Holiday houses in Winston Hills

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Top-rated holiday rentals in Winston Hills

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

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Top Guest favourite

A modern kitchen features sleek white cabinetry and dark countertops. Essential appliances, including a refrigerator and oven, are neatly arranged. Natural light pours in through the windows, illuminating the open space which connects to a cozy lounge area with bright yellow chairs.

Home in Seven Hills

4.96 out of 5 average rating, 509 reviews

Fully fenced, refreshing, cozy, safe & good stay

I follow Airbnb’s enhanced cleaning protocol. Omnipure USA drinking water Filter NBN internet . All that u need in a house, washer, dryer, dishwasher, equipped kitchen for yr comfort. Rain or shine, stay dry and cozy. Breezy , bright, fresh, enclosed alfresco..private backyard. Ducted air conditioning + fans Fully fence round the entire accomodation. Quiet, private, secured, safe stay. Book with confident expectation 850m walk to train, shopping plaza next to it. No party. No pets.

Top Guest favourite

A spacious lounge and dining area is highlighted by a round wooden table with four chairs. A comfortable sofa is present alongside large windows that offer natural light, framed by soft curtains. The kitchenette is equipped with modern appliances including a microwave and fridge.

Guest suite in Beecroft

4.97 out of 5 average rating, 151 reviews

Apartment in quiet leafy suburb

New, private, self-contained flat with off street parking & separate entrance. Continental breakfast & snacks included. Close to main transport routes such as Beecroft train station (40mins to City), buses to City, M2, NorthConnex & M7. Good shopping nearby (Castle Hill, Macquarie, Parramatta etc). Cumberland State Forest, Koala Park & Golf Club within 5mins & Olympic Park (Accor Stadium & Qudos Arena) approx 30 mins drive or bus. Free EV charging included; bring your own cable (240VAC, 2.4kW).

Guest favourite

The exterior of the house is viewed from the street, showcasing a brick façade and a well-maintained front garden. A winding driveway leads to the entrance, flanked by greenery. A tranquil atmosphere is noted with clear skies and palm trees in the backdrop.

Guest suite in Baulkham Hills

4.88 out of 5 average rating, 108 reviews

Quiet and spacious self-contained unit

The unit is on a quiet cul-de-sac street close to a large reserve. It has its own amenities and entrance that you don't share with anyone else. Bus stop to Parramatta or Castle Towers is 300 metres away. 800 metres to the bus stop on M2 and you can be in the city after 3 stops. 5 minute drive to 2 Shopping Malls. The unit is on the left end of the whole house. Its bedroom and bathroom are upstairs；the kitchen/dinning and washing machine are downstairs. NETFLIX and NBN WI-FI are provided.

Guest favourite

A spacious stackable bed is presented with a clean white bedding set and a decorative pillow positioned at the top. Freshly laundered towels are neatly arranged at the foot of the bed. The surrounding area features a small table and wooden chair, contributing to the functional layout.

Guest suite in Pendle Hill

4.9 out of 5 average rating, 20 reviews

Pendle Petite Stay | 6 min walk to Station

Keep it simple at this centrally located place. Compact yet versatile self-contained private Studio. Peaceful, quiet, and safe neighbourhood. Everything either walking distance or quick train/drive: - 6 minute walk to Pendle Hill station, pub and shops - 9 minute walk to the famous Meat Market - 22 minute walk to Wenty Leagues Club - 35 minute direct line train into the city - Easy vehicle access to M2, M7 and M4 motorways - 25 minute drive to Airport - Close to Westmead & Parramatta City

Top Guest favourite

The exterior features a modern flat with gray cladding and a light wooden front door. A path leads from the entrance through a well-maintained garden, surrounded by manicured shrubs. Tall trees provide a green backdrop in the distance, suggesting a peaceful environment.

