Holiday rentals in Woolloomooloo

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Woolloomooloo

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

%{current} / %{total}1 / 1
Guest favourite
Flat in Woolloomooloo
5 out of 5 average rating, 20 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

Guest favourite
A spacious balcony is presented, featuring modern outdoor seating and ornamental plants. Expansive views of the city skyline are visible in the background, with notable buildings and greenery adding to the backdrop under a clear blue sky.
Flat in Darlinghurst
4.82 out of 5 average rating, 149 reviews

Stylish, Spacious, Spectacular Views Parking & Bbq

Beautifully furnished, open plan and newly renovated 2 bedroom apartment with amazing uninterrupted views of the city, harbour and bridge around to Kings Cross/Potts Point. Living areas open onto a wrap around balcony with sun all day. State of the art kitchen with hidden cupboard laundry (washer and dryer). Amazing vista from all living areas and both bedrooms. Balcony is perfect for entertaining or an intimate afternoon cocktail. Or enjoy the pool, spa sauna on the ground floor. Parking.

Superhost
Flat in Darlinghurst
4.89 out of 5 average rating, 151 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
Flat in St Leonards
4.96 out of 5 average rating, 105 reviews

Luxury Designer Penthouse 1BR•Skyline View•Parking

This penthouse offers excellent privacy and tranquility, making it safe to leave the curtains open at night. You won't find the city lights too bright to sleep, but instead, you'll enjoy the charming urban scenery, reminiscent of scenes from a TV drama. Stream piano music via Bluetooth, light up some aromatic candles, pour yourself a glass of wine, and unwind while admiring the endless city lights and starry night sky. You'll feel relaxed and forget all your worries in this serene atmosphere.

Superhost
Flat in Woolloomooloo
5 out of 5 average rating, 5 reviews

Harbour View Wharf | Pool & Gym | Near Opera House

Wake up to uninterrupted Sydney Harbour views in this oceanfront heritage wharf terrace — a rare blend of historic character and modern luxury. Designed by the Luna Bay Design team, the home features curated artworks and designer furnishings for a truly elevated stay. Enjoy a scenic short walk to the Royal Botanic Garden, Art Gallery NSW, Opera House & Harbour Bridge. With public transport at your doorstep and vibrant cafés, pubs and restaurants nearby, you’ll experience Sydney at its finest.

Top guest favourite
Flat in Darlinghurst
4.99 out of 5 average rating, 318 reviews

Sydney City Penthouse, vast CBD & 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.

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
4.92 out of 5 average rating, 286 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 Potts Point
4.94 out of 5 average rating, 143 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 Potts Point
4.99 out of 5 average rating, 147 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.

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 Woolloomooloo
4.85 out of 5 average rating, 257 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.

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, 314 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
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.
Flat in Woolloomooloo
4.97 out of 5 average rating, 78 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 holiday rentals

When is the best time to visit Woolloomooloo?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. price$178 SGD$176 SGD$175 SGD$166 SGD$156 SGD$157 SGD$158 SGD$173 SGD$164 SGD$194 SGD$200 SGD$240 SGD
Avg. temp24°C24°C22°C20°C17°C14°C14°C15°C17°C19°C21°C23°C

Frequently Asked Questions

  • Are there family-friendly house rentals in Woolloomooloo?

    Woolloomooloo has more than 20 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Woolloomooloo with our boutique hotel rentals, starting at about $130 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 apartment rentals in Woolloomooloo?

    Four-legged friends are welcome in Woolloomooloo. Choose from more than 30 apartment rentals for guests traveling with pets.

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

    Yes! Work meets play with ease at over 130 apartment rentals in Woolloomooloo featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there Woolloomooloo apartment rentals on Airbnb with pools?

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

  • Do house rentals in Woolloomooloo have air conditioning?

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

  • Do townhouse rentals in Woolloomooloo have a kitchen?

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

  • Do apartment rentals in Woolloomooloo have wifi?

    Absolutely! We offer over 330 apartment 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 50 homes with free parking, over 200 homes with air conditioning, over 340 homes with a kitchen, over 330 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Woolloomooloo

  • Total holiday rentals

    Explore 450 holiday rentals in Woolloomooloo

  • Nightly prices starting at

    Woolloomooloo holiday rentals start at $38 SGD per night before taxes and fees

  • Verified guest reviews

    Over 21,500 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

    170 properties have a dedicated workspace

  • Wifi availability

    410 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

Destinations to explore