Vacation rentals in Willoughby

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Top-rated vacation rentals in Willoughby

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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 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 favorite
Apartment in St Leonards
4.96 out of 5 average rating, 104 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.

Top 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
4.91 out of 5 average rating, 213 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 living area features large glass windows showcasing a vibrant sunset. A light-colored sofa is positioned near the window, alongside a round ottoman. A white dining table with two chairs is present, and a textured area rug adds warmth to the floor.
Guest suite in Fairlight
4.99 out of 5 average rating, 212 reviews

Gorgeous 1 bed flat in Fairlight, close to Manly

Set against a picturesque backdrop that sweeps from yacht-studded North Harbour to the ocean through Sydney Heads, this peaceful, renovated 1 bedroom granny flat offers a spacious retreat with only a short stroll to stunning Fairlight harbour beaches and an easy 20min walk to Manly and the Ferry along the Manly Scenic Walkway. Enjoy a light, bright, airconditioned and spacious apartment with seperate private entrance, a new kitchen with dishwasher and floor to ceiling harbour views.

Guest favorite
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, 127 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 favorite
Guesthouse in St Ives
4.99 out of 5 average rating, 127 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 favorite
A bright bedroom features a queen bed adorned with decorative pillows, complemented by a cozy armchair placed nearby. Large windows allow natural light to fill the space, and framed artwork is visible on the mirror wall, enhancing the room's open feel.
Guesthouse in Pymble
4.94 out of 5 average rating, 122 reviews

Pymble Flat

Kick back and relax in this calm, stylish space. Enjoy the newly renovated kitchen, fresh decore and pretty garden outlook. The property is fully air-conditioned with units in both the bedroom and living room. The property is a granny flat which shares no walls with the main dwelling. It is a completely separate space, joined to main dwelling by a balcony. Please note, access to the property is via 14 stairs. 12 minute walk to Pymble Station and 100m to bus stops.

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, 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 favorite
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.
Guesthouse 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.
Apartment 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 favorite
A round dining table features an assortment of fresh fruits and cheeses, accompanied by a vase of yellow roses. Through an arched window, a vibrant view of Sydney Harbour shows boats navigating the water, framed by the skyline and iconic landmarks.
Guest suite in Cremorne Point
4.96 out of 5 average rating, 121 reviews

⁕Sydney harbourfront/ Opera House views

Wake up to stunning Opera House and filtered Harbour Bridge views from this private harbourfront apartment. It’s the perfect blend of comfort, space, and Sydney’s iconic waterfront lifestyle. Guests who value calm, comfort, and front-row Opera House and harbour views. Just steps from the foreshore, 2 minutes to ocean swimming pool- 5 minutes to ferry- than 9 minutes to Circular Quay, and the Opera House.

Guest favorite
The exterior of a contemporary three-level house is visible, surrounded by lush greenery and positioned along the water's edge. A broad deck extends from the house, featuring outdoor seating. A private pontoon and a boat are situated at the water, further enhancing the waterfront setting.
Home in Berowra Waters
4.95 out of 5 average rating, 208 reviews

Berowra Waters Glass House

Nestled within Berowra Waters park the Berowra Waters Glass House offers three bedrooms and three bathrooms over three levels and comfortably accommodates up to six people. All rooms are tastefully and stylishly decorated for your comfort and enjoyment. With spacious balconies extending from the kitchen and living areas, you can take advantage of the stunning 180 degree views.

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