Holiday houses in Willoughby

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Top-rated holiday 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.
Apartment in Clontarf
4.99 out of 5 average rating, 178 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.

Top Guest favourite
A private balcony offers outdoor dining with a table set for two, accompanied by vibrant views of the water and distant city skyline. Lush greenery frames the scene, while tranquil blue waters reflect the clear sky.
Condo in Mosman
4.98 out of 5 average rating, 190 reviews

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!

Guest favourite
Apartment in St Leonards
4.96 out of 5 average rating, 104 reviews

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.

Top 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.
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.)

Guest favourite
A cozy seating area features two plush armchairs positioned near a large window, providing unobstructed views of the ocean and cliffs. A small side table holds two glasses of wine, and a potted plant adds a touch of greenery.
Apartment in Vaucluse
4.97 out of 5 average rating, 115 reviews

Stunning 1bdr w/ Amazing View

Bright and airy one bedroom apartment nestled on top of Diamond Bay Cliffs with breathtaking ocean views. The stunning view overlooking the cliffs and the soothing sound of waves, provide an incredible connection to the ocean from awe inspiring sunrises to frolicking whales throughout the day. Relax with a wine or coffee in this beautifully styled home surrounded in comfort and serenity. Take a dip in the pool overlooking the ocean or take a walk along the cliff walkway. Free street parking

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, 272 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 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
4.93 out of 5 average rating, 166 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.

Top Guest favourite
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, 214 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.

Top Guest favourite
Guesthouse in St Ives
4.99 out of 5 average rating, 128 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.

Top Guest favourite
The lounge area features comfortable seating on a light-colored sofa, with vibrant pillows adding a pop of color. A coffee table filled with books sits in the center, while sunlight streams in through large windows, illuminating the greenery outside.
Condo in Mosman
4.91 out of 5 average rating, 108 reviews

MOSMAN - lovely art apartment.

Mosman - one of Sydneys finest suburbs. Beautiful Bright Art Apartment, Master Queen size large bedroom and a lovely Double bedroom. Mosman Ferry 600 metres to city. Cafes and local shops 100 metres from front door. Luxury boutiques 600 metres to gorgeous strip shopping plus a lovely walk to Mosman Zoo, famous Orpheum Cinema and Balmoral Beach and its restaurants Bus at front door. Balmoral beach 10 minutes away. The gateway to the northern beaches. Perfect location.

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.
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 .

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