Holiday houses 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
An indoor swimming pool features a mosaic-tiled edge, surrounded by elegant architectural details. Natural light filters through large windows, illuminating the turquoise water and creating a tranquil atmosphere. The area is designed for relaxation, with comfortable lounging spots nearby.
Apartment in The Rocks
4.96 out of 5 average rating, 345 reviews

World Class location+Pool, Spa+Harbour Bridge View

A snapshot is worth a thousand words, but experiencing these panoramic views of Sydney in person is priceless! Experience SYDNEY THROUGH OUR EYES From sunrise painting the sky with hues of pink and purple, to ferries gliding beneath the Sydney Harbour Bridge, vibrant locals that bring the night to life, this is just a glimpse into the magic that awaits outside our doors. Wake up to some of Sydney’s most iconic treasures right outside your window, and let the city's beauty unfold before your eyes

Top Guest favourite
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.
Apartment in Darlinghurst
4.99 out of 5 average rating, 131 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!

Top Guest favourite
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.
Apartment in Woolloomooloo
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

Top Guest favourite
An indoor swimming pool is featured, surrounded by elegant architectural details and intricate patterns. Large windows provide natural light and scenic views of the city. The water is crystal clear, reflecting the ornate ceiling and stylish decor, creating a serene setting for relaxation.
Apartment in The Rocks
5 out of 5 average rating, 159 reviews

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 or Taronga Zoo. Indulge in sophistication and immerse yourself in the vibrant cityscape. Note: the balcony and view are located upstairs with the shared pool.

Guest favourite
Apartment in King's Cross
4.92 out of 5 average rating, 143 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!

Top Guest favourite
Apartment in McMahons Point
4.97 out of 5 average rating, 218 reviews

Views of the Opera House - Modern Studio Apartment

Welcome to my bright and airy studio located in one of Sydney's most tranquil suburbs. Enjoy AMAZING views of the Harbour Bridge and Opera House while prepping meals in the modern, fully equipped kitchen or unwind on the balcony with your favourite beverage. You'll have a comfortable queen bed as well as internal laundry facilities to enjoy. Two minutes from Harbour ferries, my place is perfect for guests who want to stay close to the city, but looking for a quiet studio with fantastic views.

Superhost
A shared rooftop pool reflects the clear blue sky, overlooking the iconic skyline of Sydney. The view captures the Sydney Harbour, including landmarks like the Harbour Bridge, with sunlight illuminating the water's surface, creating a bright and inviting atmosphere.
Apartment in Potts Point
4.77 out of 5 average rating, 201 reviews

Best Sydney Views from Potts Point + Rooftop Pool

Immerse yourself in the heart of Potts Point with show-stopping views of Sydney Harbour and its surroundings—both from your apartment and the stunning shared rooftop pool. Located in the Gemini complex, you'll be within walking distance to the CBD, Kings Cross Station and some of the city's best shopping and dining. Beautifully outfitted with trendy furnishings and a unique selection of books and artefacts, you'll have everything and more to feel stylishly content at this home away from home.

Guest favourite
A modern living area features a large, light-colored sectional sofa paired with two comfortable armchairs. A round mirror reflects natural light from a wall of windows providing ocean views. A coffee table made of marble adds elegance, surrounded by greenery and decorative accents.
Apartment in Vaucluse
4.96 out of 5 average rating, 106 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 bright living area features comfortable white seating and a wooden side table. Large glass doors reveal a balcony with outdoor seating, while artwork adorns the walls. Natural light fills the room, highlighting the wooden floor and decorative elements.
Guesthouse in Paddington
4.91 out of 5 average rating, 163 reviews

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.

Guest favourite
Home in Woolloomooloo
4.92 out of 5 average rating, 276 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
The image captures a serene outdoor area featuring a pool surrounded by lush greenery. Several sun loungers are positioned near the water, and a well-maintained garden is visible, showcasing vibrant yellow trees and tranquil landscaped surroundings.
Apartment in King's Cross
4.99 out of 5 average rating, 139 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 spacious rooftop terrace is showcased, featuring wood decking and modern lounge areas. A pool glistens under the sun, with expansive views of the surrounding cityscape and harbor in the distance. Tall buildings frame the skyline against a clear blue sky.
Apartment in Sydney
4.85 out of 5 average rating, 948 reviews

Central l Pool l Rooftop Harbour Views

My “small” one bedroom apartment is centrally located to every area of the inner city, sprinkled with cafes, parks, bars and restaurants. This 1930's art deco building has a lift and an amazing rooftop terrace with pool and fantastic views of Sydney harbour. If you have an early flight you’re welcome to drop off your luggage earlier and make use of the shower and bathroom in my massage studio next door in 502. This service is also available for luggage storage after check out.

Popular amenities for Woolloomooloo holiday rentals

When is the best time to visit Woolloomooloo?

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Frequently Asked Questions

  • 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.

  • 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 a kitchen?

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

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

    Experience the best of Woolloomooloo with our condo rentals, starting at about $40 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • 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.

  • 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.

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

    Enhance your stay in our Condo Rentals with the most popular amenities: over 10 homes with a kitchen, over 10 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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

    Yes! Work meets play with ease at over 10 house rentals in Woolloomooloo featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • 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 condo rentals in Woolloomooloo have wifi?

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

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 $42 AUD 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 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

    170 properties have a dedicated workspace

  • Wi-Fi availability

    410 of Woolloomooloo holiday rentals include Wi-Fi access

  • Popular amenities for guests

    Guests love Kitchen, Wi-Fi 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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