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Family-friendly vacation rentals in Willoughby

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Willoughby

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite
A bright living area features large windows allowing natural light to flood in. A dark blue sofa offers ample seating alongside a stylish coffee table. A kitchenette with modern appliances is present, while artwork adorns the walls, adding a touch of character.
Guest suite in Cammeray
4.93 out of 5 average rating, 198 reviews

Self-Contained Cammeray Guesthouse near CBD and Beaches

Sit back on the sun-drenched veranda of this cosy period house and take in the sweeping views across Green Park. All rooms are spacious and come with all the essentials to make you feel at home. As hosts with a young family, we occupy part of the property and share a common wall with the guesthouse. However, the AirBnB is private, has a separate entrance and shares no common areas. This self-contained guesthouse is part of a gracious federation family home on a corner block with its own private entrance. It has one bedroom with a built in wardrobe and desk. The Living area is a combined living/dining and kitchenette leading to a large outside verandah/deck. The space is flexible and perfect for business travellers, young families and couples looking to enjoy the best parts of Sydney. We have an air mattress and crib, which we’ll include or remove based on your sleeping requirements. You’ll feel just like you’re at home away from home! Guests have a separate private access with no shared areas and direct access to Green Park from the outside veranda accessible via a side entrance. This property supports keyless access powered by August Home. Should you wish, there is no need to interact with the residents of the house, the apartment is your space and is totally private. Across the road from the house is Greens Park, which boasts a playground, public tennis courts, and basketball hoops. Cammeray golf course is practically on the doorstep as well, and there's a huge array of cafes, restaurants, and bakeries nearby. Cammeray is an excellent location with immediate access in all directions by car. There is plenty of all day parking on the street just outside our place. Public transport is a breeze into the City, North Sydney and Mosman. It's even an easy walk to & from North Sydney, Neutral Bay & Crows Nest for work or play. The kitchenette comes equipped with a bar fridge, microwave / oven, 2x induction hot plates, toaster, jug and necessities.

Top guest favorite
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
4.92 out of 5 average rating, 222 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.

Guest favorite
A modern kitchen area features a dark stone countertop, with a kettle and decorative plant positioned near a large glass window. Beyond the window, a private pool is visible, surrounded by wooden decking and tropical trees, creating a serene outdoor space.
Tiny home in Seaforth
4.89 out of 5 average rating, 218 reviews

Spa Serenity Cottage with Private Pool & Spa

This is a designer-furnished Granny Flat located at the back of our property, with its own private entrance and complete privacy. The pool, spa, and backyard are exclusively yours — no one else shares these spaces. Just so you’re aware, my wife and I live in the main house at the front. While you may occasionally hear us, we’re very quiet and respectful of your space. Your retreat is fully private, we absolutely respect that. Feel free to reach out with any questions we’re here if you need us

Top guest favorite
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, 124 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 favorite
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
4.9 out of 5 average rating, 197 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 favorite
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
4.89 out of 5 average rating, 121 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.

Top guest favorite
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
4.94 out of 5 average rating, 159 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 favorite
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, 167 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.

Top guest favorite
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, 165 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 favorite
The bedroom features a spacious bed with a marble-patterned duvet cover. Bedside tables with lamps are positioned on both sides. Natural light filters through a patterned window, while soft gray curtains frame the window, creating a serene atmosphere.
Cabin in Chatswood West
4.9 out of 5 average rating, 247 reviews

Modern Peaceful Cabin in Chatswood

Modern Granny Flat with private entrance that is tucked away in Chatswood West. It is fully self contained, featuring a kitchen with cook top, microwave, oven, and fridge. Guests have access to TV and high speed internet. The bedroom has an en-suite and is very comfortable for 1 or 2 adults. Relax on the deck in peaceful surroundings. Only a 5 min drive to Chatswood CBD and walking distance to parks, bush walks, bus stops, and a convenience store.

Guest favorite
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
4.94 out of 5 average rating, 214 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

Top guest favorite
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
4.92 out of 5 average rating, 116 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.

Popular amenities for Willoughby family-friendly rentals