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House vacation rentals in Woolloomooloo

Find and book unique houses on Airbnb

Top-rated house rentals in Woolloomooloo

Guests agree: these houses are highly rated for location, cleanliness, and more.

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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, 130 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

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, 143 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.

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
4.97 out of 5 average rating, 108 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.

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, 263 reviews

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 ✅

Guest favorite
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
4.88 out of 5 average rating, 160 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, 132 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 King's Cross
4.85 out of 5 average rating, 245 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.

Top 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, 155 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.

Top guest favorite
A spacious living area features a green sectional sofa, complemented by a light throw blanket. Above, framed images adorn the exposed brick wall, while a small white table provides a practical surface. A tiled kitchen area is visible in the background.
Home in Darlington
4.92 out of 5 average rating, 102 reviews

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 to make you feel comfortable. Enjoy cooking in the spacious kitchen, cozy up in the living room for a movie, or unwind in a dedicated space to chill or read a book. Although a private garage isn't available, we provide parking permits, so you can park all day for free without any hassle, ensuring a smooth and enjoyable stay.

Top 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, 156 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.

Guest favorite
A charming entrance to the sandstone cottage is framed by lush greenery. A wooden gate stands ajar, revealing a stone pathway leading to the front door. Cacti and leafy plants accent the exterior, while the cottage's distinctive gabled roof and stone walls are prominently featured.
Home in Darlinghurst
4.96 out of 5 average rating, 24 reviews

Unique 50%discount on weekly stay around Christmas

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.

Top guest favorite
A dining table set for two is depicted, featuring woven placemats and dinnerware with fresh fruit and cheese. A bottle of wine and two glasses stand ready for guests. Soft light emanates from the interior space, creating a cozy ambiance.
Home in Alexandria
4.96 out of 5 average rating, 503 reviews

Studio 54x2

Our beautiful studio is located at the rear of our house in one of the finest streets in Alexandria, just a short stroll to the Australian Technology Park. The studio is completely separate from our house with private access to a landscaped courtyard. We are a 5 minute walk from the Waterloo Metro Station and a 10 minute walk from Redfern Station.

Popular amenities for Woolloomooloo house rentals

When is the best time to visit Woolloomooloo?

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Avg. priceﺩ.ﺇ793ﺩ.ﺇ804ﺩ.ﺇ738ﺩ.ﺇ1,003ﺩ.ﺇ599ﺩ.ﺇ521ﺩ.ﺇ790ﺩ.ﺇ812ﺩ.ﺇ819ﺩ.ﺇ859ﺩ.ﺇ867ﺩ.ﺇ1,076
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Quick stats about house rentals in Woolloomooloo

  • Total vacation rentals

    Explore 30 vacation rentals in Woolloomooloo

  • Nightly prices starting at

    Woolloomooloo vacation rentals start at ﺩ.ﺇ110 per night before taxes and fees

  • Verified guest reviews

    Over 980 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space & kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Woolloomooloo vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Woolloomooloo rentals

  • 4.6 Average rating

    Woolloomooloo stays receive an average rating of 4.6 out of 5 from guests

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