Holiday houses in Willoughby

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Top-rated holiday rentals in Willoughby

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Top Guest favourite
A small bird perches on a white railing while vibrant pink flowers are arranged on a table nearby. Lush greenery is visible in the background, creating a serene outdoor atmosphere. The railing and table feature intricate designs, adding character to the setting.
Casa particular in Spit Junction
4.93 out of 5 average rating, 229 reviews

Charming private suite in Sydney

Enjoy a Sydney get-away in a private beautiful, self-contained guest suite. This delightful apartment, located to the rear of a classic Federation home has 1 bedroom with en-suite, a fully equipped kitchen, an intimate work & lounge area and a secluded private entrance and elevated sunny balcony accessible via a 7-step stairway. A substantial breakfast basket is provided sufficient for a couple of days and it's just 15-20 minutes to the CBD with a public bus stop directly in front of the house.

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, 129 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.

Guest favourite
A spacious living area is presented with a light-colored carpet, featuring a wooden dining table accompanied by white chairs. A comfortable sofa with colorful cushions is positioned near large windows, allowing natural light to fill the space. A coffee table and decorative elements enhance the inviting atmosphere.
Apartment in North Willoughby
4.93 out of 5 average rating, 28 reviews

Gem in the North Shore of Sydney

Enjoy this amazing family apartment for up to 4 adults and 1 child in great location 📍 Our 2 bed+2 bath place is close to everything you need to have a great holiday Take advantage of all that the North Shore has to offer! -Steps away from renowned shopping malls in Chatswood -20 min driving from Syd city CBD -30 min driving from famous Manly Beach Yes, you have everything nearby and a peaceful place to rest after a sunny and fun-filled day Great cafes and restaurants at your doorstep!

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
4.91 out of 5 average rating, 207 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.)

Guest favourite
A light-filled room features a spacious bed with neutral bedding, complemented by decorative wall art. A round wooden table with three blue chairs is positioned near the bed. A small potted plant adds a touch of greenery, with a bathroom visible in the background.
Villa in Roseville
4.93 out of 5 average rating, 161 reviews

Spacious stylish garden apartment

Sparkling and light-filled, this self-contained 1 bedroom 1 bathroom garden apartment has a small kitchen (limited cooking facilities - microwave and access to a barbecue) and fresh herbs to pick outside your door. This ultra-spacious separate accommodation at Roseville is centrally located for short, longer or regular stays in Sydney. Visiting family or friends, or travelling to Sydney for work? Enjoy a relaxed atmosphere with private outdoor seating overlooking a tranquil garden.

Guest favourite
A spacious bedroom features a wooden bed with a light-colored comforter positioned next to a stylish area rug. Two leather recliners in a neutral tone are positioned to invite relaxation, while soft lighting and wooden flooring enhance the overall ambiance.
Home in Chatswood
4.87 out of 5 average rating, 174 reviews

Quiet Private Independent

Brand new, private very spacious bedroom with ensuite bathroom and a walk-in closet. Very quiet location close to Westfield Shopping Centre Chatswood (15 min) and only 5 mins to a Buss Stop. Direct trains to CBD. This property is presented to you with the highest level of hygiene and cleanliness, managed onsite. This place comes with the best features such as central air conditioning, a new kitchen, washing machine and high-speed Wi-Fi NBN network. No children under 12.

Guest favourite
A bright and airy kitchen area features a dining table covered with a gray cloth, surrounded by four white chairs. A glass vase rests on the table, and a large window allows natural light to fill the space. A refrigerator and kitchen cabinets are visible in the background.
Guesthouse in East Lindfield
4.83 out of 5 average rating, 103 reviews

Entire Guesthouse hosted by Stella

Set in the leafy, quiet and family friendly suburb of East Lindfield. This private self contained guesthouse offers a sunny spacious place (36SQM) with a queen size bed, basic kitchenette, bathroom and a seperate entrance to allow your own privacy. 3KM to chatswood shopping centre 2.5KM to Lindfield station&shopping village 2KM to Roseville station 10 minutes walk to local shopping village 10 minutes walk to bus station for buses to city/chatswood/roseville station

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
4.94 out of 5 average rating, 171 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 .

Guest favourite
A light-filled dining area features a round wooden table set for four, accompanied by beige cushions on rattan chairs. A floral arrangement sits nearby, and a welcoming view of the living room is visible through open double doors.
Home in Naremburn
4.93 out of 5 average rating, 15 reviews

The Sanct North Sydney - Near Iconic Attractions

Welcome to The Sanct North Sydney, your tranquil escape nestled in the vibrant suburb of Naremburn. Just 10 minutes from Sydney Harbour Bridge and Opera House, this cosy retreat offers the perfect balance of relaxation and accessibility. With its charming interiors, modern amenities, and peaceful vibe, you'll feel at home from the moment you arrive. Ideal for families, friends and business travellers. A perfect stay for you - your Home Away From Home.

Top Guest favourite
A well-lit studio apartment features a spacious bed with decorative cushions. A small table and two stools are positioned nearby, complemented by a comfortable armchair. Large windows offer views of the city skyline while allowing natural light to fill the room.
Apartment in Chatswood
4.95 out of 5 average rating, 222 reviews

Chatswood Hotel

Quiet comfortable fully furnished studio apartment located in the heart of Chatswood. Full panel windows maximise the lovely natural light, air conditioning, fully tiled modern bathroom and an internal laundry with washing machine and dryer. Situated within minutes to Chatswood District, Chatswood Train Station, Chatswood Westfield and many other specialty stores, cafes and restaurants. Instant booking available:9am-11pm Sydney time

Guest favourite
Home in Willoughby
5 out of 5 average rating, 5 reviews

Private 1-Bedroom Duplex with full kitchen

Enjoy your own private 1-bedroom duplex in Willoughby. Fully self-contained with kitchen, lounge, bathroom and private entry. Ideal for couples or professionals wanting comfort and convenience near cafés, shops and transport. Securely separated from the adjoining home with a locked interconnected door. Simple, clean and well-equipped — your own space in Sydney’s Lower North Shore.

Guest favourite
A well-lit bedroom is featured with large windows offering views of greenery. A spacious bed with yellow bedding is complemented by decorative pillows. A desk and chair are positioned beside the window, while a cozy reading nook is set in a corner, illuminated by a floor lamp.
Guest suite in East Killara
4.93 out of 5 average rating, 195 reviews

Stylish Nature Retreat on Sydney’s North Shore

It's hard not to immediately feel relaxed and at home in this stylish, fully equipped guest suite bordering the Garigal National Park. Ideal for a short break, as well as for a study or artist's retreat. You have your own private outdoor sitting area to see the sunrise and enjoy the abundant bird-life in the mornings, or to unwind with a glass of wine in the evening.

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