Holiday rentals in Woolloomooloo

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Top-rated holiday rentals in Woolloomooloo

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
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.
Flat in Kirribilli
4.96 out of 5 average rating, 305 reviews

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.

Guest favourite
An open-plan living and dining area features a marble-topped table surrounded by elegant white chairs. Natural light floods the space through expansive floor-to-ceiling windows, highlighting the wooden floorboards and providing a view of the surrounding landscape.
Flat in King's Cross
4.9 out of 5 average rating, 182 reviews

Stunning Unit City Harbour Views + Parking +BBQ

Beautifully designed and styled, open plan kitchen/lounge/dining with wrap around balcony facing north west, attracting the sun all year round. 2 stunning bathrooms. White washed floor boards throughout, painted in neutral colours creating a natural summer relaxed feel. The mood lighting enhances the night view/ambience of the apartment. State of the art kitchen, marble bench top, fabulous breakfast bar. Panoramic views of the City, Harbour Bridge, Sydney Harbour, Kings Cross, Potts Point.

Top guest favourite
The spacious balcony features sun loungers and a table setting, offering panoramic views of the beach and marina. A peaceful coastal landscape is visible, with trees framing the scene and boats anchored in the serene waters.
Flat in Sydney
4.99 out of 5 average rating, 179 reviews

Harbour Hideaway

Beach front Luxury escape for 2 only. No parties allowed, it is on the lower level of our house, which overlooks Sydney Harbour, It has its own private entrance and is totally separate, it has direct access to the beach in Clontarf, there are 62 steps up to the apartment. We are on the Spit bridge to Manly walk which is stunning. Seaforth Village and Manly are close. Sandy bar cafe at the Marina and Bosk in Park, also a wide variety of first-class dining and shopping options are close by

Superhost
Home in King's Cross
4.85 out of 5 average rating, 258 reviews

Collected/Places Woolloomooloo - The heart of Syd

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

Top guest favourite
A private balcony offers outdoor dining with a table set for two, accompanied by vibrant views of the water and distant city skyline. Lush greenery frames the scene, while tranquil blue waters reflect the clear sky.
Apartment in Mosman
4.98 out of 5 average rating, 190 reviews

Absolute Harbourfront Apartment with Fabulous Panoramic Views

Magnificent piece of paradise at the waters' edge. Heart stopping views from every room (Guest 2017) Bright & sunny, idyllic waterfront sanctuary Separate home office All linens and unit professionally cleaned Alfresco balcony perfect for drinks/meals BBQ dining, sun lounges, harbour pool Onsite parking: max. car height 1.7 metres Bus & ferry close Fireworks often seen, spectacular on New Year's Eve & Australia Day Peaceful by day, stunning by night Come and chill out – you won't want to leave!

Guest favourite
Flat in King's Cross
4.9 out of 5 average rating, 157 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!

Guest favourite
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.
Flat in Potts Point
4.93 out of 5 average rating, 180 reviews

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.

Guest favourite
Home in Woolloomooloo
4.92 out of 5 average rating, 292 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 ✅

Top guest favourite
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.
Flat in Woolloomooloo
4.94 out of 5 average rating, 146 reviews

Unique studio at 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. No parking Early check in or late check out (if available): $50

Top guest favourite
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.
Flat in King's Cross
4.99 out of 5 average rating, 151 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.

Guest favourite
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.
Flat in Potts Point
4.86 out of 5 average rating, 317 reviews

Contemporary Potts Point Apartment with a Rooftop Pool

Large floor-to-ceiling windows welcome the Sydney sunshine in this stylish apartment furnished with chic, modern amenities. On the roof, take in views of Sydney Harbour and the Opera House as you float in the pool or dine on the deck. We're in the centre of Potts Point close to famous restaurants and shops in the area and 12 mins walk on the same street to trains. The studio contains many modern conveniences and gadgets from espresso machine to Google home and Sonos sound.

Top guest favourite
Guest house in Saint Ives
4.99 out of 5 average rating, 134 reviews

Luxury Garden Cottage Retreat - Romantic & Restful

Arriving through antique gates, wander down wisteria covered walkway to your home away from home. Outdoor tiled undercover area with dining/living space, lit in evenings with silk lanterns invite you outside for a special occasion. Light-filled cottage, open plan living/dining area. Bedroom boasts plush queen bed for a blissful nights' sleep. Bathroom invites indulgence with a rainforest shower. Fully equipped kitchen with washing machine. Thoughtful touches throughout.

Popular amenities for Woolloomooloo holiday rentals

When is the best time to visit Woolloomooloo?

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Frequently Asked Questions

  • Are there family-friendly vacation rentals in Woolloomooloo?

    Woolloomooloo has more than 110 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • How much does it cost to stay in condo rentals in Woolloomooloo?

    Experience the best of Woolloomooloo with our condo rentals, starting at about $60 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Woolloomooloo?

    Four-legged friends are welcome in Woolloomooloo. Choose from more than 40 vacation rentals for guests traveling with pets.

  • Are there vacation rentals with a dedicated workspace in Woolloomooloo?

    Yes! Work meets play with ease at over 160 vacation rentals in Woolloomooloo featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Woolloomooloo vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 60 vacation homes with pools in Woolloomooloo, available on Airbnb. Make a splash and soak up the sun in style!

  • Do condo rentals in Woolloomooloo have air conditioning?

    Absolutely! We offer over 10 condo rentals with air conditioning in Woolloomooloo. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Woolloomooloo have a kitchen?

    Absolutely! We offer over 310 apartment rentals with a kitchen in Woolloomooloo. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Woolloomooloo have wifi?

    Absolutely! We offer over 30 house rentals with wifi in Woolloomooloo. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Woolloomooloo have free parking?

    Absolutely! We offer over 50 apartment rentals with free parking in Woolloomooloo. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for Apartment Rentals in Woolloomooloo?

    Enhance your stay in our Apartment Rentals with the most popular amenities: over 310 homes with a kitchen, over 50 homes with free parking, over 300 homes with wifi, over 190 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Woolloomooloo

  • Total holiday rentals

    Explore 410 holiday rentals in Woolloomooloo

  • Nightly prices starting at

    Woolloomooloo holiday rentals start at £22 per night before taxes and fees

  • Verified guest reviews

    Over 21,110 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    60 properties feature pools

  • Rentals with dedicated workspaces

    160 properties have a dedicated workspace

  • Wifi availability

    380 of Woolloomooloo holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Woolloomooloo rentals

  • 4.7 Average rating

    Woolloomooloo stays receive an average rating of 4.7 out of 5 from guests

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