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House holiday 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 favourite
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, 106 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, 186 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 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, 149 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
4.8 out of 5 average rating, 111 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 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, 112 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 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, 274 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
A spacious bedroom features a queen bed, dressed in hotel-quality linens, complemented by a cozy throw. Wall sconces illuminate art pieces flanking the headboard. Natural light streams in through French doors, opening to a balcony with decorative iron railing, while neutral tones provide a calming atmosphere.
Home in Paddington
4.8 out of 5 average rating, 144 reviews

Taylor - Paddington

This charming three bedroom, three bathroom terrace in the heart of Paddington is perfect for central and peaceful stay. Conveniently located near local shops and with easy access to Sydney CBD and Bondi the location is hard to beat. Nestled in the quiet and picturesque streets of Paddington boasting a gorgeous outdoor courtyard, spacious living and dining rooms and generously sized bedrooms with built-in wardrobes, this heritage home is a stunning place to stay for your Sydney getaway.

Guest favourite
A newly renovated kitchen showcases a large fridge and sleek cabinetry. A window offers a view of greenery outside, with a bowl of fresh fruit placed on the counter. The floor features patterned tiles, contributing to the overall modern aesthetic.
Home in Bondi Beach
4.89 out of 5 average rating, 109 reviews

Neat and Cosy at Bondi Beach

1 Bedroom Apartment with private entry. New kitchen fully kitted with large fridge, stove, oven and dishwasher. New Bathroom and Laundry with Washing/Dryer Machine. Separate Bedroom with Queen Bed and double Built-in wardrobe with drawers and hanging space. Spacious living & dining room and Balcony to relax Unrestricted street parking available Unlimited broadband Wifi Walk to Bus Stop, Bondi Beach, cafes, shops, top restaurants, easy trip to Sydney CBD and close to Sydney Harbour

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, 253 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, 158 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 favourite
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, 161 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.

Top Guest favourite
Aerial view captures the vibrant harbor of Sydney, showcasing the iconic Harbour Bridge and the Sydney Opera House. Towering buildings and lush greenery line the waterfront, while numerous vessels navigate the shimmering waters. The historic terrace houses of Millers Point are visible in the foreground.
Home in Millers Point
4.78 out of 5 average rating, 267 reviews

Luxury Colonial Terrace House in the Rocks

Historic elegance meets contemporary luxury in the heart of Sydney. Step into a rare piece of Sydney’s heritage with this stunning 3-bedroom terrace house, built in 1866 and proudly state heritage-listed. Perfectly positioned in the heart of Millers Point, it offers unparalleled access to Circular Quay, The Rocks, the Opera House, Harbour Bridge, and all the cultural and culinary delights Sydney has to offer.

Popular amenities for Woolloomooloo house rentals

When is the best time to visit Woolloomooloo?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$357 NZD$362 NZD$332 NZD$451 NZD$270 NZD$235 NZD$355 NZD$365 NZD$369 NZD$412 NZD$394 NZD$514 NZD
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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 $50 NZD per night before taxes and fees

  • Verified guest reviews

    Over 1,080 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, Wi-Fi 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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