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House holiday rentals in Woolloomooloo

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Top-rated house rentals in Woolloomooloo

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Guest favourite
A comfortable sofa adorned with decorative cushions sits against a stone wall. A large framed black-and-white photograph hangs above. A neutral-color vase with dried flowers is positioned on a nearby table, complemented by a stack of magazines.
Home in Fairlight
4.92 out of 5 average rating, 326 reviews

Fairlight House

Beautifully decorated and is equipped with everything you'd need for a home away from home stay. There are two bedrooms with queen size beds. Separate living room with a cosy fireplace and dinning room for 6 people. A charming study with a small daybed, a desk and printer. Well equipped kitchen good enough for any chefs. Sunny balcony off the master bedroom to sit and enjoy a cup of coffee. A plunge pool with sunbed in the rear courtyard garden for soaking up the sun or alfresco entertaining & relaxation. We provide luxurious bedding linen, Egyptian Cotton bath towels, high end bathroom amenities including a hairdryer. Unfortunately we do not provide beach towels and we don't have a BBQ. There is a Nespresso Coffee machine in the kitchen and we provide a few coffee pods to get you started but you will have to purchase the additional pods at our local supermarket, Coles. Instant coffee and a small selection of tea are there for you to use of course. Guests will have access to the entire house by themselves. Guests will have full privacy. The house is conveniently located within a 10-20 minute walk of the famous Manly Beach precinct, home to a multitude of trendy cafes, restaurants, and boutiques. In addition, there's easy access to outdoor activities, such as bushwalking and surfing. If you don't want to do the 10-20mins walk to Manly, there is a local free bus shuttle (Hop Skip & Jump Bus) that takes you to directly to Manly Beach and Manly ferry. The bus stops right across the street in front of the house and comes around every 30mins. To go into the city there is also a public bus stop just around the corner but we suggest you take the scenic ferry ride across the Harbour into Sydney and you'll be in the heart of Sydney's tourist attractions. If you have a car you can park on the street in front of the house. There is always plenty of parking available. Fairlight La Maison is a terrace house on 3 levels so there are steep narrow stairs which might not be suitable for young children not used to stairs and elderly people. We have a gas fireplace. There is a Nespresso machine but only a sample of pods will be provided to get you started. If you would like use the Nespresso Coffee machine then you will need to buy extra coffee pods at the local supermarket. We don't have a BBQ. You will also need to bring your own beach towels as we do not provide beach towels at the house. We don't own a cat but our neighbours do. Nero is the black cat and Oscar is the grey marble cat. They are super friendly cats and often wander into the house if the doors and windows are left open. If you are allergic to cats we suggest you don't allow them in the house.

Superhost
A well-lit living room features two dark green sofas arranged around a round coffee table on a light area rug. A flat-screen TV sits on a stand opposite the seating. The wooden staircase leads to the upper level, while decorative art on the walls adds subtle charm.
Home in Darlinghurst
4.75 out of 5 average rating, 116 reviews

Terrace House in Vibrant Neighbourhood

This spacious 3-bedroom, 2-bathroom terrace house offers a tastefully decorated interior with a mix of contemporary furnishings and classic design elements. Accommodating up to 8 guests, the master bedroom has a king-size bed, while the other bedrooms feature queen-size beds. Additional sleeping space includes a single fold-out bed and a single-person sofa bed in the living room. Located in Darlinghurst, surrounded by trendy cafes, shops, and nightlife, with Sydney CBD just a short walk away.

Guest favourite
A spacious living area features a modern design with a stylish hanging fireplace and a large round clock on the wall. A colorful dining table with vibrant chairs sits on a striped area rug, surrounded by large windows that provide ample natural light.
Home in Surry Hills
4.8 out of 5 average rating, 191 reviews

Urban Farmhouse Flair—Surry Hills Terrace Serenity

This luxe terrace in Surry Hills strikes the perfect balance between industrial & rustic charm. Footsteps from the vibrant dining and entertainment precinct of Crown Street, it offers everything you need right on your doorstep. Inside, the home features three bedrooms with its own ensuite. The living and dining areas are designed for year-round comfort, enhanced by a striking hanging fireplace. Enjoy the rooftop patio, perfect for soaking up Sydney’s sunny days or savouring cool evening breezes.

Top Guest favourite
A bright, open living and dining area is highlighted by wooden flooring and natural light. An elegant dining table is surrounded by wooden chairs, and the contemporary kitchen features a large island. Lush plants add greenery, enhancing the inviting atmosphere.
Home in Manly
4.98 out of 5 average rating, 123 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!

Top Guest favourite
A light-filled living area features a comfortable sofa draped in a soft throw, accompanied by a low coffee table. Large windows illuminate the space, revealing an outdoor area with greenery and a colorful mural on the wall, enhancing the room's relaxed ambiance.
Home in Enmore
4.94 out of 5 average rating, 109 reviews

Light Filled House in Enmore

Light filled 2-bedroom Victorian home situated on a quiet street, and a short walk to bustling Enmore Road. Close to a wide array of bars and restaurants, and the famous Enmore Theatre. Conveniently located close to the CBD via Newtown station. Free street parking available on one side of street. Home includes: -2 bedrooms with 2 queen sized beds -Open plan living space with fully equipped kitchen including Nespresso machine with pods -Outdoor dining area with a Heston Blumenthal charcoal bbq

Guest favourite
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, 116 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.

Top Guest favourite
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, 229 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.

Guest favourite
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, 287 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 favourite
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, 135 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, 257 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 favourite
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, 165 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.

Superhost
A tranquil view is presented from the outdoor pool area, showcasing a curvy pool reflecting the twilight sky. Lush greenery surrounds the space, and adjacent to the pool, a stylish house offers expansive glass doors leading into the interior, creating a seamless indoor-outdoor connection.
Home in Seaforth
4.83 out of 5 average rating, 149 reviews

World Class Villa HarbourView Private Beach Manly

Sitting in an exclusive harbourfront cul-de-sac, you will have a great time with your family and friends in this resort style house. Convenient and close to the shops, restaurants, beaches and reserves. Plenty of local spots for having family time with the children. Spectacular harbour and city skyline view, grand entertainment area and pool cabana, Manhattan stylish courtyard in holiday vibes. We are looking forward to your reservation for a relaxing getaway!

Popular amenities for Woolloomooloo house rentals

When is the best time to visit Woolloomooloo?

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Quick stats about house rentals in Woolloomooloo

  • Total holiday rentals

    Explore 30 holiday rentals in Woolloomooloo

  • Nightly prices starting at

    Woolloomooloo holiday rentals start at $42 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,260 verified reviews to help you choose

  • Family-friendly holiday rentals

    20 properties offer extra space and kid-friendly amenities

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wi-Fi availability

    30 of Woolloomooloo holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woolloomooloo rentals

  • 4.5 Average rating

    Woolloomooloo stays receive an average rating of 4.5 out of 5 from guests

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