Holiday rentals in Observatory Hill

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Top-rated holiday rentals in Observatory Hill

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

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Top guest favourite
A spacious living area features a comfortable leather couch and a geometric coffee table. Bright wall art adds a modern touch, while large glass doors provide access to a balcony overlooking the city skyline. A television is mounted on a sleek entertainment unit.
Flat in Sydney
4.99 out of 5 average rating, 259 reviews

Luxury Apartment Overlooking City and Darling Harbour

Feel the excitement of being only an elevator ride away from harbour-side activities. Admire walls filled with edgy and captivating art, and unwind on a comfy leather couch. Have nightcaps on the balcony and sleep in bedrooms with city skyline and Harbour views. We know you will feel at home with super comfortable modern light and cozy bedrooms, with built-in wardrobes and TVs. Google Chrome is also available on the Main TV in the lounge room. I'm sure you'll love coming back and unwinding after a day or night of enjoying everything Sydney offers. You'll not want to leave!

Top guest favourite
A panoramic view displays the Sydney Harbour, featuring the iconic Sydney Opera House and Sydney Harbour Bridge. The landscape includes a mix of historic and modern buildings, with the water reflecting sunlight. The vibrant atmosphere is enhanced by boats navigating the harbour.
Flat in The Rocks
4.96 out of 5 average rating, 361 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 bright living area is shown with large open doors revealing a direct view of the Sydney Opera House and surrounding skyline. Comfortable seating is arranged around a marble coffee table, and greenery decorates the space, enhancing the connection to the outdoor scenery.
Flat in Kirribilli
4.96 out of 5 average rating, 307 reviews

ICONIC SYDNEY HARBOUR & OPERA HOUSE POSTCARD VIEW

Iconic Opera House & Bridge Views Experience Sydney at its finest in this spectacular waterfront apartment with sweeping views of the Opera House & Harbour Bridge. Beautifully furnished, modern kitchen, stylish lounge, and a balcony made for sunset drinks. Perfect for travellers seeking comfort, design, and Sydney’s most iconic outlook. NOTE: Available as listed on the Airbnb calendar. Parking: Limited to 2hrs. Not ideal for guest with car. New Year's Eve - sorry, it is NOT available.

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.
Apartment 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!

Top guest favourite
An indoor pool area is framed by large glass panels, offering a view of the iconic Sydney Harbour Bridge. Comfortable seating is positioned nearby, allowing for relaxation while enjoying the scenery. The space features elegant columns and subtle greenery, creating a soothing atmosphere.
Flat in The Rocks
5 out of 5 average rating, 173 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.

Top guest favourite
Flat in St Leonards
4.97 out of 5 average rating, 117 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
A spacious living room is featured, showcasing a large sectional sofa adorned with decorative cushions. Natural light streams through a window with plantation shutters, illuminating the polished wooden floors. A small plant sits on a side table, complemented by a decorative basket on the floor.
Home in Millers Point
4.81 out of 5 average rating, 287 reviews

The Rocksberry - Charming Terrace in the Rocks

The Rocksberry is an elegant heritage two-storey terrace, which has been newly renovated and refurbished. Our house is situated in The Rocks, on one of the oldest streets of Sydney, with Observatory Hill in our backyard and Barangaroo at our doorstep. Perfect for overseas travellers who wish to explore Sydney and its historical sites, or locals looking for a relaxing getaway. Please note - We do not allow parties. Quiet hours from 9pm to 8am (We are situated in Sydney CBD's residential area).

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.
Flat in Vaucluse
4.97 out of 5 average rating, 122 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

Guest favourite
Home in Millers Point
4.88 out of 5 average rating, 126 reviews

Exclusive living in a Historic Home

With 180 degree views of Barangaroo and Balmain and a courtyard for enjoying afternoon drinks, this 3 storey home is fitted with all the modcons including smart TV, WIFI, luxury Egyptian cotton linen, air con, washer/dryer, marble kitchen, wooden floors, rain shower heads, customised wardrobes, a clawfoot bathtub and Victorian fireplaces. 5 min walk to Barangaroo, 10 mins to Circular Quay and CBD and around the corner from some of the best restaurants and bars that Sydney has to offer.

Guest favourite
An indoor swimming pool is showcased, reflecting the blue sky and vibrant murals along the walls. Large windows allow natural light to illuminate the area, highlighting the intricate mosaic designs. Comfortable seating is arranged nearby, offering a space for relaxation.
Flat in The Rocks
4.95 out of 5 average rating, 125 reviews

Worldclass location w/ pool, sauna & gym

Experience the magic of Sydney from our stunning apartment in The Rocks. Wake up to panoramic views of iconic landmarks like the Opera House and Harbour Bridge. Walk to George Street or Barangaroo for the best bars and restaurants. Enjoy easy access to ferries for trips to Manly, Watsons Bay, or Taronga Zoo. Indulge in sophistication and vibrant city life, with world-class amenities and historical charm. Perfect for the Vivid Sydney festival. Book now for an unforgettable stay!

Top guest favourite
The image captures the iconic Sydney Harbour Bridge and the Sydney Opera House against a sunset backdrop. Reflections can be seen on the calm water below. The skyline in the background features distant city lights on a gentle evening.
Flat in McMahons Point
4.91 out of 5 average rating, 148 reviews

Cozy Gem Studio + Parking

This unique studio apartment with a great atmosphere will show you why the North Shore is one of the most exclusive areas of Sydney. Enjoy all the best that Sydney has to offer. Located just 5-10 min walk from restaurants, bars, markets and 15 min train station or 4 min to the Wharf. Simply step out onto the balcony and enjoy literally the best view you can have of Sydney Harbour, you will be staying in a strategic location.

Top guest favourite
A lush garden area features vibrant green grass that gently slopes down towards the tranquil waters of Sydney Harbour. A large tree stands prominently, offering shade. Various boats are anchored in the calm bay, surrounded by the greenery of the shoreline.
Flat in Kurraba Point
4.98 out of 5 average rating, 106 reviews

Harbour View Shellcove

Unique Waterfront Retreat with Water Access. Welcome to your dream Sydney escape! Nestled in the highly sought-after neighbourhood of Kurraba Point, our charming 2-bedroom apartment offers you the perfect blend of tranquillity and urban convenience. Here, you'll enjoy breathtaking harbour views, direct access to a private jetty, and swift access to the city via a 9-minute ferry. Book your memorable stay today.

Popular amenities for Observatory Hill holiday rentals