Holiday rentals in Observatory Hill

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Top-rated holiday rentals in Observatory Hill

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Superhost
A modern living area features a comfortable sofa in blue and green hues, complemented by two accent chairs. A round glass coffee table stands in the center, surrounded by a colorful rug. Four dining chairs are positioned around a light-colored table, with framed artwork adorning the walls.
Flat in Millers Point
4.87 out of 5 average rating, 115 reviews

Stylish Sydney CBD 2 bedroom apartment 54

Stylishly remodelled two-bedroom apartment in the heart of Sydney; nestled away between the historic Rocks area, Sydney Harbour and the newly developed Barangaroo precinct.Just a five-minute walk to Barangaroo Metro Station. This property is truly conveniently located to access all the tourist attractions of Sydney CBD. It's short stroll away from landmark such as the Crown Casino, Barangaroo Reserve, Opera House and Harbour Bridge.Enjoy the nearby pubs, restaurants, boutique shops and markets.

Guest favourite
The living area features a spacious sectional sofa paired with a modern lounge chair and small side table. Exposed brick walls add character, while large windows frame views of the skyline. A dining table and office desk are visible, surrounded by natural light.
Apartment in Darlinghurst
4.88 out of 5 average rating, 130 reviews

Designer Warehouse Penthouse - Panoramic Views

A one-of-a-kind luxury designer penthouse with panoramic views of the Sydney skyline, in the most perfect central location imaginable. This is a beautiful modern warehouse apartment with high ceilings, lots of natural light, high-end interior design, and quality furniture. It's very quiet, but within a 1 min walk from great cafes, bars & restaurants. You won't find a better location. It's close to the Opera House, Town Hall, Harbour Bridge, Museums, Botanic Gardens and more. Perfect for a couple

Top guest favourite
The spacious balcony features sun loungers and a table setting, offering panoramic views of the beach and marina. A peaceful coastal landscape is visible, with trees framing the scene and boats anchored in the serene waters.
Flat in Sydney
4.99 out of 5 average rating, 176 reviews

Harbour Hideaway

Beach front Luxury escape for 2 only. No parties allowed, it is on the lower level of our house, which overlooks Sydney Harbour, It has its own private entrance and is totally separate, it has direct access to the beach in Clontarf, there are 62 steps up to the apartment. We are on the Spit bridge to Manly walk which is stunning. Seaforth Village and Manly are close. Sandy bar cafe at the Marina and Bosk in Park, also a wide variety of first-class dining and shopping options are close by

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.

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, 283 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).

Top guest favourite
A distant view of the Sydney Harbour Bridge is captured, arching gracefully over the water. Lush green trees frame the foreground, while the cityscape blends harmoniously into the tranquil blue waters below, highlighting the connection between nature and urban life.
Flat in Balmain
4.93 out of 5 average rating, 101 reviews

Harbour view, prime location, immaculate, stylish

Welcome to your stylish Sydney escape in the heart of Balmain! Hello on Darling is a spacious two-bedroom apartment featuring stunning views of the Harbour Bridge and city skyline. Relax in a peaceful, Hamptons-inspired space just steps from Balmain’s best cafés, bars, restaurants and shops. Freshly renovated and thoughtfully designed, this home blends boutique hotel comfort with all the conveniences of home. Bus or ferry to the city and some paid parking onsite subject to availability.

Guest favourite
Home in Millers Point
4.87 out of 5 average rating, 119 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
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 balcony with a clear view of the iconic Harbour Bridge and city skyline is presented. The space is equipped with a comfortable chair and features bi-fold glass doors that connect to the interior. The surrounding area includes glimpses of the water and residential rooftops.
Flat in Kirribilli
4.97 out of 5 average rating, 136 reviews

Stunning Harbour Front View!

Breathtaking views from this executive style studio apartment, featuring stylish kitchen, bathroom and bi-fold balcony doors to bring the view inside! Full length balcony with front row views of the iconic Harbour Bridge and world famous Opera House. You might not want to leave the house! With a central location, this bright and sunny apartment is minutes from Holbrook Street wharf, Milsons Point station and all the variety of Kirribilli's shops, cafes and restaurants.

Top 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, 149 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
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
Flat in Millers Point
4.86 out of 5 average rating, 168 reviews

Divine Luxury Apartment - The Rocks

Experience luxury in a unique, heritage-listed hotel-style apartment in the heart of Sydney. This spacious 3-bedroom converted warehouse comfortably fits 6 guests and features high ceilings, a private courtyard, and a dedicated office. Nestled in Dawes Point next to the Garrison Church, you are just steps from The Rocks, Barangaroo, and Sydney Harbour. A truly stylish and central city escape.

Popular amenities for Observatory Hill holiday rentals