Vacation rentals in Observatory Hill

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Top-rated vacation rentals in Observatory Hill

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Top guest favorite
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, 191 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 favorite
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.
Apartment in The Rocks
5 out of 5 average rating, 178 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 favorite
Apartment in St Leonards
4.97 out of 5 average rating, 123 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.

Top guest favorite
Home in Millers Point
4.98 out of 5 average rating, 51 reviews

Heart of Sydney CBD

Enjoy Unbeatable Access from a Perfectly Located Home Base Our beautiful 3-bedroom, 2-bathroom home (including a master ensuite) is perfectly positioned in the heart of Sydney. Just a 7-minute walk to the iconic Opera House and Harbour Bridge. Enjoy sweeping views of Sydney Harbour and Barangaroo right from your doorstep. With the train station only a 5-minute stroll away, you’ll have seamless access to everything the city has to offer—whether it’s world-class dining, shopping, or cultural…

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, 289 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 favorite
Apartment in Millers Point
5 out of 5 average rating, 19 reviews

Sea-view Stay+Private Rooftop-5min Circular Quay

Wake up to Sydney Harbour at your doorstep in this ocean-front heritage apartment+private rooftop terrace, where historic charm meets modern city living. The home blends modern luxury with curated art and designer furnishings, crafted by the Luna Bay Design team. Explore The Rocks, Barangaroo, Darling Harbour, Opera House and Harbour Bridge — all within 10-minute walk. With Metro, train and ferry nearby, plus cafés, pubs and restaurants around the corner, Sydney is truly at your doorstep.

Guest favorite
Home in Millers Point
4.87 out of 5 average rating, 129 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 favorite
Apartment in Millers Point
4.84 out of 5 average rating, 147 reviews

Beautiful Historic Apartment - Perfect Location

Our gorgeous historic apartment is located in the heart of the Sydney CBD, within the heritage precinct known as Millers Point/ The Rocks. It is easy walking distance from all the great Sydney attractions including Sydney Harbour Bridge, Sydney Opera House, Ferry/ shipping terminal, Barangaroo, Theatres, CBD shops and historic pubs. Located on the ground flr, this 2 Bdrm apartment has harbour views from the front porch - perfect for a glass of champagne while watching a harbour sunset.

Top guest favorite
The balcony showcases a round, white table surrounded by two black wicker chairs. A lush tree provides shade, while scenic views of the water and shoreline can be seen beyond the railing. The wooden floor adds a warm touch to the outdoor space.
Apartment in Millers Point
4.95 out of 5 average rating, 20 reviews

Waterfront - Designer Curated @ The Rocks Sydney

Enjoy the sweeping water views of Sydney Harbour and Barangaroo on 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.

Guest favorite
A balcony area is presented with two stylish chairs facing large glass doors. A small round table is centered between them, featuring two cups. A panoramic view of the shimmering water and city skyline stretches beyond the railing, under a clear blue sky.
Apartment in Barangaroo
4.93 out of 5 average rating, 70 reviews

Luxury Apt with Stunning Harbour Views !

Experience one of the world’s most spectacular harbours views, with lavish amenities and extraordinary experiences at one’s fingertips. Luxury modern living in Australia’s most exclusive address, best what Sydney can offer. Apartment is located in Sydney Harbour waterfront location with vibrant dining, high-end shopping, Darling Harbour and Crown Casino on your doorstep. Sought-after location brings the best of Sydney to your doorstep.

Top guest favorite
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.
Apartment in McMahons Point
4.91 out of 5 average rating, 162 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 favorite
A bright living room is highlighted by a comfortable sofa and a stylish coffee table at the center. A TV is positioned on a media console, while natural light filters through large windows. Green plants add a touch of nature to the space.
Apartment in Dawes Point
4.93 out of 5 average rating, 102 reviews

Beautiful 2BR for up to 6 People

Make yourself at home in this stylish Dawes Point apartment, perfectly located near Walsh Bay, The Rocks, Barangaroo, Circular Quay, and the Harbour Bridge. Accommodating up to 6 guests, it features 2 bedrooms with 1 king bed and 1 queen bed, a king sofa bed, 2 modern bathrooms, and bright open living spaces. Enjoy easy access to waterfront dining, harbour walks, public transport, and Sydney's most iconic sights.

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