Holiday rentals in Observatory Hill

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Top-rated holiday rentals in Observatory Hill

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Guest favourite
Flat in Surry Hills
5 out of 5 average rating, 9 reviews

Loft style apartment in central Surry Hills

Experience refined inner-city living in this newly renovated loft in the heart of Surry Hills, 2 minutes away from Central Station. Thoughtfully designed with walnut timber finishes, the space blends contemporary elegance with curated character. Unwind with a negroni and enjoy the vinyl collection. Located just a 2-minute walk from Central Station, the apartment offers seamless access to Sydney while placing you moments from Surry Hills’ renowned cafés, restaurants, and vibrant dining scene.

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
4.8 out of 5 average rating, 291 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 cozy bedroom features a spacious bed dressed in white linens with a blue throw. A decorative lamp illuminates the room, highlighting polished wooden floorboards. French doors open to reveal views outside, while a stylish chair and a fireplace provide added character.
Flat in Millers Point
4.9 out of 5 average rating, 83 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
Home in Millers Point
4.87 out of 5 average rating, 133 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 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, 163 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! Situated on the 4th floor(there's an elevator), 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 the ferry and Milsons Point station and all the variety of Kirribilli's shops.

Guest favourite
Flat in Sydney
4.93 out of 5 average rating, 30 reviews

Lux Harbour Suite @ The Rocks | Pool+Gym | Sleeps4

5-Star @ Quay West, The Rocks | Sleeps 4 | Pool + Gym Quay West Hotel is the best location for Vivid! This refined 1BR city view suite (King Bed + Double Sofa Bed) offers 5-star hotel perks with the privacy of a full kitchen & internal laundry. THE HIGHLIGHTS: • Access to Roman-style Pool, Spa, Gym & Sauna • Rooftop Terrace with Opera House & Harbour Bridge Views • Fast 5G Wi-Fi & AC • Steps to Circular Quay, Mr. Wong & The Rocks Markets Book your premium city escape or long stay.

Superhost
Home in Millers Point
4.76 out of 5 average rating, 29 reviews

Opera House : Townhouse in a Heart of The Rocks

Incredible location in heart of city! Heritage-listed Victorian townhouse is in heart of historic Millers Point & The Rocks, surrounded by city's most popular sights and attractions. This is the best sought-after location to discover Sydney. Located in prime location with restaurants & cafes around, walking distance to everywhere: - 450 m Barangaroo Metro Station - 500m The Rock market - 450m Harbour Bridge, - 200m Barangaroo park - 10 mins walk to Opera House, Darling Harbour

Top guest favourite
A light-filled living area is presented with a comfortable pink sofa and a round coffee table. Elegant double doors open to an entrance hallway. A dining nook features a round table with chairs, complemented by a cozy area rug that enhances the room's inviting appeal.
Flat in Millers Point
4.9 out of 5 average rating, 109 reviews

One of a Kind - 2BR with Seaview Balcony & Rooftop

Stay in a heritage apartment built around 1911 by the Sydney Harbour Trust in the heart of historic Millers Point. Just metres from Observatory Hill and a short walk to Marrinawi Cove, The Rocks, Barangaroo, Circular Quay, the Sydney Harbour Bridge, and the Opera House, it's the perfect base to explore Sydney. Relax in the private rooftop lounge, unwind on the balcony, and enjoy a comfortable stay in one of the city's most historic waterfront neighbourhoods.

Top guest favourite
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.
Flat in Millers Point
4.96 out of 5 average rating, 27 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 favourite
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.
Flat in Barangaroo
4.92 out of 5 average rating, 75 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.

Guest favourite
The living room displays polished timber floors and features a stylish chandelier. French doors open to the balcony, allowing natural light to brighten the space. A comfortable seating area includes a sofa and armchairs, complemented by a coffee table and a decorative mirror.
Flat in Dawes Point
4.88 out of 5 average rating, 349 reviews

The Rocks Quiet Luxury Harbour View

Our quiet luxurious heritage listed early Victorian terrace is located just steps from the Harbour Bridge. Basked in northerly sunshine, enjoy stunning views of Sydney Harbour and Walsh Bay from our terrace balcony or bedroom windows. Centrally located in one of Sydney’s oldest neighbourhoods, within walking distance to all Sydney’s famous tourist attractions: Opera House, The Rocks, Barangaroo, Darling Harbour, restaurants & cafes

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
4.91 out of 5 average rating, 175 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.

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