
Family-friendly holiday 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.

Luxury Designer Penthouse 1BR•Skyline View•Parking
Welcome to our prime location Airbnb in Sydney's North Shore! Situated in a highly secure community, this area is known for its upscale residents. Just 100 meters away from both the train station and Metro station getting to Sydney Opera House, City, and Olympic Park for concerts is quick and convenient. Within a 5-minute walk, you'll find Colse and IGA supermarket,Asian supermarket,fine dining restaurants, parks, libraries, and Gyms,hospital. Adjacent to the lobby, there's a fantastic café where you can enjoy delicious meals anytime. The scenery outside changes with every time frame. Sometimes, the clouds are thick, resembling large cotton candies; other times, they are scattered, making it feel like living in the clouds. Even on rainy days, it's still very picturesque. Coupled with Hermès blankets and tableware, any photo taken looks beautiful, almost as if they've been Photoshopped, all with an Ins-vibe. As it's primarily for my parents' vacation stay. Therefore, it’s not available all the time and all furniture is custom-made for safety and comfort, ensuring you'll feel right at home during your stay. This independent penthouse 1-bedroom 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. Free and oversized park space is provided in B2 for your convenience. I hope my apartment will add fun and unforgettable memories to your trip. Looking forward to hosting you soon!
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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.
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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.
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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.
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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!
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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.)
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Rainforest Tri-level Townhouse.
Enjoy a peaceful stay in this spacious, updated tri-level townhouse, among leafy, tree-lined streets. With its own separate access, off-street parking, and ample safe street parking available, this home offers privacy and convenience. Perfectly located just off the M1 motorway, it’s an ideal stopover along the M1, while also being close to the SAN Hospital, major schools and shopping. Nearby parks, an oval, and bush walks add to the tranquil setting, an ideal base for short or longer stays.
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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.
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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.
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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!
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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 .
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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.
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Popular amenities for Willoughby family-friendly rentals
Family-friendly home rentals with a hot tub

Modern Apartment @Chatswood CBD
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Spa Serenity Cottage with Private Pool & Spa
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Heart of Chatswood | Parking | Pool | Gym | Metro
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Resort style self-contained unit. Pets welcome.
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Paradise Country Living near City and Beaches
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Little Manly Retreat, with direct beach access
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Ultimate Luxury Just 100 Steps from Manly Beach
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Killara Luxurious 8BR House 360 degree view
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Family- and pet-friendly home rentals

Walk to the Beach from a Leafy Paradise in Mosman
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Stunning Huge Studio, Sunny terrace with Parking
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Collaroy Beach Bungalow
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Studio cottage close to the beach
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Pymble Flat
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Garden Cottage: Stunning Pool, A/C - Pymble
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Waterfront on Botany Bay in Kurnell
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Boutique Cottage | Pool | 15 mins to Sydney CBD
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Family-friendly home rentals with a pool

Luxury Garden Cottage Retreat - Romantic & Restful
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Killara / Lindfield, pool, AirCo, quiet, smart TV
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Stunning 1bdr w/ Amazing View
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Palm Pavilion: architectural rainforest retreat
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Opera House Views | Harbourfront Cremorne Point
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Garden guesthouse
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Gladesville By The Water
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Fairlight House
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Destinations to explore
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