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.
Flat in The Rocks
4.96 out of 5 average rating, 351 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

Superhost
A light-filled lounge area features a grey sofa adorned with patterned cushions, positioned against a neutral wall. A small white side table and an air conditioning unit are included, alongside framed pictures and a large mirror that adds depth. The original windows with green frames allow natural light to enter.
Townhouse in The Rocks
4.79 out of 5 average rating, 141 reviews

Historic Gloucester, in the heart of The Rocks

This row of terraces circa early 1900s are ideally located in The Rocks, positioned on a quiet street. Only minutes to the cruise terminal and a few more to Circular Quay ferry terminal. The Bridge Climb is just around the corner. Walking into the terrace, there are 2 bedrooms, a lounge room and bathroom. Downstairs there is a fully equipped kitchen, dining room and laundry. The French doors take you to the outdoor area with a outdoor dining setting. The beds are king Koil with Sheridan sheets.

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, 165 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
4.98 out of 5 average rating, 102 reviews

Hermès-themed Penthouse 1 Bed With Iconic Views

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, 284 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
Home in Millers Point
4.88 out of 5 average rating, 121 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
4.87 out of 5 average rating, 217 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 at 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, 115 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, 168 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
4.91 out of 5 average rating, 120 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
4.79 out of 5 average rating, 270 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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