Vacation rentals in Woollahra Municipal Council

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Top-rated vacation rentals in Woollahra Municipal Council

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Guest favorite

A light and airy living space features a striped sofa adorned with blue cushions. A modern dining table is accompanied by stools. A large artwork depicting a beach scene hangs on the wall, while natural light floods in through nearby windows.

Apartment in Darling Point

4.92 out of 5 average rating, 159 reviews

Experience The Ultimate Sydney Harbour Lifestyle

The best of Sydney harbour lifestyle. This one bedroom apartment which is ideally located opposite the crystal clear waters of Rushcutters Bay. This gorgeous apartment offers a true blend of sophisticated living with the relaxation & calmness afforded through its waterside charm. The newly renovated interiors offer a beautifully designed layout for living and dining. The brand new kitchen is well equipped with new Miele appliances and is light-filled. Enjoy breakfast on the balcony. It's magic.

Guest favorite

Natural light fills this studio apartment, highlighting a modern seating area with a television and a cozy sofa. A glass dining table is paired with clear chairs, and large windows frame views of the water and city buildings beyond.

Apartment in Woolloomooloo

4.93 out of 5 average rating, 129 reviews

Unique studio apartment in Historic Wharf

Stunning studio apartment in the renowned Woolloomooloo Wharf built in 1915. Its beautiful views over the water and Potts Point are key, but this studio has everything you need for a city visit or a staycation. Conveniently placed just minutes to Potts Point and within walking distance to all of Sydney's main attractions: Botanic Gardens, Opera House, Harbour Bridge, Art Gallery NSW, Museum of Contemporary Art and the CBD. 2 guests, any more will be charged on top. No parking for this apartment

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, 184 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

A panoramic view of Sydney's iconic skyline and harbour is captured from a balcony. The scene showcases the Harbour Bridge and the Sydney Opera House against a backdrop of clear blue skies, with charming homes and sailboats dotting the vibrant water in the foreground.

Apartment in Mosman

5 out of 5 average rating, 32 reviews

Mosman - stylish studio and rooftop harbour views

Experience Unparalleled Sydney Living at Our Stylish Mosman Studio! Step into a serene retreat that combines modern comfort with breathtaking vistas. Nestled in the harbourside heart of Mosman, this newly renovated studio apartment boasts a light-filled, northeast-facing design and private elevated district views that radiate tranquility. Indulge in the shared rooftop terrace, where you'll enjoy panoramic views of Sydney Harbour, the iconic Harbour Bridge, and the world-famous Opera House.

Guest favorite

A cozy seating area features two plush armchairs positioned near a large window, providing unobstructed views of the ocean and cliffs. A small side table holds two glasses of wine, and a potted plant adds a touch of greenery.

Apartment in Vaucluse

4.96 out of 5 average rating, 93 reviews

Stunning 1bdr w/ Amazing View

Bright and airy one bedroom apartment nestled on top of Diamond Bay Cliffs with breathtaking ocean views. The stunning view overlooking the cliffs and the soothing sound of waves, provide an incredible connection to the ocean from awe inspiring sunrises to frolicking whales throughout the day. Relax with a wine or coffee in this beautifully styled home surrounded in comfort and serenity. Take a dip in the pool overlooking the ocean or take a walk along the cliff walkway. Free street parking

Top guest favorite

Apartment in Darlinghurst

4.99 out of 5 average rating, 288 reviews

Syd City Penthouse, panoramic City & Harbor Views

Float above a panorama of Sydney City and Sydney Harbor in this 180sqm large, beautifully designed penthouse. Its a free standing house built on top of a flat roof, in Sydney’s best location. You land in the heart of Sydney with restaurants, cafes, bars, museums, parks, even the Opera and tourist attractions at your door step. Recharge , rewind and feel right at home in this unique Australian designer home with expansive and luxurious interiors, high ceilings, touches of Australian art.

