Holiday houses in Chester Hill

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Top-rated holiday rentals in Chester Hill

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Top Guest favourite
A cozy tiny house is set against a natural backdrop, featuring wooden accents and a gravel path. Outdoor seating is positioned to offer scenic views, while the surrounding vegetation enhances the tranquil atmosphere. The structure is designed to blend harmoniously with the landscape.
Tiny home in Razorback
4.99 out of 5 average rating, 270 reviews

Razor Ridge Retreat-Tiny House- Pet Friendly-Views

PET FRIENDLY!!! "RAZOR RIDGE RETREAT" / "A LITTLE SLICE OF AUSTRIA" is the first of its kind in the Razorback area. It's a cosy, luxury "Tiny House" located in an idyllic bush setting on a 5 acre property in the Razorback ranges, about an hour's drive from Sydney. The tiny house is nestled safely on the edge of a ridge where day & night, spectacular uninterrupted views to the Sydney skyline can be enjoyed by you with magical sunrises and sunsets seen from your bed and also the wild birdlife.

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!

Top Guest favourite
A light-filled living area features a blue couch with a striped throw, accompanied by a small side table. Shelves lined with books are visible, alongside a sliding glass door that opens to a garden. Natural light enhances the serene atmosphere of the space.
Guesthouse in Concord
4.92 out of 5 average rating, 330 reviews

2 bedroom garden guesthouse Innerwest Sydney

-Air-conditioned & cozy 2 bedroom garden guest house situated in the quiet & secluded neighbourhood of innerwest Sydney (Concord). -Brand New & spacious accomodation furnished with premium & exquisite furnitures. -10km distance to Sydney CBD. -10mins drive to Sydney Olympic Park. For peace of mind, preferably catch Uber to Olympic Park venue when major events are on. -near popular restaurants in Majors Bay Rd & North Strathfield -15 mins walk to train station. -Plenty on-the-street parking.

Guest favourite
An expansive private courtyard is featured, furnished with a green outdoor sofa and white cushions. The large sliding doors open to a well-lit interior area. Surrounding greenery adds a natural touch, enhancing the inviting atmosphere of the outdoor space.
Apartment in Lidcombe
4.97 out of 5 average rating, 37 reviews

Comfy/Quality/BiG2bed,2 bath, Free Park, Parkview

Lidcombe-The Gallery NEW Designer Apartment, Beautiful Park View My home, spacious, located just 18km from Sydney’s CBD and only 9km from Parramatta’s CBD, 6.6kms drive from Sydney Olympic Park. The Gallery offers a central and convenient location where everything you need is within easy reach. You'll live surrounded by garden parklands in a welcoming village atmosphere that the award winning community of Botanica has to offer including parks, playgrounds, walkways and cycleways throughout.

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
4.96 out of 5 average rating, 110 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 well-maintained property is surrounded by a low, blue slatted fence, offering a glimpse of a garden with flowering plants. A private gate, partially open, leads to the entrance of the guest-suite, framed by lush greenery and a red-roofed house adorned with shrubs.
Guest suite in Bass Hill
4.89 out of 5 average rating, 269 reviews

Tranquil & private courtyard, equipped guest-suite

Relaxing & comfortable guest-suite with private courtyard, close to shopping centres, bus stop and just around 15 minute walking to Chester Hill station. The suite is equipped with air-conditioning, TV, unlimited fast broadband Internet & WI-FI. Tea, coffee and cooking facility are also provided. Guest also has the gate remote control to enter and exit with ease. This is the 1st of two separated guest-suites on our large backyard with trees. It is self contain and no sharing amenities.

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, 168 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
A cozy bedroom features natural wood ceilings, large windows adorned with sheer curtains allowing soft light to enter. A comfortable queen-size bed is centered in the room, complemented by a workspace with a chair. Lush green gardens are visible through the glass doors.
Place to stay in Wentworthville
4.98 out of 5 average rating, 50 reviews

Blissful Wooden Haven 5min drive/train parramatta

Discover your serene wooden retreat just 5 minutes from Parramatta. Nestled in lush gardens, this private haven blends warm wood and rattan interiors with modern comfort and easy self check-in. Enjoy a plush bed, private entrance, and en-suite bathroom stocked with premium body soap, shampoo, conditioner, and hand wash. Step outside to a tranquil pergola with a Buddha water feature and outdoor seating an inviting space to relax, recharge, and enjoy true peace, privacy, and style.

Guest favourite
A bright living area is showcased with large bay windows offering sweeping views of the ocean. A light-colored sofa and decorative cushions are arranged invitingly. Natural light floods the space, highlighting the wooden flooring and a modern television unit. The open door leads to a balcony.
Holiday home in Manly
4.93 out of 5 average rating, 127 reviews

Panoramic Views & Beach Front Fairy Bower

This top floor apartment undoubtably has one of the best views and locations in all of Manly. Featuring eye watering panoramic views over Manly beach as well as Fairy Bower and Shelly beach. Fairy Bower is the perfect swimming spot due to its protected location and ocean pool, which makes it perfect for families. The bay window is perfect for gazing down to the promenade, reminiscent of the Italian coastline with bathers sprawled over the rocks soaking up the summer sun.

Guest favourite
Bright living room features a large bay window that offers expansive ocean views. A comfortable gray sofa is surrounded by decorative pillows and a textured throw. A round coffee table sits in the center, complemented by a flat-screen TV on a wooden console.
Apartment in Manly
4.94 out of 5 average rating, 128 reviews

Unique WATERFRONT Apartment

Situated between Manly South Steyne and Shelly Beach lies the romantic sounding Fairy Bower. Designed for the quintessential Northern Beaches lifestyle, this top-floor unique Manly apartment is an entertainers delight offering a 180-degree ocean view. Take a surf check from the shared rooftop balcony, or just enjoy the iconic breaks of Manly Beach. With this million-dollar view, you won’t even need to leave this coastal sanctuary to feel like you’re at the water’s edge.

Top Guest favourite
Tiny home in Freemans Reach
4.98 out of 5 average rating, 44 reviews

The Bunker

Step inside this beautifully designed 170-sq-ft tiny home that proves small can be spectacular. Surrounded by open space with panoramic views, it features a queen bed for dreamy nights, split air-conditioning, and a fully equipped kitchen with everything you need. The modern bathroom offers a gas-heated shower, flush toilet, and stylish basin, because tiny living should never mean compromising on comfort. Perfect for a retreat, recharge, or couple’s escape.

Superhost
Guest suite in Sefton
4.77 out of 5 average rating, 269 reviews

The Rose Guest Suite

Small modern guest suite (studio) with your own separate bed, living room, bathroom and well equiped kitchen. All self contained within a studio style room (attached to the main house) with separate entry door and in a convenient location. Just 5 minutes walk to Sefton train station and 8 minutes to grocery store, nearby park, swimming pool and club. Also includes a washing machine and shared clothes line at the back.

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