Holiday rentals in Willoughby

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Top-rated holiday rentals in Willoughby

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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
Flat in St Leonards
4.98 out of 5 average rating, 102 reviews

Hermès-themed Penthouse 1 Bed With Iconic Views

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.

Guest favourite
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.
Flat in Cammeray
4.91 out of 5 average rating, 212 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 favourite
A stylish living area features large glass sliding doors, offering a view of lush greenery outside. A comfortable sectional sofa and a round coffee table provide a cozy seating arrangement. Natural light fills the space, enhancing the warm wooden accents throughout.
Home in Narrabeen
4.97 out of 5 average rating, 225 reviews

Narrabeen Luxury Beachpad

Between the lagoon and the ocean…. Clever architectural design with full size well equipped kitchen and beautiful private sunny balcony. This is a one bedroom freestanding fully self contained private elevated dwelling amongst the giant bamboo, Bangalow palms and bromeliads with lake glimpses and ocean breezes. If you're looking for somewhere out of the ordinary, in an outstanding location just minutes walk to the beach, and a little more special than the rest, you will not be disappointed.

Superhost
A modern kitchen area features a dark stone countertop, with a kettle and decorative plant positioned near a large glass window. Beyond the window, a private pool is visible, surrounded by wooden decking and tropical trees, creating a serene outdoor space.
Tiny home in Seaforth
4.89 out of 5 average rating, 269 reviews

Spa Serenity Cottage with Private Pool & Spa

This is a Granny Flat located at the back of our property, with its own private entrance and complete privacy. The pool, spa, and backyard are exclusively yours, no one else shares these spaces. Just so you’re aware, we live in the main house at the front. While you may occasionally hear us, we’re very quiet and respectful of your space. Please respect the neighbourhood while you are listening to your music and keep the noise down. Your retreat is fully private, we absolutely respect that.

Guest favourite
A spacious living area features a leather sectional sofa complemented by a green patterned cushion. A modern side table stands next to a comfortable ottoman, while a large area rug enhances the wooden flooring. A large artwork hangs on the wall, adding a cultural touch.
Guest suite in Crows Nest
4.89 out of 5 average rating, 169 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 favourite
Townhouse in Cammeray
4.9 out of 5 average rating, 21 reviews

CammerSTAY - your urban retreat!

Welcome to CammerSTAY, your home away from home tucked away in leafy lower north shore. This newly renovated, family-friendly 2-bedroom townhouse is an urban sanctuary offering the perfect blend of calm, comfort, style, and convenience—a stone's throw away from Sydney CBD, North Sydney, Crows Nest and Neutral Bay. Whether you are a travelling family, a couple on a Sydney getaway, or in town for work, this Cammeray gem offers everything you need for a comfortable, memorable stay.

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 .

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, 161 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.

Superhost
The spacious studio features a queen bed with neutral bedding, complemented by a wooden bedside table and a cozy area rug. A small dining table and chairs are positioned nearby, while natural light filters through the window, framing leafy views outside.
Flat in Naremburn
4.76 out of 5 average rating, 105 reviews

Parkside City Pad

Tucked away on a quiet leafy street, this self-contained studio offers a unique blend of urban convenience and natural tranquility. The studio is a 15 minute bus trip away from the vibrant Sydney CBD, and adjacent to a lush bushland reserve. Get the best of both worlds! Sample the thriving metropolis or venture on a rejuvenating bushwalk leading to a harbour inlet, perfect for city slickers and nature enthusiasts alike.

Top guest favourite
A lush garden area features vibrant green grass that gently slopes down towards the tranquil waters of Sydney Harbour. A large tree stands prominently, offering shade. Various boats are anchored in the calm bay, surrounded by the greenery of the shoreline.
Flat in Kurraba Point
4.98 out of 5 average rating, 100 reviews

Harbour View Shellcove

Stunning Harbour-Side Retreat with Jetty Access Welcome to your dream Sydney escape! Nestled in the highly sought-after neighbourhood of Kurraba Point, our charming 2-bedroom apartment offers you the perfect blend of tranquillity and urban convenience. Here, you'll enjoy breathtaking harbour views, direct access to a private jetty, and swift access to the city via a 9-minute ferry. Book your memorable stay today.

Guest favourite
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, 130 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.

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