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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, 188 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

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, 280 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.

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, 229 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

Guest favourite
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
4.9 out of 5 average rating, 210 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.

Top 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, 100 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

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, 230 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 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, 194 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.

Top Guest favourite
An inviting seating area features a wooden daybed adorned with soft cushions. A stone bath is visible nearby, accompanied by lush potted plants. Natural light floods the space through open doors, revealing a glimpse of the garden beyond.
Holiday home in Maianbar
4.96 out of 5 average rating, 204 reviews

Magical Maianbar Retreat

Rated one of the top 14 Airbnb's in Sydney by Urban Space. Light filled studio brimming with flowers & ferns, & a glorious stone bath for two. Opening onto extensive gardens with beach access from garden gate. All essentials: En-suite, kitchenette including microwave, toaster, coffee machine & jug. Adjacent undercover BBQ & gas ring. Organics products & fresh fruits included with breakfast. Please advise if gluten or lactose free. NB: Adult's only retreat, no children or pets.

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, 179 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.

Top Guest favourite
Guesthouse in Saint Ives
4.99 out of 5 average rating, 134 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.

Superhost
A tranquil view is presented from the outdoor pool area, showcasing a curvy pool reflecting the twilight sky. Lush greenery surrounds the space, and adjacent to the pool, a stylish house offers expansive glass doors leading into the interior, creating a seamless indoor-outdoor connection.
Home in Seaforth
4.83 out of 5 average rating, 150 reviews

World Class Villa HarbourView Private Beach Manly

Sitting in an exclusive harbourfront cul-de-sac, you will have a great time with your family and friends in this resort style house. Convenient and close to the shops, restaurants, beaches and reserves. Plenty of local spots for having family time with the children. Spectacular harbour and city skyline view, grand entertainment area and pool cabana, Manhattan stylish courtyard in holiday vibes. We are looking forward to your reservation for a relaxing getaway!

Top Guest favourite
Home in Bundeena
4.95 out of 5 average rating, 170 reviews

Fire @ Ethel & Ode's

Self contained studio for two, bath, kitchen, private deck, Tesla charger ... This gorgeous seaside escape is an adults only retreat for singles or couples wanting to escape from the world. Tucked away on the E&O property, Fogo offers absolute waterfront views and privacy. Equipped with kitchen, ensuite and its own private deck - you will never want to leave! Tesla charger is available by prior arrangement.

Popular amenities for Chester Hill holiday rentals