Woolloomooloo, Sydney holiday accommodation: short-term house rentals & properties

Discover a selection of 26 apartments and other holiday rentals in Woolloomooloo that are perfect for your trip. Holiday homes offer the best amenities for you and your friends, family or even pets, such as Wi-Fi and a hot tub. No matter what you're looking for, you'll be sure to find a property to rent for everyone's needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Woolloomooloo

Showing deals for:23 Jan - 30 Jan

Wonderful

(9 reviews)

Stylish Harbourside Apartment in Elizabeth Bay

Sydney, NSW

9% off

for 7 nights, 1 apartment

AU$768 per night

includes taxes & fees

Wonderful

(5 reviews)

Heart of Darlinghurst Home close to King's Cross & Sydney CBD

Sydney, NSW

9% off

for 7 nights, 1 home

AU$841 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find properties near top attractions in Woolloomooloo

Woolloomooloo Wharf

Find the best place to stay - Woolloomooloo

Premier Host

City Escape with Panoramic Views

Sleeps 2 · 1 bedroom · 1 bathroom

Top rated rentals - Woolloomooloo

Great location

We had a great time at the property. The house was exactly as described, the kids had a great time. The house was in a good location and it was easy to get around the city. Plenty of choice for cafes, restaurants and bars around.

Jessica P.

Stayed May 2025

This CBD skyrise offers glass-fronted luxury, unveiling the soaring views of the city and beyond.

Beautiful Modern Penthouse in Sydney

The location was great, centrally located. The penthouse was gorgeous and modern and very comfortable. It was a bit of a splurge for us, but everyone in the family loved it.

Brett T.

Stayed Dec 2024

Premier Host

Perfect and perfectly located.

We loved staying here. Parking was convenient, the station was a 5 minute walk away. There were som many great restaurants just outside the front door. If you were having a night in convenience stores and supermarkets are 3 minutes away, the kitchen has everything you need and the amazing windows meant you could watch the world go by downstairs. Loved it and will be staying here again! Thank you.

Alethea C.

Stayed Sept 2024

Great accommodation & fantastic location

We had a fantastic time, the accommodation is beautiful & an amazing location. Victoria was really nice & easy to communicate with. Great restaurants just downstairs & beautiful walk into the city through the botanical gardens & along the harbor. I would definitely recommend.

Julie C.

Stayed Apr 2024

Premier Host

Outstanding

Ana is a Superhost. My friends and I loved the position and all Elizabeth Bay and surrounds offered. Highly recommend and will return.

Sharon W.

Stayed Mar 2024

Very clean and well presented. Easy walking distance to city and tourist locations.

We had a very pleasant stay in apartment it was close to relatives and all the locations that we wanted to see. It was also well equipped with every thing we needed .

Mark T.

Stayed Feb 2019

Peace of mind
Our Book with Confidence Guarantee gives you 24/7 support
More quality time
From booking to staying, the whole process is simple and enjoyable
All the privacy of home
Enjoy full kitchens, laundry, pools, gardens and more
More for less
More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday home accommodation in Woolloomooloo?

The most popular types of holiday homes in Woolloomooloo are apartments. Want something different? Stayz has many options to match the diverse needs of our guests, so you'll see properties in all shapes and sizes, and for all budgets. The perfect fit is waiting for you — get hold of yours today.

How much does it cost to rent a holiday home in Woolloomooloo?

Different factors influence what you'll pay for a holiday home in Woolloomooloo, such as the type of property, season and length of stay. Still, all of our holiday homes have one thing in common — excellent value. Just add your travel dates to find your perfect fit.

How much does it cost to rent a beach house in Woolloomooloo?

Prices for beach houses in Woolloomooloo can differ depending on the style and size of the property and time of year you're travelling. All you have to do is enter your travel dates into Stayz and how many guests to view your options and prices. From there you can use our filter tool to tailor your search results by nearby activities, ratings, amenities and more.

Are there pet-friendly holiday homes in Woolloomooloo?

With 14 holiday homes that welcome four-legged guests, your furry best friend can join in on your Woolloomooloo break. Use the filter tool to search our pet-friendly holiday homes and find your pawfect digs on Stayz.

What are popular home amenities in Woolloomooloo?

A garden, a sauna and a barbecue grill head the list of most popular home amenities in Woolloomooloo. Whether you're travelling on your own, with your other half or a group of family members, Stayz can help you find a holiday home that matches your tastes with all the features you need.

Are there holiday homes in Woolloomooloo that welcome kids?

With 13 family-friendly holiday properties to select from in Woolloomooloo, now is the perfect time to introduce your children to the wonders of travel. Just check our "Properties good for families" filter box to find stays loaded with amenities perfect for travelling families, like multiple bedrooms, outdoor spaces, entertainment units and bunk beds.

What are the top attractions for families in Woolloomooloo?

Keep your kids occupied at these fabulous family-friendly attractions in Woolloomooloo:

Taronga Zoo
Manly Beach
Bondi Beach

Are there one-bedroom holiday homes in Woolloomooloo?

Yes, you can take your pick from 10 one-bedroom homes in Woolloomooloo. Whether you're searching for a cosy cottage or a fancy condo, Stayz's one-bedroom properties are great if you don't require lots of space. One of the best parts about having your own place? You won't need to share your adventure with strangers.

Can I find two-bedroom holiday homes in Woolloomooloo?

Woolloomooloo has three two-bedroom holiday homes for you to pick from. Discover a holiday home with all the privacy and comfort you need at a price that's hard to resist on Stayz.

Are there holiday homes with WiFi in Woolloomooloo?

Woolloomooloo has three holiday homes with WiFi, so you'll be able to stay connected during your trip. Simply check the "WiFi" box in our handy search filter for a list of properties with this feature. From streaming movies with the family to scrolling social media, these Stayz homes make it easy to get online.

How can I find holiday homes with air conditioning in Woolloomooloo?

Work out your travel dates and then use our filter tool to search for holiday homes with ac in Woolloomooloo on Stayz. With seven air-conditioned properties to choose from here, you can look forward to a cool and comfy stay.

How old do you have to be to rent a holiday home in Woolloomooloo?

The age limit can differ between properties on Stayz, so be sure to check the rules of the holiday home in Woolloomooloo you're considering. But in general, it's 16, 18 or 21.

How long can I rent a holiday home in Woolloomooloo for?

It's up to the Woolloomooloo property. To browse available options offering extended stays, simply enter your travel dates and guest number into Stayz. You can enjoy having the property to yourself, along with the comforts of home like a fully-equipped kitchen and a backyard to run around in. Keep your eyes open for long-term stays that offer weekly or monthly discounts.