Vacation rentals in Woolloomooloo

4.9 out of 5 average rating, 106 reviews

The living area features a spacious sectional sofa paired with a modern lounge chair and small side table. Exposed brick walls add character, while large windows frame views of the skyline. A dining table and office desk are visible, surrounded by natural light.

Condo in Darlinghurst

Designer Warehouse Penthouse - Panoramic Views

A one-of-a-kind luxury designer penthouse with panoramic views of the Sydney skyline, in the most perfect central location imaginable. This is a beautiful modern warehouse apartment with high ceilings, lots of natural light, high-end interior design, and quality furniture. It's very quiet, but within a 1 min walk from great cafes, bars & restaurants. You won't find a better location. It's close to the Opera House, Town Hall, Harbour Bridge, Museums, Botanic Gardens and more. Perfect for a couple

Natural light fills this studio apartment, highlighting a modern seating area with a television and a cozy sofa. A glass dining table is paired with clear chairs, and large windows frame views of the water and city buildings beyond.

4.93 out of 5 average rating, 128 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

5 out of 5 average rating, 11 reviews

An aerial view captures the historic Woolloomooloo Wharf, showcasing a long, modern building alongside a marina filled with boats. The calm water reflects the structure, with green spaces visible along the waterfront, creating a serene atmosphere in the vibrant Sydney setting.

Condo in Woolloomooloo

Unique apartment and location

Explore the best Sydney has to offer from this stylish, apartment located on the historic Woolloomooloo Wharf. Many of Sydney's most popular attractions are on your doorstep including excellent restaurants, art galleries and museums. Take a short stroll through the beautiful Botanic Gardens to the heart of the city or visit the delights of Potts Point. The apartment is in a quite and secure location on the 3rd floor of the Wharf looking toward the naval base on the opposite side of the bay.

An airy living space is visible, with a cozy sofa and a wooden coffee table. A dining area is showcased, featuring a table with light grey chairs. The space is framed by large glass doors that open to the indoor area, connecting outdoor and indoor living.

4.92 out of 5 average rating, 116 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!

4.93 out of 5 average rating, 162 reviews

A modern living area features a blush pink sectional sofa adorned with plush cushions, positioned next to a tall potted palm. Large windows allow natural light to fill the space, enhancing the pale walls and wooden flooring.

Apartment in Potts Point

Potts Point : Beautiful Art Deco Apartment

Art Deco Apartment building circa 1936, in the heart of Potts Point, Sydney. Potts Point is a sought after location just to the east of Sydney proper. The area has a cosmopolitan outlook, with multiple high-end bars, restaurants and shops right outside the front door. The apartment has been completely rebuilt and is beautifully finished and decorated in line with the period nature of the building. The apartment has lovely light, is air-conditioned, the master bedroom includes a king size bed.

5 out of 5 average rating, 139 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

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.

An outdoor terrace showcases a view of the sunset over Sydney, featuring wooden chairs adorned with small plants. A glass of wine is positioned on a side table. The landscape includes distant city outlines and the shimmering harbor.

4.99 out of 5 average rating, 282 reviews

Syd City Penthouse, panoramic City & Harbor Views

Float above a panorama of Sydney City and Sydney Harbor in this 180sqm large, beautifully designed penthouse. Its a free standing house built on top of a flat roof, in Sydney’s best location. You land in the heart of Sydney with restaurants, cafes, bars, museums, parks, even the Opera and tourist attractions at your door step. Recharge , rewind and feel right at home in this unique Australian designer home with expansive and luxurious interiors, high ceilings, touches of Australian art.

4.92 out of 5 average rating, 248 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

2 Bedroom Terrace In The Heart Of 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 ✅

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, 240 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.

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, 18 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, 41 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

A private terrace showcases an expansive view of the marina, bustling with yachts, against a backdrop of Sydney's iconic skyline. Lush green plants frame the scene, enhancing the vibrant atmosphere under a clear blue sky.

4.95 out of 5 average rating, 116 reviews

Stunning waterfront home with breathtaking views

Capturing unrivalled views of the marina, Bay, Botanic Gardens and City skyline, this luxurious apartment offers an incredible opportunity to live in one of Sydney's most sought-after locations. Rarely available, this is the perfect base for an unforgettable stay, whether it's for business or leisure. The private terrace on the waterfront, with uninterrupted and unobscured views - a slice of paradise and the ultimate place to experience Sydney at her very best.

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Popular amenities for Woolloomooloo vacation rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Stay near Woolloomooloo's top sights

Sydney Opera House2,304 locals recommend

Darling Harbour1,026 locals recommend

Sydney Town Hall39 locals recommend

Hyde Park405 locals recommend

Royal Botanic Garden Sydney1,101 locals recommend

Art Gallery of New South Wales1,001 locals recommend

Other great vacation rentals in Woolloomooloo

4.99 out of 5 average rating, 96 reviews

A modern living area features a spacious sofa with dark cushions, a round glass coffee table, and a minimalist vase. Natural light fills the space through large windows with views of nearby buildings. A dining table with chairs is positioned near the windows.

Apartment in Sydney

Beautiful Sydney City Apartment with King Bed

A modern kitchen area is presented, featuring sleek cabinetry, a stainless steel oven, and a stylish dining table surrounded by upholstered chairs. Large windows allow natural light to illuminate the space, with greenery visible outside, creating a fresh and inviting atmosphere.

4.94 out of 5 average rating, 35 reviews

Cozy Modern Peaceful City Pad - Balcony Aircon

5 out of 5 average rating, 6 reviews

Prestige & Comfort Near Harbour

A modern living area features a spacious sofa with neutral-toned cushions, positioned towards large glass windows that showcase a vibrant city view. A minimalist kitchen is visible, equipped with sleek cabinetry and under-cabinet lighting, while a warm pendant light hangs above.

5 out of 5 average rating, 8 reviews

The Clairmont: Curated Escape

Apartment in Darlinghurst

An open-plan living area features a comfortable lounge space beside a modern television. Large sliding doors connect the indoors to an outdoor dining area surrounded by greenery, showcasing a blend of natural light and contemporary design elements.

5 out of 5 average rating, 11 reviews

Sandstone Oasis & Lush Courtyard

4.93 out of 5 average rating, 60 reviews

A spacious living area features large windows draped with soft curtains, allowing natural light to fill the room. A green sectional sofa and an armchair are arranged around a circular coffee table. A dining table stands nearby, surrounded by light-filled accents and greenery.

Apartment in Potts Point

Boutique Stay Steps From Sydney Icons with parking

4.96 out of 5 average rating, 93 reviews

A bright living area is presented with large glass windows revealing views of the harbour filled with boats. Comfortable seating arrangements feature neutral tones, complemented by potted plants and a coffee table. Soft natural light illuminates the space, enhancing the serene waterfront atmosphere.

Condo in Elizabeth Bay

Waterfront Apartment on a quiet cul-de-sac