Holiday rentals in Chester Hill

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Top-rated holiday rentals in Chester Hill

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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, 279 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
Apartment 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.
Guest house in Concord
4.93 out of 5 average rating, 336 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
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, 228 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, 209 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
Tiny home in Yellow Rock
4.97 out of 5 average rating, 157 reviews

Tiny Bush Escape Blue Mountains

Private Adults-Only Tiny Home | Bush Escape | 1.5hrs from Sydney Looking to truly unwind? This peaceful retreat is tucked away among the trees in the lower Blue Mountains – the perfect spot to slow down, reconnect with nature, and exhale.   Experience the “tiny home” lifestyle in what was once a 40ft shipping container. This beautiful tiny home has been thoughtfully transformed into a luxurious escape for couples, solo travellers, or close friends looking to recharge in privacy and comfort

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, 175 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
An open-plan living area features a black sofa bed and a glass coffee table on a decorative rug. A dining table for four is seen in a well-lit space, with modern kitchen cabinetry visible in the background. A flat-screen TV is positioned on a wooden stand.
Bungalow in Rydalmere
4.93 out of 5 average rating, 363 reviews

Private and Convenient Duplex great for family

My place is good for business travelers and families with kids. Private and secure entry, 3 bedrooms 2 bathrooms, laundry, dining, kitchen and nice backyard. One level house with no stairs inside or outside property, free parking. Convenient public transport at door step, bus, ferry & train to city. Local play park for children. Walk to Aldi Supermarket, Thai Restaurant, Chinese & India take away and Doner Kebab shop. Host speaks English, Cantonese and Mandarin. Gas BBQ available.

Top guest favourite
An outdoor dining area is set with a white tablecloth, adorned with elegant dinnerware and glassware. Fresh flowers are arranged in a vase, while soft lighting enhances the lush greenery in the background. Intimate seating is visible, providing a serene atmosphere.
Guest house in St Ives
4.99 out of 5 average rating, 131 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
An outdoor terrace features a dining area with black metal chairs and a table, overlooking a serene pool and lush greenery. The tranquil water reflects the surrounding hills, while a gentle sky offers a soft blue backdrop, creating a relaxed atmosphere for gatherings.
Home in Seaforth
4.83 out of 5 average rating, 149 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!

Popular amenities for Chester Hill holiday rentals