Holiday rentals in Observatory Hill

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Top-rated holiday rentals in Observatory Hill

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Top guest favourite
Flat in Woolloomooloo
5 out of 5 average rating, 40 reviews

The Wharf Retreat

Wake up to sweeping city and harbour views from this newly renovated apartment perched on the iconic Woolloomooloo Finger Wharf. With a large outdoor terrace designed for entertaining, you’ll enjoy Sydney’s skyline and the lush Botanical Gardens right across the water. The aunbeatable convenience just a short stroll to the Botanical Gardens, Potts Point’s vibrant dining scene, and the CBD. This is your luxury base for soaking up the best of Sydney. There is a king single lounge/bed on request

Superhost
Flat in Millers Point
4.6 out of 5 average rating, 25 reviews

Historic CBD Apartment with City Harbour View

Located on a water-facing street in the CBD, this heritage-listed 2-bedroom apartment sits in one of Sydney’s oldest and most iconic neighbourhoods. You'll be just a short walk from major attractions, including the Sydney Opera House, Harbour Bridge, The Rocks, Circular Quay, Darling Harbour, and Barangaroo, with cafes and restaurants all around. Unwind on the front balcony with partial views of Sydney Harbour & Barangaroo - perfect spot to relax and watch the sunset after a day of exploring.

Top guest favourite
Flat in St Leonards
4.97 out of 5 average rating, 134 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.

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.

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, 82 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, 132 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
Flat in Sydney
4.93 out of 5 average rating, 29 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
4.75 out of 5 average rating, 28 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, 108 reviews

Family Friendly 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
Flat in Barangaroo
4.93 out of 5 average rating, 27 reviews

Waterfront Apt •Darling Harbour View•CBD •Parking

Wake up to serene views of the harbour and water views of Sydney, with countless luxury cruise ships gliding quietly past your private balcony with the panorama. This spacious 2-bedroom apartment puts you directly on the waters edge- with no roads, no noise- but simply just the calming symphony of the labor right in front of you. Walk outside to Barangaroo's finest, most pleasing restaurants featuring cafés and fine dinings, all within just a few steps.

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, 26 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, 74 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.

Popular amenities for Observatory Hill holiday rentals