Holiday rentals near Darling Square

We found 4,013 holiday rentals — enter your dates for availability

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October 2025

November 2025

Scroll through and discover private holiday rentals within easy reach of Darling Square that provide the perfect home base for your trip. Whether you’re travelling with friends, family or even pets, holiday rentals have the best amenities for hanging out with the people that matter most, which might include parking and a pool. At the end of the day, you'll be able to choose a property to rent that has what everyone needs, including a place that's non-smoking or offers accessibility.

Holiday rentals with weekly discounts - Darling Square

Showing deals for:30 Jan - 6 Feb

Exceptional

(7 reviews)

Resort like hobby farm stay for big families by Kuringai Chase National Park

Sydney, NSW

9% off

for 7 nights, 1 room

AU$1,651 per night

includes taxes & fees

Exceptional

(8 reviews)

Adorable 2bdrm guesthouse with pool access - No smoking

Sydney, NSW

9% off

for 7 nights, 1 cottage

AU$161 per night

includes taxes & fees

Exceptional

(9 reviews)

Balmoral Cabana - only 150m to Balmoral Beach

Sydney, NSW

9% off

for 7 nights, 1 apartment

AU$279 per night

includes taxes & fees

Exceptional

(25 reviews)

Palm Pavilion: architectural rainforest retreat

Sydney, NSW

9% off

for 7 nights, 1 home

AU$980 per night

includes taxes & fees

Enjoy indoor/outdoor living at it’s best

Exceptional

(6 reviews)

The Sandbar House, Royal National Park NSW, waterfront beach house

Sydney, NSW

9% off

for 7 nights, 1 home

AU$987 per night

includes taxes & fees

Wonderful

(9 reviews)

Stylish Harbourside Apartment in Elizabeth Bay

Sydney, NSW

9% off

for 7 nights, 1 apartment

AU$698 per night

includes taxes & fees

Exceptional

(5 reviews)

Blue Haven Retreat - Beverly Hills 208

Sydney, NSW

14% off

for 7 nights, 1 villa

AU$531 per night

includes taxes & fees

Exceptional

(21 reviews)

Stunning Peaceful Holiday Haven set on acreage with nearby Waterfall and Jacuzzi

Sydney, NSW

13% off

for 7 nights, 1 home

AU$571 per night

includes taxes & fees

Waterfront, Eagle View from Bedrooms 1 & 2 Terrace, First floor

Exceptional

(13 reviews)

Waterfront Paradise in Royal National Park - Your Bundeena Escape

Sydney, NSW

8% off

for 7 nights, 1 home

AU$1,105 per night

includes taxes & fees

Wonderful

(11 reviews)

Peaceful Scotland Island Retreat|Waters Edge

Scotland Island, NSW

31% off

for 7 nights, 1 home

AU$680 per night

includes taxes & fees

Exceptional

(8 reviews)

Terrace Boutique in the Heart of The Rocks

Sydney, New South Wales

5% off

for 7 nights, 1 apartment

AU$875 per night

includes taxes & fees

Exceptional

(9 reviews)

Leafy and Tranquil Inner West Studio Apartment

Sydney, NSW

9% off

for 7 nights, 1 apartment

AU$262 per night

includes taxes & fees

Wonderful

(17 reviews)

Balgowlah 2 Bedroom Flat 100 metres down steps to Jilling Cove

Sydney, NSW

13% off

for 7 nights, 1 apartment

AU$246 per night

includes taxes & fees

Very good

(8 reviews)

♥️Stylish Spacious Bright 3 Bedroom House🐾PetFriendly✅🅿️Near ANZ Stadium DFO

Sydney, NSW

12% off

for 7 nights, 1 home

AU$227 per night

includes taxes & fees

Exceptional

(9 reviews)

STYLISH ARCHITECTURAL - CENTENNIAL PK. Brilliant location: Quiet pretty central!

Sydney, NSW

9% off

for 7 nights, 1 home

AU$287 per night

includes taxes & fees

Wonderful

(12 reviews)

Cosy Hidden Gem with History. Next to Park. Pet Friendly.

Sydney, NSW

8% off

for 7 nights, 1 home

AU$255 per night

includes taxes & fees

Wonderful

(7 reviews)

Luxury designer home, perfect location and parking

Sydney, NSW

9% off

for 7 nights, 1 home

AU$817 per night

includes taxes & fees

Find spaces that suit your style

House

Condo/Apartment

Find the best place to stay - Darling Square

Premier Host

Heart Of The City Minutes from Macleay Street

Sleeps 2 · 1 bathroom

Top rated rentals - Darling Square

Wow!

This property exceeded all expectations! Our book club had the best weekend getaway here. Marc was a brilliant host and went above and beyond to make us a comfortable as possible. Thank you so much! We loved it.

Eynas B.

Stayed May 2025

Great location.

Exactly what was needed for our night in Sydney. Accomodation was clean and comfortable. Leo consistently kept us updated and answered our questions leading up to, during and after our stay. Details for checking in and accomodation info was clear and thorough

Lauren R.

Stayed May 2025

Premier Host

Satisfied customers

Perfect position for us. Close to shops and station. Plenty of bedding for the 15 of us

Janet S.

Stayed May 2025

Amazing Host - stunning house and location

A Home away from Home with an incredible view in the best location. Jeeves was a beautiful host who was easy to communicate with and went above and beyond in making our stay feel very special. The house was amazing - it was comfortable, clean, spacious and well thought out. Walking distance to everything, although you can simply stay at the house as it really has everything you need. Absolutely loved it! Highly recommend :) Thanks for having us Jeeves.

Cassandra G.

Stayed Feb 2024

Premier Host

Gorgeous Views, Quiet Area

We enjoyed our stay at Balmain East. The home has a beautiful view, and is very close to the ferry wharf. The area is quiet and feels very safe. We found the beds to be comfortable. Marika was very easy to communicate with both prior to and during the stay. The home is well suited to families.

Annie W.

Stayed Mar 2023

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Enjoy full kitchens, laundry, pools, gardens and more
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