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House holiday rentals in Woolloomooloo

Find and book unique houses on Airbnb

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 1,330 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

Top-rated house rentals in Woolloomooloo

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

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Superhost
Home in Woolloomooloo

Collected Places Woolloomooloo in heart of Syd

A beautifully restored Federation home in the heart of Woolloomooloo — one of Sydney's most storied inner-city neighbourhoods. Three floors of design-led living with warm, curated interiors, 3 generous bedrooms, 2.5 bathrooms, & open-plan living that flows to a private terrace. Fully equipped kitchen, 4 dedicated work spaces, premium linens, & climate control in every room. Steps from the Finger Wharf, Royal Botanic Garden, Opera House, Potts Point's celebrated dining scene, and a direct line to

ValueFamilyAccuracy

4.85 out of 5 average rating, 270 reviews
Guest favourite
Home in Surry Hills

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.

ValueLocationCondition

4.8 out of 5 average rating, 196 reviews
Top Guest favourite
The open living area features a small dining table surrounded by wooden chairs, complemented by a spacious blue sofa. A vibrant wall artwork adds a pop of color, while the adjacent kitchen with sleek furnishings can be seen in the background.
Home in Paddington

Little Edie charming architect designed cottage

A gorgeous, free-standing two level stables converted into a chic, fully self contained cottage in the heart of Paddington's leafy streets, Little Edie is an architecturally designed jewel box for grown ups providing the perfect place to rest and relax during your next visit to Sydney. Centrally located, it is two blocks from Oxford Street's boutiques, bars, restaurants, public transport and just a few minutes from the city, sports stadiums and glorious beaches. We love giving local tips too!

LocationFamilyBathroom

4.96 out of 5 average rating, 106 reviews
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

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.

FamilyValueIndoor spaces

4.97 out of 5 average rating, 127 reviews
Top 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 Potts Point

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 ✅

LocationFamilyAmenities

4.92 out of 5 average rating, 327 reviews
Guest favourite
Home in Barangaroo

Exclusive living in a Historic Home

With 180 degree views of Barangaroo and Balmain and a courtyard for enjoying afternoon drinks, this 3 storey home is fitted with all the modcons including smart TV, WIFI, luxury Egyptian cotton linen, air con, washer/dryer, marble kitchen, wooden floors, rain shower heads, customised wardrobes, a clawfoot bathtub and Victorian fireplaces. 5 min walk to Barangaroo, 10 mins to Circular Quay and CBD and around the corner from some of the best restaurants and bars that Sydney has to offer.

LocationValueBackyard

4.88 out of 5 average rating, 136 reviews
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

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.

ValueFamilyComfort

4.87 out of 5 average rating, 135 reviews
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

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.

LocationValueCondition

4.93 out of 5 average rating, 181 reviews
Superhost
An inviting courtyard is showcased, featuring a mix of contemporary seating arrangements and lush greenery. A dining table with textured place settings sits in the foreground, while a potted plant adds a touch of natural elegance to the space.
Home in Paddington

Terrace House w Incredible Garden Near Kings Cross

Stay in the heart of Darlinghurst, just moments from Hyde Park, Oxford Street, Surry Hills, Sydney CBD, the Royal Botanic Garden, Circular Quay, the Sydney Opera House, and Harbour Bridge. This spacious three-storey terrace sleeps up to 8 guests with 3 bedrooms, 2 bathrooms, plus two additional sleeping spaces in the living area: a standard sofa and a single pull-out sofa chair bed. Enjoy a private courtyard and easy access to Sydney's best cafés, dining, and nightlife.

FamilyLocationParks

4.75 out of 5 average rating, 133 reviews
Guest favourite
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

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!

LocationFamilyPets

4.83 out of 5 average rating, 159 reviews
Top Guest favourite
The exterior of the house is shown, featuring a muted gray facade with white trim. A set of steps leads to the front door, framed by two arch-top windows. Lush greenery and colorful flowers are planted in front of a decorative iron fence.
Home in Newtown

2 bedroom house opposite Carriageworks, Newtown.

This renovated, sun-filled two bedroom house is comfortable, well equipped, quiet and is the perfect place to relax and access everything Sydney has to offer. It is a short walk to RPA Hospital, Chris O’ Brien LifeHouse. Located on a beautiful wide street, the house is opposite Carriageworks arts cultural precinct and a short walk to vibrant King Street. The city and harbour are easily accessible via public transport (bus trains and ferries).

FamilyLocationCheck-in

4.99 out of 5 average rating, 107 reviews
Top Guest favourite
Large glass doors provide an unobstructed view of the beach, where waves gently lap against the shore. Spacious seating in the living area faces the water, inviting relaxation. Soft curtains frame the scene, and natural light fills the room, enhancing the airy atmosphere.
Home in Bronte

Amazing view beach house footsteps to Bronte Beach

Welcome to Casa Brisa! A unique and spacious beachfront home with uninterrupted views overlooking the iconic Bronte Beach -perfect for holidays and longer stays. Settle into the coastal lifestyle with refreshing ocean dips, scenic coastal walks just steps from your door and easy access to Bronte’s cafés, rockpool and Tamarama Beach. Make this your home by the beach while enjoying space, comfort and oceanfront living.

LocationValuePets

4.96 out of 5 average rating, 183 reviews

Popular amenities for Woolloomooloo house rentals

When is the best time to visit Woolloomooloo?

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Avg. price$318 AUD$340 AUD$318 AUD$305 AUD$273 AUD$262 AUD$301 AUD$309 AUD$312 AUD$348 AUD$333 AUD$435 AUD
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Destinations to explore