Vacation rentals in Woolloomooloo

4.96 out of 5 average rating, 293 reviews

A bright living area is shown with large open doors revealing a direct view of the Sydney Opera House and surrounding skyline. Comfortable seating is arranged around a marble coffee table, and greenery decorates the space, enhancing the connection to the outdoor scenery.

Apartment in Kirribilli

ICONIC SYDNEY HARBOUR & OPERA HOUSE POSTCARD VIEW

Iconic Opera House & Bridge Views Experience Sydney at its finest in this spectacular waterfront apartment with sweeping views of the Opera House & Harbour Bridge. Beautifully furnished, modern kitchen, stylish lounge, and a balcony made for sunset drinks. Perfect for travellers seeking comfort, design, and Sydney’s most iconic outlook. NOTE: Available as listed on the Airbnb calendar. Parking: Limited to 2hrs. Not ideal for guest with car. New Year's Eve - sorry, it is NOT available.

5 out of 5 average rating, 16 reviews

The Wharf Retreat

Wake up to sweeping city and harbour views from this newly renovated apartment perched on the iconic Woolloomooloo Finger Wharf. With a large outdoor terrace designed for entertaining, you’ll enjoy Sydney’s skyline and the lush Botanical Gardens right across the water. The aunbeatable convenience just a short stroll to the Botanical Gardens, Potts Point’s vibrant dining scene, and the CBD. This is your luxury base for soaking up the best of Sydney. There is a king single lounge/bed on request

Apartment in Darlinghurst

A rooftop spa invites relaxation with bubbling water, framed by sleek railings and wooden decking. The horizon reveals a scenic view under a partly cloudy sky, enhancing the serene atmosphere of this elevated retreat.

4.99 out of 5 average rating, 126 reviews

Sensational Hyde Park Oasis w/Balcony, Pool & Gym

Unwind in our stylish CBD oasis - a newly renovated modern studio apartment in the heart of Sydney. This sunny inner-city sanctuary features luxury amenities including a queen bed with quality linens, chic bathroom with complimentary toiletries, washing machine, full kitchen, Nespresso machine, tea, free Wi-Fi, and Netflix. Enjoy amazing Oxford Street views while being in walking distance to the Opera House, Art Gallery, Sydney Tower, and Royal Botanic Gardens. Perfect for your Sydney stay!

An aerial view captures the Woolloomooloo Wharf, showcasing its modern architecture along the waterfront. Marinas with boats are visible, while lush greenery outlines the distant skyline of Sydney, featuring landmarks like the Harbour Bridge and Opera House under a clear blue sky.

4.94 out of 5 average rating, 141 reviews

Unique studio apartment in Historic Wharf

Stunning studio apartment in the renowned Woolloomooloo Wharf built in 1915. Its beautiful views over the water and Potts Point are key, but this studio has everything you need for a city visit or a staycation. Conveniently placed just minutes to Potts Point and within walking distance to all of Sydney's main attractions: Botanic Gardens, Opera House, Harbour Bridge, Art Gallery NSW, Museum of Contemporary Art and the CBD. 2 guests, any more will be charged on top. No parking for this apartment

4.91 out of 5 average rating, 141 reviews

New York Style Loft in Sydney

Indulge in urban living at its finest in Woolloomooloo! Our 2-bed, 2-bath New York Style loft offers soaring ceilings, skylights, and indoor-outdoor living. Just minutes from Pitt Street Mall, Potts Point, Woolloomooloo Wharf, and the Opera House, you will find yourself a stones throw away from the city's best restaurants and bars. With a central marble counter for entertaining, it's the epitome of Sydney chic. Easy access to Kings Cross and Town Hall Stations. Book now for a unique city stay!

4.96 out of 5 average rating, 104 reviews

A cozy seating area features two plush armchairs positioned near a large window, providing unobstructed views of the ocean and cliffs. A small side table holds two glasses of wine, and a potted plant adds a touch of greenery.

Apartment in Vaucluse

Stunning 1bdr w/ Amazing View

Bright and airy one bedroom apartment nestled on top of Diamond Bay Cliffs with breathtaking ocean views. The stunning view overlooking the cliffs and the soothing sound of waves, provide an incredible connection to the ocean from awe inspiring sunrises to frolicking whales throughout the day. Relax with a wine or coffee in this beautifully styled home surrounded in comfort and serenity. Take a dip in the pool overlooking the ocean or take a walk along the cliff walkway. Free street parking

4.91 out of 5 average rating, 162 reviews

A bright bedroom features a spacious bed adorned with decorative cushions. Large glass doors open to a private balcony with views of the surrounding area. Artwork and plants add character, complemented by natural light streaming through the windows.

Guesthouse in Paddington

Stylish Paddington Oasis.

Walking distance to everything with views to the harbour. This stylish apartment is close to Oxford St., Kings Cross, Potts Point is a 10min walk to Allianz Stadium and SCG. Walk to CBD. Fully equipped kitchen, super comfortable adjustable bed. Tasteful Art. Everything you need for a longer stay. Walk through Paddo's fashion shops and famous galleries. Dine at local cafes and pubs. Enjoy the harbour breeze from balcony. Harbour beaches, all your favorite tourist spots are all close by.

5 out of 5 average rating, 158 reviews

An indoor pool area is framed by large glass panels, offering a view of the iconic Sydney Harbour Bridge. Comfortable seating is positioned nearby, allowing for relaxation while enjoying the scenery. The space features elegant columns and subtle greenery, creating a soothing atmosphere.

