Family-friendly holiday rentals in The Hills Shire

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.

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.

Quiet country getaway in stylish 2 bdrm shed

There's nothing like a fire in winter! The Shed is a cosy retreat in the Hawkesbury Valley, a charmingly converted workshed offering plush beds, a rustic kitchen, comfy lounge area, wood heater, and an outdoor firepit perfect for stargazing. Enjoy Netflix, Wi-Fi, stunning sunsets, and gentle visits from kangaroos, alpacas, and native birds. A peaceful haven for two or a small family—and yes, your pup can come too! Hearty breakfast provisions supplied, including freshly homebaked sourdough.

Villa 37 Tiny Home Experience

Reconnect with nature at this unforgettable escape. Just a short drive from Sydney in the rural outskirts of the Hills District, this beautiful location speaks for itself with endless views of the Hawkesbury River across to the Blue Mountains. Villa 37 is fully self contained with split air conditioning, a kitchenette featuring convection microwave, refrigerator, benchtop hotplate, cooking equipment, excellent bathroom facilities along with two outdoor bathtubs with spectacular views.

Tranquil Island

Just over an hour's drive from Sydney, twenty minutes from historic Windsor, 7km to Wilberforce Shops and next to water ski-ing central: Sackville. We are on the Farm Gate Trail and very close to The Cooks Shed and cafe, Tractor 828. 20 minutes from Dargle and the Colo River. Basic on the outside, this comfy little flat has parking outside the front door and horses roaming in close. Tar access to driveway and undercover parking. Motor bikes welcome. Dogs welcome at an extra charge.

Fully fenced, refreshing, cozy, safe & good stay

Omnipure USA drinking water Filter NBN internet . All that u need in a house, washer, dryer, dishwasher, equipped kitchen. Eenclosed alfresco..private backyard. Ducted air conditioning + fans Fully fence round the entire accomodation. Quiet, private, secured, safe stay. Book with confident expectation 900m walk to train, shopping plaza next to it. No party. No pets only numbers of guests in the booking allow to stay. Free and safe kerbside parking on quiet no through road.

"River Cottage" Hawkesbury River

River Cottage is nestled on 2 acres on the northern banks of the magnificent Hawkesbury River only 90 minutes from Sydney. This is a place to truly relax, unwind and leave the hustle and bustle of city life behind. Stroll though the garden, meditate on the decks or simply sit back, relax and enjoy the spectacular views from this classic, yet timelessly modern cottage. Located between the river and national parks this property is an outdoor enthusiasts paradise.

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

Farmhouse 100 - You’re luxury farm stay

A lux and cosy cottage in the most peaceful natural bush setting. This location & space is perfect for a romantic getaway or to escape the hustle and get back to nature with a hot outdoor bath under the stars. Two king bedrooms sleep 2 or 4 people with luxury linen, stunning bathroom, underfloor heating + double shower. Cosy fire place, outdoor fire pit & BBQ space. The finishes and detail are just divine as the 5 star reviews confirm.

Sylish one bedroom unit overlooking piazza

Modern and stylish one-bedroom apartment @Rouse Hill Town Centre, just steps from the metro which will take you directly to Sydney’s CBD in about 40min. Featuring an open-concept layout, sleek finishes, and natural light throughout, this urban retreat offers both comfort and convenience. Perfectly located with cafés, shops, library and cinemas at your doorstep. Also enjoy the use of a pool, gym and tennis courts a short stroll away.

Farm resort with a view to relax

Reconnect with nature at this unforgettable escape. On a picturesque farm, on door step to Scheyville National Park, only minutes' drive to town centre. Spanning across a spectacular 6 acres, this picturesque getaway is the perfect fusion of dreamy country living with contemporary interiors and pure relaxation. With amazing views of the tranquil countryside, and an amazing pool to occupy any downtime we know you'll be happy.

Fully self-contained Rural escape

'The Stable Dural' is located on rural acres in Dural NSW. It is self-contained with a large lounge/ dining area, kitchen, bathroom and laundry on the ground floor and a queen size bedroom with a large veranda on the upper floor. The premises are suitable to accommodate 1-2 adults (no children).