Holiday houses in Chester Hill

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Top-rated holiday rentals in Chester Hill

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite

The living area is characterized by large glass doors opening to a scenic view, allowing natural light to fill the space. A comfortable seating arrangement is present, with a soft blanket draped over a couch. A dining table and rustic shelves are located in the foreground.

Guest suite in Cowan

4.98 out of 5 average rating, 193 reviews

The Lotus Pod - Unique Guesthouse with views

Situated in the grounds of Austral Watergardens nursery, this large,spacious studio is located approx. 50 mins drive north of Sydney. On the doorstep of the Hawkesbury River and Berowra Waters, the Lotus Pod offers a country escape or romantic getaway. With magnificent views across the pristine Mougamarra Nature Reserve and surrounding gardens, a perfect place to relax & unwind. Visit the local eateries, enjoy fresh seafood on the River, Ferry Rides, The Great North walk & bushland scenery

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

A cozy lounge area is highlighted by a large sectional sofa adorned with decorative pillows. A rustic brick wall adds warmth, while natural light streams through a set of arched doors leading to the outside. Light-colored curtains frame the windows, complementing the wood accents.

Home in Bass Hill

4.87 out of 5 average rating, 232 reviews

Large three bedroom home, people & pet friendly!

Spacious 3 bedroom brick house. Ensuite, corner bath, and all amenities. 2 Queen Beds, 2 Single Beds. Sleeps 6 comfortably. Pets welcome in fully fenced area around perimeter of house. Driveway parking for 2 cars. 1 min walk to Crest Park, 3 min walk to Crest Sporting Complex, Velodrome & Steven Falkes Reserve. Great location with a 10 mins walk to Bass Hill Plaza, 5 mins walk to main road buses. Air conditioning in Lounge/Dining/Kitchen, ceiling fans in bedrooms. No Parties please

Top Guest favourite

A wooden boathouse floats on calm waters, surrounded by sailboats and lush hills. The structure features a dark exterior with a single door and a large window. Soft clouds float in a blue sky, reflecting the tranquility of the setting.

Houseboat in Newport

4.99 out of 5 average rating, 266 reviews

The Salty Dog

As seen on Ch7 Morning Sunrise, House&Garden, Inside Out, Homes to Love Au, My Favourite Stays Au & NZ, Stayawhile magazines and Sommerhusmagasinet (Europe) The smell of salt air, the sound of water lapping, the sun glinting off ripples that surround you...a feeling of peace and the world left behind. The Salty Dog is a space that is both cosy and open to the water, a wooden boathouse for two that invites you to relax and just 'be', to go off grid and reconnect with mother nature at her best.

Superhost

A well-lit bedroom features a queen bed with floral bedding alongside a single bed with a patterned cover. A large window allows natural light to fill the space, while a piece of vibrant wall art adds a splash of color.

Home in Regents Park

4.91 out of 5 average rating, 211 reviews

New private granny flat

Spend the night in a luxurious private granny flat suited both short term and long term stays. Located in a quiet neighborhood, this flat is conveniently located next to a bus stop or a 800m walk from the station. 12 minutes drive to Sydney Olympic Park, Westfield Burwood or Parramatta - Queen bed, private bathroom and washing machine - Fully equipped, stylish kitchen with stone bench tops & cooking utilities - Private entry and free unlimited parking. -No house party -NO PET ALLOWED.

Guest favourite

A modern granny flat is highlighted with a combination of wooden and sleek finishes. Adjacent outdoor seating is visible under an overhang, creating a shaded area. Lush greenery surrounds the space, and a well-maintained lawn enhances the inviting atmosphere.

