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

Superhost

Home in Balmain

4.9 out of 5 average rating, 188 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.

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, 238 reviews

2 Bedroom Terrace In The Heart Of 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 ✅

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.

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, 181 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.

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, 131 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, 169 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