Holiday houses in Woolloomooloo

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Top-rated holiday rentals in Woolloomooloo

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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.
Apartment 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.

Superhost
Home in King's Cross
4.85 out of 5 average rating, 259 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.
Condo 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
Apartment in King's Cross
4.9 out of 5 average rating, 159 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 kitchen features sleek, gray cabinetry and stainless steel appliances, illuminated by natural light from large, multi-paned windows. A soft-toned sectional sofa invites relaxation, accompanied by a small glass table and a potted palm, enhancing the open and airy feel of the space.
Apartment 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
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
4.97 out of 5 average rating, 119 reviews

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

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 Woolloomooloo
4.92 out of 5 average rating, 295 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
Apartment in King's Cross
4.99 out of 5 average rating, 325 reviews

Sydney City Penthouse, vast City & Harbor Views

Float above a panorama of Sydney City and its 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
Apartment in Woolloomooloo
4.93 out of 5 average rating, 147 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.
Apartment in King's Cross
4.99 out of 5 average rating, 152 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.
Apartment in Potts Point
4.87 out of 5 average rating, 319 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
Guesthouse in Saint Ives
4.99 out of 5 average rating, 136 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 apartment rentals in Woolloomooloo?

    Woolloomooloo has more than 70 family-friendly apartment rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

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

    Experience the best of Woolloomooloo with our apartment rentals, starting at about $30 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 apartment rentals with a dedicated workspace in Woolloomooloo?

    Yes! Work meets play with ease at over 120 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 apartment rentals in Woolloomooloo have air conditioning?

    Absolutely! We offer over 190 apartment rentals with air conditioning in Woolloomooloo. Enjoy a tailored experience with all the comforts you desire.

  • Do condo rentals in Woolloomooloo have a kitchen?

    Absolutely! We offer over 10 condo 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 300 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 House Rentals in Woolloomooloo?

    Enhance your stay in our House Rentals with the most popular amenities: over 30 homes with a kitchen, over 10 homes with air conditioning, over 30 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 410 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 21,110 verified reviews to help you choose

  • Family-friendly holiday rentals

    110 properties offer extra space and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    380 of Woolloomooloo holiday rentals include Wi-Fi 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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