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, 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!

Top guest favorite
Apartment in Woolloomooloo
5.0 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

Superhost
Apartment in Barangaroo
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.

Guest favorite
Apartment in Surry Hills
5.0 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 Barangaroo
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 Barangaroo
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.

Guest favorite
Condo in Wynyard
4.95 out of 5 average rating, 120 reviews

urban serenity: quiet stay in central Sydney

Welcome to your perfect Sydney getaway! Located in the vibrant heart of the city, our stylish apartment offers a blend of comfort, convenience, and luxury, making it the ideal base for both business and leisure travelers.This beautiful apartment features open-plan living, contemporary furnishings, and large windows that flood the space with natural light. Whether you’re unwinding after a day of exploring or catching up on work, the space is designed for both relaxation and productivity.

Guest favorite
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.
Apartment in Kirribilli
4.97 out of 5 average rating, 161 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.

Top guest favorite
Apartment in The Rocks
5.0 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!

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

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 Barangaroo
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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