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, 353 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, 301 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!

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, 285 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
4.91 out of 5 average rating, 127 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
4.88 out of 5 average rating, 123 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, 221 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.

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, 117 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!

Superhost
A tranquil view is presented from the outdoor pool area, showcasing a curvy pool reflecting the twilight sky. Lush greenery surrounds the space, and adjacent to the pool, a stylish house offers expansive glass doors leading into the interior, creating a seamless indoor-outdoor connection.
Home in Seaforth
4.83 out of 5 average rating, 148 reviews

World Class Villa HarbourView Private Beach Manly

Sitting in an exclusive harbourfront cul-de-sac, you will have a great time with your family and friends in this resort style house. Convenient and close to the shops, restaurants, beaches and reserves. Plenty of local spots for having family time with the children. Spectacular harbour and city skyline view, grand entertainment area and pool cabana, Manhattan stylish courtyard in holiday vibes. We are looking forward to your reservation for a relaxing getaway!

Guest favourite
A balcony offers a serene retreat with a round table and two black, woven chairs. Lush greenery frames the view, with soft light illuminating the wooden deck and railing. The distant water of Sydney Harbour is visible beyond the foliage.
Flat in Millers Point
4.93 out of 5 average rating, 153 reviews

Waterfront - Designer Curated @ The Rocks Sydney

Enjoy the sweeping water views of Sydney Harbour and Barangaroo from the balcony. Stay in Sydney's heritage protected homes that has it's history beautifully restored to life and filled with contemporary interior design flare, while enjoying the creature comforts of the new renovation, airconditioning, high end appliances and designer quality furnishings. Enjoy majestic views of the sunset from your porch. Barangaroo metro station is 5 minutes walk away.

Top guest favourite
A spacious living area features large glass doors that open to a private garden. Natural light floods the space, illuminating a neutral sofa and a striped area rug. Soft greenery and stone pathways are visible outside, creating a serene outdoor environment.
Guest house in Mosman
4.99 out of 5 average rating, 166 reviews

Balmoral Slopes Guesthouse

This beautiful new airconditioned guesthouse designed by renowned Sydney architect Luigi Rosselli is a detached separate dwelling located near our private home. Ideal for couples and families with babies and small children. - Bus stop 50m from doorstep - will take you into Mosman village and the CBD. - 400m walk to Balmoral Beach cafes & restaurants. - Street parking available close to the guesthouse. Secure access via security gate.

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, 272 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.

Popular amenities for Observatory Hill holiday rentals