Family-friendly vacation rentals in Willoughby

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Top-rated family-friendly rentals in Willoughby

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Guest suite in Cammeray

4.93 out of 5 average rating, 196 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, 220 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.

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, 122 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, 194 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.)

Top 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, 119 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, 157 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

Guest suite in Cammeray

4.9 out of 5 average rating, 162 reviews

Heritage Charm Steps from Cammeray Village

Step into a beautifully preserved 1910 Federation home with ornate ceilings, timber floors, and leadlight windows. This spacious 2-bedroom guest retreat is perfect for couples or small families, offering private access, cozy living room, modern bathroom, sunlit veranda, and easy on-site parking. Enjoy morning coffee overlooking the lush garden. Walk to Cammeray Village, Crows Nest cafés, or take a quick bus to the CBD. A peaceful blend of heritage, comfort, and convenience awaits.

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, 164 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, 246 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.

Top guest favorite

A bright living space features a comfortable blue sofa adorned with colorful cushions. A wooden coffee table sits in front, and a dining area with a wooden table is visible. The kitchen is equipped with modern appliances, and natural light enters through the windows.

Cottage in Balgowlah

4.98 out of 5 average rating, 119 reviews

The Rangers Cottage

Charming Sustainable quiet Harbourside Holiday Cottage located on a quiet arm of Sydney Harbour. With beautiful Native Bush on one side of the road and quiet harbour side beaches at the end of the street this is a lovely location to base yourself in when exploring all that Sydney has to offer. With your private entrance from the street welcome to your Sydney Harbourside Cottage. The cottage has been set up as Sustainable Holiday Accommodation

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

4.94 out of 5 average rating, 212 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, 114 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.