House vacation rentals in Woolloomooloo

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Top-rated house rentals in Woolloomooloo

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Guest favorite

A staircase with wooden steps and a metal railing is framed by white brick walls and large windows above, allowing natural light to illuminate the space. The design features a blend of polished concrete and minimalist aesthetics, highlighting the industrial heritage of the property.

Home in Darlinghurst

4.89 out of 5 average rating, 109 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 serene view of the cottage is captured, showcasing its charming architecture surrounded by lush greenery. A stone patio with a small round table and two chairs is visible, creating an inviting outdoor space. The garden is adorned with various potted plants, enhancing the tranquil ambiance.

Home in Waverton

4.95 out of 5 average rating, 126 reviews

The Bath House - Cozy Luxe Garden Cottage near CBD

The Bath House – LOCATION & CHARM near stunning harbour views. Nestled in a peaceful garden, this charming self-contained cottage offers a unique bath experience and a romantic patio with fairy lights. Located in a historic precinct, just 500m from Waverton Station (3 stops to Sydney CBD). This boutique retreat has private access and is surrounded by the vibrant cafes and restaurants of Waverton/Kirribilli area. Only a short walk to Luna Park, the Harbour Bridge, Sydney Harbour and ferries.

Superhost

An open loft space features a modern, spacious living area with dark hardwood floors. A curved spiral staircase leads to the upper levels. A contemporary sofa and two white chairs are positioned around a simple dining table, with warm lighting enhancing the inviting atmosphere.

Home in Surry Hills

4.82 out of 5 average rating, 104 reviews

Modern Terrace in Sydney. Perfect location

3 level modern terrace house in vibrant Surry Hills Sydney. OPEN LOFT SPACE, the best of everything, great location easy walk to downtown, Opera House, tourist attractions, friendly neighbourhood, close to transport, cafes, bars, In a quiet cul-de-sac street. The house has NO PARKING . STREET METER PAID PARKING ONLY. TIME LIMITS APPLY. Public transportation near by. Buses are accessible from Crown Street and Oxford Street and the light rail is accessible from Devonshire Street Surry Hills

Top guest favorite

An inviting living space features a plush sofa adorned with cushions, complemented by an intricate area rug. Potted plants are strategically placed around the room, offering a sense of greenery. The open layout is enhanced by natural light, leading to the outdoor space through sliding doors.

Home in Redfern

4.98 out of 5 average rating, 96 reviews

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.

Superhost

A bright kitchen features white cabinetry and a marble countertop, complemented by stainless steel appliances. Natural light filters through a skylight. An adjacent dining area is visible, furnished with a wooden table and several chairs. The wooden floor enhances the open and airy atmosphere.

Home in Paddington

4.71 out of 5 average rating, 101 reviews

Amazing Location - Terrace in Paddington

This charming 2 bedroom light-filled Paddington terrace is brilliantly located in the best suburb in Sydney. In less than 5 minutes, you can walk to Oxford Street’s best restaurants, pubs, cafes and the famous Paddington markets and Centennial Park. Bathed in natural light with new interiors, you will have access to a fully equipped kitchen. The house is a smaller style terrace and the stairs are steeper than modern homes and can sometimes be an issue for young children or elderly guests.

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, 237 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, 151 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

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 King's Cross

4.8 out of 5 average rating, 25 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 King's Cross

4.85 out of 5 average rating, 238 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

4.92 out of 5 average rating, 180 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, 134 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.