Holiday houses in Woollahra Municipal Council

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Top-rated holiday rentals in Woollahra Municipal Council

Guests agree: these stays are highly rated for location, cleanliness and more.

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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

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!

ValueLocationCleanliness

4.98 out of 5 average rating, 195 reviews

Guest favourite

Apartment in Mosman

Opera, Bridge View · Balcony · 20 min Ferry to CBD

Wake up to the Sydney Opera House, Harbour Bridge and Mosman Bay, all framed from a private master-bedroom balcony. A second balcony overlooks the glistening waters of Mosman Bay. City & Cove Retreat is your harbourside 2-bed apartment moments from the whole of Sydney, with secure private parking, a residents' rooftop terrace, 8-min walk to Sirius Cove harbour beach, and 5-min drive to Taronga Zoo and Balmoral beach. Minutes to the CBD by ferry or car. Set up for short breaks and longer stays.

FamilyLocationHospitality

4.96 out of 5 average rating, 23 reviews

Guest favourite

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

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

FamilyValueBeach

4.95 out of 5 average rating, 133 reviews

Guest favourite

A bright living space features a comfortable grey sofa adorned with orange and grey cushions. A wooden dining table with chairs is nearby, accompanied by a small television and a decorative rug. Large windows allow natural light to fill the room.

Condo in Double Bay

Stylish Art Deco apartment

Double Bay is a stylish harbourside enclave on the foreshore of Sydney Harbour. The apartment is located in a charming and very well kept art deco building. Marmle entry, wooden panels all this is part of the typical charm of the building. Our apartment is very well kept and has everything you need for a comfortable stay. As we love to sleep well while we are away from home we invested in a first quality bed, mattress and a very quiet sleeping bed room :)! Love a good bed and quietness!

LocationFamilyIndoor spaces

4.87 out of 5 average rating, 200 reviews

Top Guest favourite

Apartment in Darlinghurst

Sydney City Penthouse, vast City & Harbor Views

Float above a panorama of Sydney City and its 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.

FamilyLocationCleanliness

4.99 out of 5 average rating, 347 reviews

Top Guest favourite

A sandy beach area is lined with trees and homes, where individuals enjoy the water and sun. The shoreline curves gently, leading to clearer waters that reveal rocky formations. In the distance, the outline of a city skyline is visible against a bright blue sky.

Guest suite in Watsons Bay

Camp Cove Tropical Retreat at Watsons Bay

A spacious contemporary apartment with a large under cover verandah, and private tropical garden. The living area is filled with natural light and looks out to a beautiful and tranquil palm-filled garden. We are located 100m from beautiful Camp Cove Beach and just a 5 minute walk to the Watsons Bay ferry service accessing harbour suburbs and the CBD - just 20 minutes away. If you are attending a wedding or getting married we are a short stroll to all of Watsons Bay's wedding venues.

LocationFamilySolo travel

4.98 out of 5 average rating, 279 reviews

Top Guest favourite

A spacious living area is featured, showcasing a large, modern sectional couch in neutral tones. A floor-to-ceiling wall of shelves displays a mix of artwork and decor, alongside a sleek television. Industrial details are highlighted by the open staircase and large windows allowing natural light to fill the space.

Home in Paddington

Luxurious & Huge Warehouse Conversion

HUGE Luxury 4 bedroom warehouse conversion where every bedroom enjoys the comfort of a King bed & it’s own private full size bathroom to ensure the comfort of all guests during their stay. Unique in designed, this home offers near 7m ceilings, an abundance of natural light and immense privacy in lush surrounds right in the centre of it all. Paddington is home to Sydney’s finest restaurants, designers, bars & cafes & sits between Sydney CBD & a variety of Sydney’s best beaches.

LocationFamilyNearby

4.97 out of 5 average rating, 71 reviews

Guest favourite

A modern living area features a gray sofa adorned with decorative pillows and a vibrant yellow throw. Natural light pours in through two windows framed by exposed sandstone walls, showcasing the lush greenery outside. A glass coffee table rests on a soft carpet, complementing the space.

Guest suite in Cremorne Point

Lavish Suite with Stone Archway Patio

Private and elevated from the street, entry to the apartment is framed by a beautiful sandstone arch. The interior spaces are surrounded by established lawns and gardens that are for the exclusive use of the guest. Cremorne Point is located on the shores of Sydney Harbour. Surrounded by beautiful harbourside walks with a views of Sydney Harbour Bridge and the Opera House. Minutes walk from the property you will discover gorgeous grassy slopes ideal for a sunset champagne picnic.

ValueFamilyDecor

4.89 out of 5 average rating, 397 reviews

Guest favourite

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

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.

ValueFamilySleep quality

4.94 out of 5 average rating, 185 reviews

Top Guest favourite

The lounge area features comfortable seating on a light-colored sofa, with vibrant pillows adding a pop of color. A coffee table filled with books sits in the center, while sunlight streams in through large windows, illuminating the greenery outside.

Condo in Mosman

MOSMAN - lovely art apartment.

Mosman - one of Sydneys finest suburbs. Beautiful Bright Art Apartment, Master Queen size large bedroom and a lovely Double bedroom. Mosman Ferry 600 metres to city. Cafes and local shops 100 metres from front door. Luxury boutiques 600 metres to gorgeous strip shopping plus a lovely walk to Mosman Zoo, famous Orpheum Cinema and Balmoral Beach and its restaurants Bus at front door. Balmoral beach 10 minutes away. The gateway to the northern beaches. Perfect location.

LocationFamilyParking

4.91 out of 5 average rating, 112 reviews

Guest favourite

A tranquil nighttime view of the Sydney skyline is showcased, featuring shimmering reflections on the water. A lone palm tree stands prominently in the foreground, with sailboats anchored in the harbor and twinkling city lights creating a serene and captivating ambiance.

Apartment in Point Piper

Gorgeous beachfront apartment with iconic view

This beautiful apartment is in a heritage property with lovely gardens leading to a private gate accessing seven shillings beach. It is whisper quiet. At night, should you choose to leave the verandah doors open, you can hear the tinkling of boat masts and the splashing of waves against the sea wall. There is a convenient pull accross insect screen for your protection. NB It is too delicate for stormy/windy nights, please take care.

ValueLocationComfort

4.9 out of 5 average rating, 49 reviews

Guest favourite

A bright living area features a white sofa adorned with multiple cushions, complemented by a plush area rug. Large windows provide panoramic views of the water, while potted plants add a touch of greenery, enhancing the serene atmosphere of the space.

Condo in Darling Point

Dreamy Nautical Nook

Nautical Nook - Darling Point A private waterfront apartment set directly on Sydney Harbour, offering uninterrupted views, calm interiors, and complete privacy. Thoughtfully styled with a queen bedroom, full kitchen, bathtub, and premium amenities, this is a quiet, refined base in one of Darling Point’s most prestigious harbour-side locations. Entire apartment.

ValueLocationHospitality

5.0 out of 5 average rating, 17 reviews