table provide a cozy seating arrangement. Natural light fills the space, enhancing the warm wooden accents throughout.

Home in Narrabeen

4.97 out of 5 average rating, 195 reviews

Narrabeen Luxury Beachpad

Between the lagoon and the ocean…. Clever architectural design with full size well equipped kitchen and beautiful private sunny balcony. This is a one bedroom freestanding fully self contained private elevated dwelling amongst the giant bamboo, Bangalow palms and bromeliads with lake glimpses and ocean breezes. If you're looking for somewhere out of the ordinary, in an outstanding location just minutes walk to the beach, and a little more special than the rest, you will not be disappointed.

Superhost

The façade of a charming heritage terrace home is framed by mature trees, providing natural shade. A boutique tailoring shop is visible through large windows, alongside a small white building. The street is lined with a gentle slope, enhancing accessibility.

Home in Balmain

4.9 out of 5 average rating, 186 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 lounge area features a brown leather sofa paired with a round, light-colored coffee table. Black-and-white framed photographs adorn the wall. A large television sits atop the mantel above a decorative fireplace. A view of the kitchen area can be seen in the background.

Home in Woolloomooloo

4.92 out of 5 average rating, 232 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.

Superhost

A fully equipped kitchen features modern appliances, including a large oven and refrigerator. The spacious island with bar seating provides a functional area for meal preparation and entertaining. Natural light streams through the windows, enhancing the bright, welcoming atmosphere.

Home in Millers Point

4.87 out of 5 average rating, 150 reviews

Heritage Terrace with City & Park on your doorstep

Experience the charm of Sydney’s history with a stay in this beautifully renovated apartment, the original home of Alfred Short, the builder of Shorts Terrace in the 1870s. This luxurious apartment has been meticulously updated to offer modern comforts while preserving its heritage character. Perfectly located in the heart of The Rocks, Barangaroo, and within walking distance of the CBD, it’s the ideal base to access all Sydney has to offer—whether you're in town for business or leisure.

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

An outdoor dining area is showcased under a wooden pergola, featuring a large table surrounded by six woven chairs. Lush greenery includes potted plants and trees, adding a vibrant touch to the serene space. A built-in kitchen and BBQ area are also visible.

Home in Kings Cross

4.85 out of 5 average rating, 237 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, 177 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

4.95 out of 5 average rating, 129 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, 125 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 entrance of the terrace home is framed by decorative ironwork. A warm interior glow is visible through the open door, leading into the living space. The house number is clearly displayed as '37,' and a picket fence provides a welcoming boundary.

Home in Camperdown

4.83 out of 5 average rating, 113 reviews

Stylish Aircon Terrace Near Newtown, Train to City

Peaceful 2 bedroom terrace for 4 people. Only 8 min walk to popular Newtown shopping and train. Only 5 min train ride to Sydney Harbour Featuring: * 2 full bedrooms with queen beds * fully equipped kitchen * internal washer * beautiful, sunny garden with atrium * separate living and dining space * smart TV with Netflix etc. * WiFi * 5-10 min walk to Newtown centre * close to public transport/train station * Quiet narrow st with 24hr parking.

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, 167 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