Guesthouse in West Pennant Hills

5 out of 5 average rating, 33 reviews

Luxurious 2BR flat near Metro station <1km walk

Enjoy our peaceful self-contained flat in quiet & leafy West Pennant Hills. Perfect for an extended stay for work, travel or in-between homes. Walking distance to Cherrybrook Metro station and buses to Sydney CBD. * Complete kitchen incl. Nespresso machine & essential cooking items * Air conditioning * Desk & ergonomic chair * WiFi & Netflix * Washing machine & clothesline * Private courtyard * Private entrance with off-street parking available down the driveway (approx. 25m) from the flat

Superhost

A view from the living area features a well-maintained backyard with lush green grass and various potted plants. A seating area with a round table and chairs is visible, inviting relaxation. Soft sunlight illuminates the outdoor space, creating a peaceful atmosphere.

Guest suite in Winston Hills

4.69 out of 5 average rating, 13 reviews

Parkview Retreat

Parkview Retreat......... a quiet centrally located two-bedroom modern cottage, sleeping up to 4 guests (there is a new Queen bed in the main bedroom and a double memory foam sofa bed in the TV room, both with crisp linen and fluffy pillows). We are located 6 min. drive to Westmead hospitals. The airport is 25 mins via the M4, M8. Guests have a private entrance, via a carport. The key box number is the last 4 digits of the guest's phone number. Enter into a light filled living/kitchen room.

Top Guest favourite

A bright studio space features a king size bed with plush pillows, a cozy sofa, and a modern coffee table. Large windows allow natural light to fill the room, overlooking greenery. A smart TV is mounted on the wall, and a ceiling fan adds to the comfort.

Guest suite in West Pennant Hills

4.98 out of 5 average rating, 261 reviews

Sanctuary in West Pennant Hills.

Quiet and Private Purpose-built studio. Own entrance and Bathroom. Modern fittings with a king size bed plus an electric blanket in winter. Luxury linen and toiletries. Smart TV, Kitchenette with a stone bench. Aircon, Microwave, toaster, tea /coffee (instant and Nespresso)A light breakfast is provided. BBQ and private porch. Wardrobe. New washing machine. Wake up to the sound of birds. LGBTI friendly. Secure gated parking. Business travelers/regular guests qualify for a loyalty program.

Guest favourite

A private balcony offers an outdoor space featuring potted plants and views of surrounding greenery. The building is located near Westmead Hospital, with sunlight illuminating the scene. Large windows allow natural light to enter the adjoining interior space.

Apartment in Westmead

4.92 out of 5 average rating, 13 reviews

Home opposite Westmead hospital

It’s an apartment home (top floor) directly opposit westmead adult and children hospital . If you are here for treatment or visiting a family or having a baby or simply working at the hospital .. you can’t get a better place than this … Apartment is Located in a cul-de-sac street . 50 metres from light rail station , 200 meters form train station and 150 meters form bus junction . Ideal location for your short or long term stay. Please ensure you register correct number of guests.

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, 115 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 Northmead

4.89 out of 5 average rating, 75 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.

Guest favourite

A spacious bedroom is equipped with a comfortable bed, two bedside tables, and framed artwork. Natural light enters through a large sliding door, leading to an outdoor area with pool access. A desk and chair are positioned near the window, enhancing functionality.

Guest suite in West Pennant Hills

4.93 out of 5 average rating, 148 reviews

The Retreat- Private & Self Contained Granny Flat

Extra large 1 bedroom granny flat with spacious kitchen and bedroom. Fully self contained with separate side entry from main house so guests have full privacy. Kitchen and laundry with full facilities. A/C Wi-Fi Pool access and own yard. Smart TV wi-fi enabled. Comfortable queen bed with en-suite bathroom attached. Convenient location within walking distance to M2 public transport for 20 mins into Sydney centre! Safe street parking Hosts: H & Mac

Guest favourite

A comfortable bedroom features a spacious bed with a light grey blanket and a neatly folded towel placed on top. Natural light flows in through two windows, with wooden blinds partially opened. A small plant adorns the nightstand beside the bed.

Guest suite in Castle Hill

4.8 out of 5 average rating, 256 reviews

Two-Bedroom Guest Suite with Private Entrance

Experience solitude in our private guesthouse nestled in Castle Hill. Situated a 20-minute walk or a brief 3-minute drive from Hills Showground Metro Station, our guesthouse provides effortless city access. Additionally, Castle Towers’ shopping, Castle Hill RSL Club’s dining and entertainment, and Norwest Business Park are all within a 5-minute drive, making our location ideal for both leisure and business travelers.