Vacation rentals in Winston Hills

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Top-rated vacation rentals in Winston Hills

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

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Guest favorite

Guest suite in Castle Hill

4.96 out of 5 average rating, 103 reviews

Aunty Mary's Retreat

Serene retreat in cul-de-sac. Enjoy a seperate bedroom from family room & 2nd sitting room with sofa-bed, fully equiped kitchen. large bathroom with own laundry for washing & ironing facilities. Leather recliners & wood fire. 2 TVs, boardgames & books. Large deck surrounded by camellias (in season),extensive seating, own BBQ & treadmill. Private side entrance. Wifi, Netflix. Short walk to park (picnic areas, BBQs, kids playground). 7 minute drive to Castle Towers, restaurants & entertainment.

Guest favorite

Home in Telopea

4.94 out of 5 average rating, 184 reviews

Holiday guest house

Come for the experience and stay for the comfort. A two-bedrooms guest house, which was recently built in the backyard of our house, is available for you to experience Sydney livings. The property is in a safe and quiet neighbourhood, is 10 minutes walk to the bus and light rail, to the local groceries, takeaway foods and coffee shops. It is also a short driving distance to the Carlingford and Paramatta shopping centres. A continental breakfast is complemented to our guests for your convenience.

Guest favorite

Home in Seven Hills

4.96 out of 5 average rating, 438 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.

Guest favorite

Guesthouse in Glenhaven

4.96 out of 5 average rating, 122 reviews

Five Bees Bush Retreat Guest House

This luxurious guest house is nestled amongst trees with a stunning view over the surrounding bush valley. Situated in the leafy and hilly suburb of Glenhaven, you feel like you're in the middle of the Australian bush, yet are still close to shops, restaurants, train station and other amenities. There is a private deck off the bedroom where you can enjoy breakfasts or sundowners (weather permitting). The property is situated apart from the main residence and has a separate and private entrance.

Guest favorite

Guest suite in West Pennant Hills

4.98 out of 5 average rating, 222 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 favorite

Guesthouse in Pymble

4.86 out of 5 average rating, 146 reviews

Garden Cottage + Stunning Pool, Pymble

Stunning and secluded garden cottage on Sydney's north shore with an amazing pool. Stylish, fully-equipped, air conditioned and set in a quiet landscaped garden with new pool & patio, it is peaceful and lovely. There’s a private entrance and a great aspect to garden and pool, a dedicated workspace with high speed internet and private sandstone patio with seating. Stroll to local restaurants & shops, reach the City & Beaches by car, bus & rail. Pets Welcome. Cleaning protocols in place.

Guest favorite

Guest suite in West Pennant Hills

4.92 out of 5 average rating, 101 reviews

Large one bedroom granny flat - private entrance

Modern 1 bedroom granny flat with spacious kitchen and bedroom. Fully self contained with separate side entry from main house so guests have full privacy. A/C. Kitchen and laundry with full facilities. Wi-Fi provided. Has outside seating with pool access and own yard. Living room with sofa bed and 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! Hosts: H &Mac

Guest favorite

Guest suite in Bella Vista

4.9 out of 5 average rating, 121 reviews

Corporate Hide-Away/5mins walk to Norwest Metro.

Attached to existing home, with two separate entrances (front & back) into the flat. A 5min walk to Norwest Shops, bus stops, HillSong Church & the Metro train system connecting you to the City in under 30 minutes! 10 minutes drive from Bella Vista & Baulkham Hills Private Hospitals & Lakeside Medical Rooms. Surrounded by Norwest Business Park! Perfect for corporate renter, holidayers, weekend & mid-week use or week2week accommodation. Private, safe & tastefully decorated.

Guest favorite

Guesthouse in Wetherill Park

4.83 out of 5 average rating, 102 reviews

Spacious 1-bedroom guest house with self check in!

This spacious self-contained guest house is convenient as it is located in walking distance to a supermarket, wetherill Park TAFE and bus lines, including the T80 line to Parramatta and Liverpool. It is also a short drive to the growing industrial zone in the local area. This space is ideal for students, workers on business trips, or anyone looking for long or short stays. There is unlimited street parking available and a park with pedestrian access close by.

Guest favorite

Serviced apartment in Parramatta

4.95 out of 5 average rating, 113 reviews

Parramatta Hotel Apartment

Quiet comfortable fully furnished apartment located in the heart of Parramatta. Full panel windows maximise the lovely natural light, air conditioning, fully tiled modern bathroom and an internal laundry with washing machine and dryer. Situated within minutes to Parramatta District, Parramatta Train Station, Parramatta Westfield and many other specialty stores, cafes and restaurants. Instant booking available: 9am-11pm Sydney time. Sofa bed is for 3rd guest.

Guest favorite

Guest suite in Castle Hill

4.83 out of 5 average rating, 165 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.

Guest favorite

Rental unit in Cherrybrook

4.89 out of 5 average rating, 304 reviews

Cherrybrook Studio Apartment

My place is great for couples, adventurers, business travelers, and families (with kids).The apartment is within our home with separate access to the street. It can sleep up to four people with a queen size bed and a pull out double size sofa bed. The kitchen has a microwave oven, refrigerator and appliances. Plenty of unrestricted free on street parking and close to public transport.