Family-friendly holiday rentals in Willoughby

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Top-rated family-friendly rentals in Willoughby

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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, 131 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
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, 209 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 spacious bedroom is presented with a king bed featuring soft bedding and decorative pillows. Natural light floods in from a large window, with two armchairs positioned beside a small table. The room is complemented by modern bedside lamps and warm wall tones.
Apartment in Chatswood
4.91 out of 5 average rating, 138 reviews

Modern Apartment @Chatswood CBD

*** Relax in this modern and stylish apartment, furnished with a king bed, kitchenette and free Wifi. ***Enjoy a workout in the gym and relax in the swimming pool, sauna or spa for no extra charge. ***Complimentary tea and coffee, equipped with a Nespresso machine for your enjoyment You'll have easy access to everything from this centrally located place just 2 minutes to Chatswood station, Westfield Shopping centre and Dining District. Short term or long term available for Executive stay.

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, 164 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
Apartment in Milsons Point
4.87 out of 5 average rating, 390 reviews

Harbourside App w Pool & Parking *Remedial work*

*Please note reduced rate due to remedial work Feb – Dec 2026* A comfortable apartment in the best location! Right next to the beautiful northern parkland of Sydney Harbour Bridge near Luna Park Sydney. You’ll be in the middle of the delightful Kirribilli village. The train is a skip away and only one stop to the city. Parking included. The following inconveniences are anticipated: Scaffolding around the building Inaccessible balcony Construction noise during weekdays (8am – 4pm)

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, 110 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, 175 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 Balmoral
4.99 out of 5 average rating, 158 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.

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, 229 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
The spacious studio features a queen bed with neutral bedding, complemented by a wooden bedside table and a cozy area rug. A small dining table and chairs are positioned nearby, while natural light filters through the window, framing leafy views outside.
Apartment in Naremburn
4.77 out of 5 average rating, 102 reviews

Parkside City Pad

Tucked away on a quiet leafy street, this self-contained studio offers a unique blend of urban convenience and natural tranquility. The studio is a 15 minute bus trip away from the vibrant Sydney CBD, and adjacent to a lush bushland reserve. Get the best of both worlds! Sample the thriving metropolis or venture on a rejuvenating bushwalk leading to a harbour inlet, perfect for city slickers and nature enthusiasts alike.

Top Guest favourite
A spacious lounge room features large sliding doors that open to a garden view. Sunlight enters through the doors, illuminating the soft carpet. A comfortable sofa is positioned next to a wooden coffee table, with a television and a wooden cabinet visible in the corner.
Guest suite in Killarney Heights
4.93 out of 5 average rating, 128 reviews

1 Bedroom Garden Apartment

Located in a quiet, leafy suburb conveniently located approximately 15 minutes to the beaches and 20 minutes drive to the city. A garden apartment with a large double bedroom and bathroom / laundry, lounge room, and self contained kitchen. A hop, skip and jump to the city and Chatswood bus service and walking distance to local shops. If you have a car, there is ample street parking.

Top 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, 205 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.

Popular amenities for Willoughby family-friendly rentals