Holiday houses in Observatory Hill

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Top-rated holiday rentals in Observatory Hill

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Top Guest favourite
Apartment in St Leonards
4.97 out of 5 average rating, 133 reviews

Luxury Designer Penthouse 1BR•Skyline View•Parking

Welcome to our prime location Airbnb in Sydney's North Shore! Situated in a highly secure community, this area is known for its upscale residents. Just 100 meters away from both the train station and Metro station getting to Sydney Opera House, City, and Olympic Park for concerts is quick and convenient. Within a 5-minute walk, you'll find Colse and IGA supermarket,Asian supermarket,fine dining restaurants, parks, libraries, and Gyms,hospital. Adjacent to the lobby, there's a fantastic café where you can enjoy delicious meals anytime. The scenery outside changes with every time frame. Sometimes, the clouds are thick, resembling large cotton candies; other times, they are scattered, making it feel like living in the clouds. Even on rainy days, it's still very picturesque. Coupled with Hermès blankets and tableware, any photo taken looks beautiful, almost as if they've been Photoshopped, all with an Ins-vibe. As it's primarily for my parents' vacation stay. Therefore, it’s not available all the time and all furniture is custom-made for safety and comfort, ensuring you'll feel right at home during your stay. This independent penthouse 1-bedroom 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. Free and oversized park space is provided in B2 for your convenience. I hope my apartment will add fun and unforgettable memories to your trip. Looking forward to hosting you soon!

Top Guest favourite
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, 193 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 favourite
Apartment in Woolloomooloo
5.0 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

Top Guest favourite
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
5.0 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.

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 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.
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 favourite
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 favourite
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 favourite
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 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.
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.

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.
Apartment in Barangaroo
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.

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.
Apartment in Barangaroo
4.92 out of 5 average rating, 73 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