House vacation rentals in Woolloomooloo

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Top-rated house rentals in Woolloomooloo

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Top guest favorite
A spacious living room features a mix of textures and colors, with a brown leather sofa and a gray fabric couch positioned around a round coffee table. A large TV is mounted on a white media console. Natural light filters through the window, highlighting indoor plants and decorative artwork.
Home in Manly
4.98 out of 5 average rating, 107 reviews

MANLY BEACH HOUSE - 8 min walk to Manly Beach!

Relax and unwind in our contemporary Manly Beach House. Set on a peaceful, tree-lined enclave, surrounded by beautiful heritage homes, this amazing home offers tranquility+privacy, whilst being only minutes from all of the very best Manly has to offer! Glorious golden sand beaches, clear blue ocean, stunning coastal walk ways, parklands +marine reserves along with a vibrant coastal atmosphere, cosmopolitan buzz, yet relaxed vibe. Plus Manly Ferries, every 15 mins to Sydney Opera House+Bridge!

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, 128 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, 141 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, 107 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, 261 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 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
4.85 out of 5 average rating, 41 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
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
Home in Darlinghurst
5 out of 5 average rating, 17 reviews

5* Lux 3BR home w rooftop terrace + garden + BBQ

WELCOME TO “THE DARLING” Where Heritage Meets Modern Luxury Originally built in 1900, THE DARLING is a beautifully restored 3 story, 3 bedroom, 2.5 bathroom family home that blends timeless elegance with high-end contemporary finishes. Thoughtfully renovated to the highest standards with smart technology, this stylish residence features a private garden with built-in BBQ area, a dedicated WFH office and a stunning rooftop terrace off the master suite - perfect all year round!

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, 152 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, 101 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, 155 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, 23 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.

Popular amenities for Woolloomooloo house rentals

When is the best time to visit Woolloomooloo?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceR3,656 ZARR3,707 ZARR3,402 ZARR4,621 ZARR2,759 ZARR2,403 ZARR3,639 ZARR3,741 ZARR3,774 ZARR3,961 ZARR3,994 ZARR4,959 ZAR
Avg. temp24°C24°C22°C20°C17°C14°C14°C15°C17°C19°C21°C23°C

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 R508 ZAR 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