Holiday rentals in Observatory Hill

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Top-rated holiday rentals in Observatory Hill

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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.
Serviced apartment in The Rocks
4.96 out of 5 average rating, 349 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, 297 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
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.
Serviced apartment in The Rocks
5 out of 5 average rating, 161 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.

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, 282 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 well-appointed bedroom features a spacious bed with decorative pillows and a soft throw blanket. Two bedside lamps provide gentle lighting, while curtains frame a set of double doors leading to a balcony. A cozy armchair sits beside a patterned rug on warm wooden flooring.
Flat in Millers Point
4.9 out of 5 average rating, 123 reviews

Sydney CBD Waterview Apartment 54A

Premium two-bedroom apartment, located between the Rocks, Sydney Harbour and the newly developed Barangaroo. Just a five-minute walk to Barangaroo Metro Station. It has a rooftop terrace with dinning set for guest to enjoy the sunset overlooking the harbour. This property is truly conveniently located to access all the great tourist attractions of Sydney CBD, the Crown Casino, Barangaroo Reserve, Opera House and Harbour Bridge. Enjoy the nearby pubs, restaurants, shops and weekend markets.

Guest favourite
Home in Millers Point
4.87 out of 5 average rating, 118 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.

Superhost
The image displays two bedrooms in a modern apartment. One room features a spacious queen bed, while the other has two single beds. Natural light enters through large windows, illuminating the warm, neutral tones of the decor. A wall-mounted Smart TV is visible in the shared living area.
Flat in Millers Point
4.88 out of 5 average rating, 214 reviews

Meme's Home in Sydney

*PLEASE READ THE DESCRIPTION IN FULL BEFORE BOOKING. This super cosy apartment is perfect to enjoy your time in Sydney located in Millers Point with great view over the harbour. It is on the north-western edge of the Sydney central business district, adjacent to The Rocks and is part of the local government area of the City of Sydney. Millers Point lies on the southern shore of Sydney Harbour, beside Darling Harbour and Barangaroo 22 hectares of land on the western side of the suburb.

Top guest favourite
An aerial view captures the Woolloomooloo Wharf, showcasing its modern architecture along the waterfront. Marinas with boats are visible, while lush greenery outlines the distant skyline of Sydney, featuring landmarks like the Harbour Bridge and Opera House under a clear blue sky.
Flat in Woolloomooloo
4.94 out of 5 average rating, 143 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. No parking Early check in or late check out (if available): $50

Guest favourite
A spacious living area features large windows that provide ample natural light and panoramic views of the city. A comfortable green sofa is positioned beside a round coffee table, with decorative cushions adding texture. A dining table sits nearby, complemented by a potted plant.
Flat in The Rocks
4.95 out of 5 average rating, 113 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!

Guest favourite
A large glass window offers a clear view of the iconic Sydney Opera House and the surrounding waterfront. In the foreground, stylish green chairs are positioned near the window, complemented by greenery and a cozy décor.
Flat in Kirribilli
4.95 out of 5 average rating, 165 reviews

Breathtaking Sydney Harbour View! @StaySydney

Welcome to our stunning waterfront apartment with breathtaking views of Sydney Harbour! This magnificent space offers the perfect blend of modern comfort and unparalleled vistas, providing an unforgettable experience for your stay in the heart of Sydney. Open plan living with a seamless fusion of style and functionality. The expansive windows showcase uninterrupted panoramas of the iconic Sydney Harbour Bridge and the world-renowned Opera House.

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
4.92 out of 5 average rating, 116 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
Aerial view captures the vibrant harbor of Sydney, showcasing the iconic Harbour Bridge and the Sydney Opera House. Towering buildings and lush greenery line the waterfront, while numerous vessels navigate the shimmering waters. The historic terrace houses of Millers Point are visible in the foreground.
Home in Millers Point
4.78 out of 5 average rating, 269 reviews

Luxury Colonial Terrace House in the Rocks

Historic elegance meets contemporary luxury in the heart of Sydney. Step into a rare piece of Sydney’s heritage with this stunning 3-bedroom terrace house, built in 1866 and proudly state heritage-listed. Perfectly positioned in the heart of Millers Point, it offers unparalleled access to Circular Quay, The Rocks, the Opera House, Harbour Bridge, and all the cultural and culinary delights Sydney has to offer.

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