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
An indoor swimming pool features a mosaic-tiled edge, surrounded by elegant architectural details. Natural light filters through large windows, illuminating the turquoise water and creating a tranquil atmosphere. The area is designed for relaxation, with comfortable lounging spots nearby.
Apartment in The Rocks
4.96 out of 5 average rating, 362 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
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!

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.

Top 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
Apartment in Vaucluse
4.97 out of 5 average rating, 124 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

Guest favourite
A private rooftop terrace is presented with a combination of seating options, including a stylish sofa adorned with decorative cushions and a dining area featuring dark wicker chairs. The terrace is enclosed by a light-colored fence, offering views of the surrounding urban landscape.
Apartment in Millers Point
4.9 out of 5 average rating, 80 reviews

Kookaburra, Waterview Apartment

This apartment has been thoroughly renovated and refurbished. The standard is high, stylish and detail is extensive, from polished floorboards to modern stylish kitchen. Possibly one of the best renovations in High Street This 1st floor apartment is on High Street Millers Point with water views over Barangaroo to Darling Harbour. This apartment has 2 bedrooms & 1.5 bathrooms, Balcony and roof top terrace, it is one of 4 apartments in this building. This special place is close to everything.

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
4.87 out of 5 average rating, 127 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 light-filled living area features a gray sofa paired with a small white side table. A potted plant adds a touch of greenery. Large windows showcase views of the water and surrounding architecture, while sleek blinds allow for adjustable lighting.
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

Top guest favourite
Apartment in Millers Point
4.89 out of 5 average rating, 99 reviews

Family Friendly 2BR Apartment w/Seaview Balcony

Perfectly located in historic Millers Point, just moments from The Rocks, Sydney Harbour Bridge, Circular Quay, Barangaroo, the Sydney Opera House, and Darling Harbour. This comfortable 2-bedroom apartment features a king bed, queen bed, queen sofa bed, fully equipped kitchen, private balcony, and exclusive rooftop lounge. Ideal for couples, families, friends, or business travellers looking to explore Sydney while enjoying a convenient and relaxing city stay.

Guest favourite
Apartment in Millers Point
4.9 out of 5 average rating, 173 reviews

Luxury Heritage- next to Harbour and Barangaroo!

Welcome to your perfect Sydney getaway! Nestled in the heart of Sydney's historic The Rocks and just a short walk from Barangaroo and the CBD, this brand new, elegant heritage apartment offers the ideal blend of contemporary luxury and charming heritage character. Whether you're visiting for business or leisure, this spacious and beautifully furnished apartment provides all the comforts of home—without the high price tag of a hotel.

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