Family-friendly holiday rentals in Willoughby

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Top-rated family-friendly rentals in Willoughby

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Top guest favourite
The spacious balcony features sun loungers and a table setting, offering panoramic views of the beach and marina. A peaceful coastal landscape is visible, with trees framing the scene and boats anchored in the serene waters.
Flat in Clontarf
4.99 out of 5 average rating, 176 reviews

Harbour Hideaway

Beach front Luxury escape for 2 only. No parties allowed, it is on the lower level of our house, which overlooks Sydney Harbour, It has its own private entrance and is totally separate, it has direct access to the beach in Clontarf, there are 62 steps up to the apartment. We are on the Spit bridge to Manly walk which is stunning. Seaforth Village and Manly are close. Sandy bar cafe at the Marina and Bosk in Park, also a wide variety of first-class dining and shopping options are close by

Top guest favourite
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 Castlecrag
4.98 out of 5 average rating, 132 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 favourite
A cozy sleeping area features a spacious bed dressed in white linens with decorative cushions. A light-colored sofa is positioned nearby, complemented by a round wooden table adorned with a potted plant. Wall art depicting a beach scene is displayed, along with a subtle air conditioning unit above.
Guest house in Allambie Heights
4.8 out of 5 average rating, 111 reviews

"The Deck" newly furnished G/ flat Priv backyard

"The deck" is a delightful backyard cottage in a leafy Aussie suburb close to the N beaches sites-(Manly, Freshwater, beautiful beaches, Westfield) . It is freshly furnished & styled with a new kitchen (Nov 2025) TV, bathR, Q bed & has large priv sun filled deck. across the road from beautiful Manly dam- popular for mountain bike riding & bush walks . V Quiet yet close to everything. 7 mins to Manly beach and 25 mins to Sydney CBD, 5 mins to Warringah Westfield. 10 mins walk to the bus stop.

Guest favourite
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.
Flat in Chatswood
4.91 out of 5 average rating, 138 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.

Guest favourite
An open-concept living area features a wooden dining table surrounded by white chairs, complemented by a cozy seating area with a gray sofa. The space is illuminated by natural light filtering through three tall windows. Exposed beams create a sense of height and warmth.
Guest house in Dee Why
4.92 out of 5 average rating, 140 reviews

Collaroy Beach Bungalow

Welcome to our loft bungalow near Collaroy Beach, offering modern comfort and beachy charm. Enjoy the open-concept living space with tasteful coastal decor and your own private outdoor space. Fully equipped modern kitchen, laundry and luxury bathroom with rain shower. Comfortably sleeps 4 across the two Queen bedrooms with quality linen (the loft bedroom has a sloped ceiling, taller guests might be more comfortable using the primary bedroom.) Perfect for your next beachy getaway.

Top guest favourite
A covered outdoor area features two wicker chairs set on a wood deck, inviting relaxation. A view into the interior reveals a spacious dining table surrounded by modern chairs, illuminated by soft overhead lighting.
Guest suite in Wahroonga
4.98 out of 5 average rating, 166 reviews

Rainforest Tri-level Townhouse.

Enjoy a peaceful stay in this 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.

Guest favourite
The open-plan living area features a mix of comfortable seating, including a sleek leather sofa and plush chairs. Natural light floods in through multiple windows, illuminating the neutral tones and decorative artifacts that add character to the space. A coffee table anchors the room, surrounded by decorative pots.
Guest suite in Mosman
4.8 out of 5 average rating, 125 reviews

.::Mosman/Balmoral Luxury Apartment - Hidden Gem

Welcome Spacious, giving you over 72 square metres of space. This yours to enjoy Nestled right on Balmoral slopes, a stone's throw from the cosmopolitan living in the Mosman Village, mere 3 minutes walk from your door, where there are plenty of cafes and boutique stores. Enjoy the stunning natural light and all the amenities needed for easy living. Conveniently located 10 mins walk to/from beach the beach, a 2min walk to the main bus stops that take you into Sydney city.

Top guest favourite
Guest house in St Ives
4.99 out of 5 average rating, 123 reviews

Luxury Garden Cottage Retreat - Romantic & Restful

Arriving through antique gates, wander down wisteria covered walkway to your home away from home. Outdoor tiled undercover area with dining/living space, lit in evenings with silk lanterns invite you outside for a special occasion. Light-filled cottage, open plan living/dining area. Bedroom boasts plush queen bed for a blissful nights' sleep. Bathroom invites indulgence with a rainforest shower. Fully equipped kitchen with washing machine. Thoughtful touches throughout.

Guest favourite
A bright and airy kitchen area features a dining table covered with a gray cloth, surrounded by four white chairs. A glass vase rests on the table, and a large window allows natural light to fill the space. A refrigerator and kitchen cabinets are visible in the background.
Guest house in Roseville
4.83 out of 5 average rating, 110 reviews

Entire Guesthouse hosted by Stella

Set in the leafy, quiet and family friendly suburb of East Lindfield. This private self contained guesthouse offers a sunny spacious place (36SQM) with a queen size bed, basic kitchenette, bathroom and a seperate entrance to allow your own privacy. 3KM to chatswood shopping centre 2.5KM to Lindfield station&shopping village 2KM to Roseville station 10 minutes walk to local shopping village 10 minutes walk to bus station for buses to city/chatswood/roseville station

Guest favourite
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.
Flat in Castlecrag
4.93 out of 5 average rating, 176 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 favourite
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
4.91 out of 5 average rating, 259 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 favourite
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.
Guest house in Balmoral
4.99 out of 5 average rating, 158 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.

Popular amenities for Willoughby family-friendly rentals