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, 39 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

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, 192 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!

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.

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, 181 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.

Guest favorite
Apartment 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 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.

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.

Top guest favorite
Apartment in The Rocks
5 out of 5 average rating, 87 reviews

Fancy home with water view in the rocks

Welcome to our premium apartment located in the heart of Sydney’s historic The Rocks district! Situated at Quaywest Building, this apartment offers a unique blend of modern comfort and proximity to Sydney’s most iconic attractions, including the Sydney Opera House, Harbour Bridge, Circular Quay, and Sydney Tower. *Prime Location *Modern Comfort *Stunning Views *Convenient Transportation Whether you’re here for business or leisure, this apartment is your perfect home away from home!

Guest favorite
Apartment in Sydney
4.92 out of 5 average rating, 25 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.

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!

Top guest favorite
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.

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, 25 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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