
Family-friendly holiday rentals in Willoughby
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Top-rated family-friendly rentals in Willoughby
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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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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.
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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

Heart of Chatswood | Parking | Pool | Gym | Metro
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Spa Serenity Cottage with Private Pool & Spa
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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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Supreme Sydney Rocks Suite + Spectacular Pool View
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Killara Luxurious 8BR House 360 degree view
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Whale Beach Secluded Self Contained Spa Cottage
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Luxury Apartment Overlooking City and Darling Harbour
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Family- and pet-friendly home rentals

Studio cottage close to the beach
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Collaroy Beach Bungalow
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Free Wine with any night stay in June July august
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Island Paradise - Private Waterfront Retreat
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Waterfront on Botany Bay in Kurnell
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World-class Sydney Harbour View-SuperHost
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Boutique Cottage | Pool | 15 mins to Sydney CBD
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Unique studio at Historic Wharf
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Family-friendly home rentals with a pool

Stunning 1bdr w/ Amazing View
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Gladesville By The Water
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Killara / Lindfield, pool, AirCo, quiet, smart TV
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Guest House in bush setting with use of pool
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Seaforth Harbour View Pool 8 Guests 10min Manly
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Palm Pavilion: architectural rainforest retreat
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Comfortable 1BR Apartment | Steps to RNSH & Rail
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Garden guesthouse
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Destinations to explore
- Sydney Holiday rentals
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- Hunter valley Holiday rentals
- Kiama Holiday rentals
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- Darling Harbour
- Sydney Opera House
- Manly Beach
- Wollongong Beach
- Avalon Beach
- Bronte Beach
- Terrigal Beach
- Accor Stadium
- Maroubra Beach
- Qudos Bank Arena
- Copacabana Beach
- Sydney Town Hall
- Icc Sydney
- South Cronulla Beach
- The University of Sydney
- Clovelly Beach
- Dee Why Beach
- University of New South Wales
- Newport Beach
- Tamarama Beach
- Coledale Beach
- Sydney Harbour Bridge
- Mona Vale Beach
- Freshwater Beach