Tiny home in Lidcombe

4.96 out of 5 average rating, 103 reviews

Charming Cubby house Olympic Park

Welcome to our Cubby House, your next perfect getaway! Relax and unwind in our cozy and fully equipped granny flat. This private retreat offers: 1 bedroom with a double-sized bed for restful nights 1 modern bathroom and laundry Exclusive open-plan entertainment & dining area Private outdoor BBQ space Shared front yard Secure & private parking 20min walk (or 5min drive) to Lidcombe Station 10min walk (or 5min drive) Lidcombe shopping centre 35min walk (or 5min drive) to Olympic park station

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, 120 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

Guest favourite

A view from the entrance showcases a wooden staircase leading upward, framed by a sleek glass door. The staircase is accompanied by a small wooden shelf against the wall, while a textured green mat is placed at the base.

Home in Lidcombe

4.93 out of 5 average rating, 233 reviews

New Studio in Lidcombe

You'll love staying in my new studio. It’s fully self contained with access to your own fully equipped kitchen ,bathroom and laundry. About 4 min DRIVE to Lidcombe shopping centre &Costco About 6 min DRIVE to Lidcombe trains & buses station About 5 min DRIVE to Olympic park trains station & Flemington Market Features: - Sunny, spacious open plan studio - NEW home appliance - Air-conditioner - Kitchen with gas cooktop - Clean and Shiny bathroom - Free Wi-Fi - Free street parking

Guest favourite

A cozy outdoor seating area is arranged on a wooden deck. Four wooden chairs with cushioned seats surround a small table, complemented by potted plants and greenery. A chimenea stands nearby, adding warmth to the inviting space, which is framed by the cottage's exterior.

Guesthouse in Rydalmere

4.94 out of 5 average rating, 127 reviews

Garden guesthouse

Fully self contained one bedroom cottage close to transport, Parramatta CBD, restaurants, sporting venues, pubs and clubs via the new light rail. Only 6km from Homebush Olympic Precinct. A pretty garden setting with access to pool and outdoor entertaining areas. We have a sofa bed in the lounge room for extra accommodation and a portable cot on request. A fully provisioned laundry and kitchen with coffee maker and all glassware, plates, bowls, pots and pans. Towels and linen provided.

Superhost

A modern property is enclosed by a sleek blue fence, providing privacy. A well-maintained pathway runs alongside the gate, framed by neatly trimmed shrubs and flowers. The entrance features a mailbox, and a sunny sky offers a clear blue backdrop.

Guest suite in Bass Hill

4.88 out of 5 average rating, 195 reviews

Tranquil & private with courtyard guest-suite 2

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 2nd of two separated guest-suites on our large backyard with trees. It is self contain and no sharing amenities.

Guest favourite

A serene outdoor space features a sparkling pool surrounded by tiled flooring and a lush green plant. A shaded seating area with a straw umbrella is visible, adding comfort and relaxation to the setting. The backyard is enclosed by fencing for privacy.

Guesthouse in Northmead

4.89 out of 5 average rating, 127 reviews

Private Pool Villa

The Pool guest house is a unique 2 bedroom self contained & newly renovated space . Totally private !! You have your own private entry & parking is at the door. The guest house has 2 bedrooms , bathroom , shower & a separate toilet . It also has a lounge room with a 2.5 seater sofa's and a smart Tv . The outdoor patio area has a kitchenette , lounge seating , dining table , barbicue area , fireplace , sunlounges & an amazing pool . Highchair & Cot are also available for toddlers

Guest favourite

An open-plan living area showcases a light-filled space with a plush sofa and a minimalist coffee table atop a patterned rug. A dining area with a small table is visible, and large windows offer views of the natural surroundings. The kitchen can be seen in the background.

Guesthouse in North Rocks

4.9 out of 5 average rating, 101 reviews

Evergreen Haven for Leisure or Business + parking

Perfect for business travelers looking to unwind after a busy day . Welcome to your peaceful home away from home—just a 7-minute drive from the heart of Parramatta. Whether you’re visiting for business, a short work assignment, or simply in need of a quiet, rejuvenating space, this calming retreat offers the best of both worlds: easy access to the bustling CBD, Westmead Hospital, shops, and public transport and a tranquil escape to recharge. Ideal for short or long stays.