Vacation rentals in Observatory Hill

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Top-rated vacation rentals in Observatory Hill

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Top guest favorite
Apartment 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

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Superhost
Apartment 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.

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Top guest favorite
Apartment in St Leonards
4.97 out of 5 average rating, 133 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.

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Guest favorite
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.
Apartment 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.

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Guest favorite
Home in Millers Point
4.87 out of 5 average rating, 131 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.

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Guest favorite
Apartment in Sydney
4.93 out of 5 average rating, 28 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.

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Superhost
Home in Millers Point
4.74 out of 5 average rating, 27 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

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Guest favorite
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.
Apartment in The Rocks
4.95 out of 5 average rating, 133 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!

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Guest favorite
A tranquil view is presented from the outdoor pool area, showcasing a curvy pool reflecting the twilight sky. Lush greenery surrounds the space, and adjacent to the pool, a stylish house offers expansive glass doors leading into the interior, creating a seamless indoor-outdoor connection.
Home in Seaforth
4.84 out of 5 average rating, 154 reviews

World Class Villa HarbourView Private Beach Manly

Sitting in an exclusive harbourfront cul-de-sac, you will have a great time with your family and friends in this resort style house. Convenient and close to the shops, restaurants, beaches and reserves. Plenty of local spots for having family time with the children. Spectacular harbour and city skyline view, grand entertainment area and pool cabana, Manhattan stylish courtyard in holiday vibes. We are looking forward to your reservation for a relaxing getaway!

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Top guest favorite
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.
Apartment in Millers Point
4.9 out of 5 average rating, 107 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.

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Top guest favorite
Apartment in Barangaroo
4.92 out of 5 average rating, 26 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.

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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
4.96 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.

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