Family-friendly vacation rentals in Willoughby

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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
Guest suite in Cammeray
4.92 out of 5 average rating, 208 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.

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, 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 favorite
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, 191 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 favorite
Apartment in St Leonards
4.97 out of 5 average rating, 123 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 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
4.91 out of 5 average rating, 223 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 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, 167 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.

Top guest favorite
A spacious living area features large glass windows showcasing a vibrant sunset. A light-colored sofa is positioned near the window, alongside a round ottoman. A white dining table with two chairs is present, and a textured area rug adds warmth to the floor.
Guest suite in Fairlight
4.99 out of 5 average rating, 227 reviews

Gorgeous 1 bed flat in Fairlight, close to Manly

Set against a picturesque backdrop that sweeps from yacht-studded North Harbour to the ocean through Sydney Heads, this peaceful, renovated 1 bedroom granny flat offers a spacious retreat with only a short stroll to stunning Fairlight harbour beaches and an easy 20min walk to Manly and the Ferry along the Manly Scenic Walkway. Enjoy a light, bright, airconditioned and spacious apartment with seperate private entrance, a new kitchen with dishwasher and floor to ceiling harbour views.

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
4.88 out of 5 average rating, 185 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 favorite
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 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, 179 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 favorite
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, 175 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 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
4.95 out of 5 average rating, 242 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

Popular amenities for Willoughby family-friendly rentals