Guest favorite

Apartment in Darling Point

5 out of 5 average rating, 5 reviews

Large Waterfront 1 bedroom Apartment

Spacious, sunny & bright first floor apartment in a fantastic waterfront location whilst on the city’s door step. East facing rear yard with north facing windows mean you will be drenched in sunlight right throughout the day. And those amazing panoramic windows mean your views of Rushcutters Bay & the city are picturesque. A perfect serine location to take in the beauty of Rushcutters Bay. This lovely apartment has been recently painted and has new bedding, towels, cushions etc

Top guest favorite

A spacious dining area features a large wooden table surrounded by elegant chairs. Floor-to-ceiling glass walls provide unobstructed views of the Pacific Ocean, while natural light illuminates a vase with fresh flowers. Nearby, potted plants add a touch of greenery.

Apartment in Vaucluse

5 out of 5 average rating, 31 reviews

Amazing ocean views Vaucluse!

Beautiful apartment with breathtaking unobstructed 180-degree views over the Pacific Ocean and dramatic sandstone cliffs. With entire glass sliding walls and electric blinds you will feel like you are almost on the ocean. Watch the beautiful Sun and Moon rises, see whales, dolphins and sail boats. Super private, warm and sundrenched. Large open plan living and excellent kitchen. Close to wonderful beaches and cliff walks. Parking available. 10% weekly discount 15% monthly discount

Guest favorite

A comfortable living area features light wood flooring and a cozy armchair. Sliding glass doors open to the backyard, inviting natural light. A small round table holds snacks and a plant, while a soft rug adds texture to the space.

Home in Mosman

4.94 out of 5 average rating, 141 reviews

Mosman retreat close to harbour

Take a ferry ride with a cup of coffee to the city, listen to the lions roar in the zoo with a French glass of wine in the garden are just few of the lovely activities while staying at our BnB. Staying in a historic home with modern finishes and comfortable provincial styling is the perfect base to explore the city of Sydney and return to a quiet retreat at night. Your French-Australian host will do their best to make sure your stay is comfortable and you will want to return.

Guest favorite

A sun-room features large windows offering expansive views of the harbour and city skyline. A round glass table is surrounded by four woven chairs. Natural light floods the space, enhancing the serene atmosphere, with greenery visible outside along the waterfront.

Condo in Darling Point

4.93 out of 5 average rating, 29 reviews

Bridge Views + Waterfront Luxury Sub Penthouse

Spectacular panoramic and intimate harbour and city views are enjoyed in full from all principal rooms of this beautiful waterfront, parkland apartment. This elegant whole upper floor apartment, nestled at the tip of Darling Point, embraces a carefully crafted fusion of high-quality contemporary features with the charm, character and homeliness of a bygone era - original high ceilings; large, airy and light-filled rooms; polished timber floors and classic deco features.

Guest favorite

A tranquil view of Sydney Harbour shows several sailboats gently bobbing on the calm waters. Lush greenery frames the scene, providing a natural border, while the distant shoreline features trees and buildings under a clear blue sky.

Apartment in Cremorne Point

5 out of 5 average rating, 12 reviews

Cremorne Point - Harbours Edge tranquility

On the scenic Cremorne Point Walk, this charming 1BR apartment blends harbourfront tranquility with city convenience. Wake to sweeping views and relax on your private patio. Inside, enjoy a king bed, full kitchen, robes, and reserved parking. A 7-minute stroll takes you to the ferry, with quick connections to the city and the game. Whether sipping wine at sunset, exploring Sydney’s icons, or simply unwinding, Harbours Edge is your peaceful, memorable harbourside hideaway.

Guest favorite

A well-maintained exterior of a private residence is shown, featuring neatly trimmed hedges and tall conifer trees flanking a staircase. The white walls of the building contrast with the green foliage, while decorative balconies and large windows create a welcoming facade.

Guesthouse in Vaucluse

4.82 out of 5 average rating, 131 reviews

Apartment set in garden of elegant Vaucluse home.

Private apartment set in large garden of elegant Vaucluse home, a short stroll to cafes and shops, close to harbour beaches and on a bus route. Apartment is totally private and very quiet with own entrance. It comes with fully equipped kitchen. It also has a Nespresso coffee machine, with complimentary teas and coffee. The apartment has all mod cons including reverse cycle air conditioning, TV, Bluetooth speaker, wifi and a good hairdryer!