Vacation rentals in Observatory Hill

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Top-rated vacation rentals in Observatory Hill

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Top guest favourite
A balcony dining area features a modern table surrounded by round stools, offering unobstructed views of the Sydney skyline. Framed by potted plants, a barbecue station is visible in the corner, enhancing the outdoor living space with a city backdrop.
Apartment in Sydney
4.98 out of 5 average rating, 260 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 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.
Condo 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 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
4.78 out of 5 average rating, 146 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 swimming pool is featured, surrounded by elegant architectural details and intricate patterns. Large windows provide natural light and scenic views of the city. The water is crystal clear, reflecting the ornate ceiling and stylish decor, creating a serene setting for relaxation.
Apartment 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.

Guest favourite
Apartment in St Leonards
4.97 out of 5 average rating, 118 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, 288 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.
Apartment in Vaucluse
4.97 out of 5 average rating, 123 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

Top guest favourite
A bay window provides a serene seating area with comfortable cushions and a soft throw. The stunning ocean view stretches into the distance, showcasing clear waters and a cloudy sky that invites relaxation and contemplation.
Apartment in Manly
4.98 out of 5 average rating, 122 reviews

Luxury Manly Oceanfront Getaway

Be mesmerised by endless ocean views across to iconic Manly Beach and beyond from this newly renovated top floor apartment. Perfectly positioned on the oceanfront walk between Manly and Shelly Beach, there are plenty of cafes and outdoor activities within an easy scenic stroll. Enjoy the sights and sounds of what the Northern Beaches has to offer from the luxury of your own piece of paradise. Sydney Harbour ferries within walking distance and world class swimming/snorkeling on your doorstep.

Guest favourite
A row of heritage-listed terraces features classic sandstone facades, large windows with green shutters, and a welcoming entrance. The street is lined with parked cars, and the surrounding trees provide natural greenery to the historic neighborhood.
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 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.
Apartment in Woolloomooloo
4.93 out of 5 average rating, 149 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
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.
Apartment in The Rocks
4.95 out of 5 average rating, 127 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
4.84 out of 5 average rating, 153 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!

Popular amenities for Observatory Hill vacation rentals