Apartment in The Rocks

Supreme Sydney Rocks Suite + Spectacular Pool View

Wake up to Sydney’s harbourside magic. Step into the heart of The Rocks - moments to our panoramic Circular Quay and the breathtaking Opera House. Walk to George Street or Barangaroo where Sydney's best bars & restaurants are all waiting to be experienced. Find in house dining or stroll to public transport for ferries to visit Manly, Watsons Bay or Taronga Zoo. Indulge in sophistication and immerse yourself in the vibrant cityscape encircled by world-class amenities and iconic landmarks.

4.92 out of 5 average rating, 274 reviews

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

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 ✅

A modern living space showcases a well-furnished area with a comfortable lounge chair, small side table, and a textured rug beneath. A stylish kitchen is visible in the background, illuminated by soft lighting. Green plants add a fresh touch near the window, enhancing the vibrant atmosphere.

4.99 out of 5 average rating, 138 reviews

Stunning One Bedroom Art Deco Apartment

A gorgeous apartment on the border of Elizabeth Bay and Potts Point, one of the most vibrant and sought after areas to live in Sydney. The apartment is completely renovated and stylishly furnished with timber floors ,new kitchen and bathroom. Located on the 4th floor of an iconic Art deco building overlooking the stunning pool and manicured gardens which are the perfect space for entertaining and relaxing after a day exploring Sydney. The building has security access and 2 lifts.

A window framed by light curtains offers a clear view of the marina, showcasing parked boats and the city skyline in the background. Bright sunlight enhances the scene, while a leafy indoor plant adds a touch of greenery to the interior space.

5 out of 5 average rating, 23 reviews

Harbourside Retreat on Iconic Finger Wharf

Experience Sydney differently from this stunning Finger Wharf Heritage apartment. Wake to incredible city/marina views in a bright space with high ceilings & historic charm. The Central CBD and iconic landmarks like the Opera House are just an easy stroll away. Ideal for those visiting for work or sightseeing, with superb restaurants at your doorstep. Your ideal, hotel-free Sydney retreat for a comfortable week or two exploring or working in the city. You won't be disappointed!

Large windows frame a scenic view of the marina and the Sydney skyline. The image captures the gentle sway of yachts bobbing in the water, with lush greenery of the Botanical Gardens visible in the backdrop.

4.98 out of 5 average rating, 65 reviews

Luxury Woolloomooloo waterfront

Kick back and relax in this calm, stylish space. Enjoy the gentle sounds of the twinkling yacht masts in the breeze. Perfect views of the Sydney skyline across the Botanical Gardens from all windows. This luxurious 1 bedroom apartment is your retreat getaway, with open plan living, kitchen and dining space. Enjoy a stroll along the waterfront to the Opera House, or savour a long lunch at one of the iconic restaurants right downstairs, on the Woolloomooloo Finger Wharf

Popular amenities for Woolloomooloo vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Woolloomooloo

Apartment in Elizabeth Bay

A well-appointed bedroom features a spacious bed with soft linens and an array of decorative pillows. A textured throw is draped across the bed. An oval mirror reflects natural light, while a window showcases a glimpse of the Sydney Harbour Bridge.

4.89 out of 5 average rating, 93 reviews

Harbourview Sydney | Pool + Opera Views

5 out of 5 average rating, 13 reviews

Sydney City Stylish Retreat

Superhost

The studio apartment features a spacious layout with a comfortable queen bed dressed in crisp linens and a cozy couch adorned with decorative pillows. A modern kitchen with sleek appliances is visible, while large windows invite natural light, highlighting greenery and a serene color palette.

4.76 out of 5 average rating, 179 reviews

Tara, Elizabeth Bay

An open plan living area features exposed brick walls, a modern glass coffee table, and comfortable seating arrangements. A flat-screen television is mounted on the wall, and a framed image of the Statue of Liberty adds a touch of character to the space.

4.98 out of 5 average rating, 83 reviews

Darlo Loft, Sydney

4.92 out of 5 average rating, 59 reviews

A balcony area is presented with two stylish chairs facing large glass doors. A small round table is centered between them, featuring two cups. A panoramic view of the shimmering water and city skyline stretches beyond the railing, under a clear blue sky.

Apartment in Barangaroo

Luxury Apt with Stunning Harbour Views!

4.86 out of 5 average rating, 306 reviews

A rooftop pool with clear blue water provides sweeping views of Sydney's skyline, including notable landmarks such as the Sydney Tower and the bustling harbor. The surrounding area features modern buildings and green spaces, creating a vibrant urban landscape.

Apartment in Potts Point

Contemporary Potts Point Apartment with a Rooftop Pool

Apartment in Elizabeth Bay

A cozy sleeping area is presented with a spacious bed dressed in white linens. Decorative woven elements adorn the walls, complemented by soft pillows arranged neatly. A small bedside lamp provides subtle illumination, adding a touch of comfort to the room's neutral palette.

4.85 out of 5 average rating, 71 reviews

Studio Apartment Elizabeth Bay Potts Point

A bright living area is equipped with a comfortable light grey couch adorned with decorative pillows and a cozy throw. A small round dining table sits beside the couch, accompanied by two pink stools. Large windows offer views of outdoor greenery, enhancing the space's airiness.