Vacation rentals in Willoughby

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Top-rated vacation rentals in Willoughby

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

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Guest favourite
Guest suite in Cammeray
4.92 out of 5 average rating, 210 reviews

Self-Contained Cammeray Guesthouse near CBD and Beaches

Relax on the sun-drenched veranda of this charming federation guesthouse overlooking Green Park. Perfect for couples, business travellers, small families and dog owners, this fully self-contained retreat offers a private entrance, no shared living spaces, free all-day street parking and all the comforts of home. Enjoy direct access to parklands, playgrounds and walking paths, while Cammeray's cafés, restaurants and public transport are just moments away. North Sydney and Sydney CBD are close by.

Superhost
A modern living area showcases a dark sofa with patterned cushions placed adjacent to a round coffee table. Natural light enters through large windows, illuminating a dining table with four chairs and an open kitchen featuring sleek appliances and cabinetry.
Guest suite in Chatswood
4.89 out of 5 average rating, 124 reviews

Chatswood Bush Retreat

Welcome to Chatswood Sydney, Australia! This is a newly built, spacious, comfortable, private one bedroom apartment. Perfect for a solo traveller or couple to relax and enjoy the serenity of the bush, with easy access to Chatswood, Macquarie Uni and Sydney CBD. Also available for longer term bookings - please enquire if dates not available on platform. A sofa bed is available to use. Note that this space is not available for children. We cover all Airbnb fees. The price you pay is the total.

Top guest favourite
A bright bedroom features a spacious bed made with patterned bedding. Natural light enters through two large windows adorned with gray blinds, providing views of greenery outside. A bedside table holds a small decorative item, and a chair is positioned nearby on polished wooden flooring.
Guest suite in Willoughby East
4.98 out of 5 average rating, 135 reviews

Exclusive use of a compact first floor garden flat

Exclusive use of a private, bright and compact first-floor garden flat with easy bus access to the City, North Sydney and Chatswood. Features a double bed, air conditioning, Netflix, Amazon Prime, TV and fast NBN Wi-Fi (1000/50 Mbps). The kitchenette includes a microwave, induction hotplate, kettle, toaster and Nespresso machine. The covered patio offers a table, chairs and a gas BBQ. Walk to shops, cafés, restaurants, and Middle Harbour bush walks in under 10 minutes; buses 3 minutes away.

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, 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 favourite
Apartment in St Leonards
4.97 out of 5 average rating, 132 reviews

Luxury Designer Penthouse 1BR•Skyline View•Parking

This penthouse 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.

Top guest favourite
A wooden boathouse floats on calm waters, surrounded by sailboats and lush hills. The structure features a dark exterior with a single door and a large window. Soft clouds float in a blue sky, reflecting the tranquility of the setting.
Houseboat in Newport
4.99 out of 5 average rating, 273 reviews

The Salty Dog

As seen on Ch7 Morning Sunrise, House&Garden, Inside Out, Homes to Love Au, My Favourite Stays Au & NZ, Stayawhile magazines and Sommerhusmagasinet (Europe) The smell of salt air, the sound of water lapping, the sun glinting off ripples that surround you...a feeling of peace and the world left behind. The Salty Dog is a space that is both cosy and open to the water, a wooden boathouse for two that invites you to relax and just 'be', to go off grid and reconnect with mother nature at her best.

Top guest favourite
The exterior of the stone cottage is captured, featuring hand-cut sandstone walls and a well-maintained garden. Brick steps lead to the entrance, flanked by greenery and plants. A sunny atmosphere is highlighted by natural light filtering through nearby trees.
Apartment in Cammeray
4.92 out of 5 average rating, 225 reviews

Stone 1Bed Cottage + Living (bed + sofa bed)

Minutes from city, but in a total bushland peaceful setting, as well as 5 minutes walk to cafes, bars and restaurants of Cammeray Village. Our Quarrymans Cottage is tucked away in the bush, down a driveway behind other properties (then 10 steps) to the cottage - which is level. The cottage is part of our home. It is 100% renovated, but some work continues on our home. it wont impact you, but so you know. (although the driveway you'll see our materials storage.You walk straight passed that.)

Top guest favourite
A serene outdoor space features a swimming pool surrounded by lush greenery. The pool, with steps leading in, reflects sunlight. A modern pool house is visible in the background, framed by palm trees, creating a tropical atmosphere. The area is well-maintained and inviting.
Home in Chatswood
5 out of 5 average rating, 55 reviews

Guest House in bush setting with use of pool

Our pool house is located in a quiet, lush, bush-like setting perfect for unwinding and relaxing. Modern, very clean and comfortable with outdoor dining, private deck with hammock and shared access to a pool. Numerous local bush walks and the shopping and restaurant mecca of Chatswood on your doorstep(10-15mins walk or a local bus). Kids can enjoy the large trampoline, scooters, Ping Pong and Wii. Great location for Sydney beaches(30mins by car) and Sydney CBD(15mins by Metro).

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 features a white leather sofa adorned with decorative pillows. A small white side table holds a potted plant. A rustic blue console table with decorative items is positioned against the wall, complemented by a large mirror and heart-shaped wall decor.
Apartment in Castlecrag
4.93 out of 5 average rating, 180 reviews

Stylish and Comfortable Bushland Retreat Close to the City

Listen to the kookaburras and lorikeets from this bright and airy renovated apartment with garden and bush views from all windows. Warm and cosy in the winter, in the warmer months be sure to enjoy the heated pool. This lovely little apartment offers a beautiful natural and peaceful escape. There is also a generous size swimming pool, BBQ area and garden for guests to enjoy. Breakfast supplies are provided including fruit, yogurt, cereal, bread and eggs .

Top guest favourite
A spacious living area features large glass doors that open to a private garden. Natural light floods the space, illuminating a neutral sofa and a striped area rug. Soft greenery and stone pathways are visible outside, creating a serene outdoor environment.
Guesthouse in Mosman
4.99 out of 5 average rating, 178 reviews

Balmoral Slopes Guesthouse

This beautiful new airconditioned guesthouse designed by renowned Sydney architect Luigi Rosselli is a detached separate dwelling located near our private home. Ideal for couples and families with babies and small children. - Bus stop 50m from doorstep - will take you into Mosman village and the CBD. - 400m walk to Balmoral Beach cafes & restaurants. - Street parking available close to the guesthouse. Secure access via security gate.

Guest favourite
Apartment in St Leonards
5 out of 5 average rating, 6 reviews

Elegant Sky-High Escape | Amazing Views

Wake up to breathtaking skyline in this luxurious sun-filled apartment. The apartment is filled with natural light throughout the day, creating a calm and relaxing atmosphere high above the city. Perfect for couples, business travellers, or a peaceful getaway, the apartment is conveniently located close to shops, cafes, restaurants, and public transport, making it easy to explore Sydney while enjoying a quiet luxury experience.

Popular amenities for Willoughby vacation rentals