Holiday houses in The Hills Shire

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Top-rated holiday rentals in The Hills Shire

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Top Guest favourite
An outdoor seating area is presented on a wooden deck, featuring a dark wicker sofa set. Cushions in a neutral tone complement a low table positioned in the center. Surrounding greenery adds a natural touch, enhancing the space's inviting atmosphere.
Guest suite in Castle Hill
4.97 out of 5 average rating, 123 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 favourite
A cozy living area showcases a light grey sectional sofa adorned with decorative pillows. A small white side table sits nearby, accompanied by a potted plant. Large windows provide natural light and an outdoor view, enhancing the space's openness.
Apartment in Rouse Hill
4.94 out of 5 average rating, 18 reviews

Your Cozy Getaway @Rouse Hill Town Centre

Nestled in the award-winning Rouse Hill Town Centre, our charming property promises an unmatched blend of convenience and excitement. Kmart, Woolworths, Reading Cinemas, and a variety of cafes and restaurants are all at your doorstep within 1 minute walk! Our home is thoughtfully furnished to create a warm, inviting atmosphere. We offer a washing machine, a dryer, and other essential appliances ensure your stay is comfortable and hassle-free. We’ve got you covered with free on-site parking.

Top Guest favourite
Guesthouse in Ebenezer
4.98 out of 5 average rating, 133 reviews

Quiet country getaway in stylish 2 bdrm shed

Whisk your loved ones away to this cosy retreat in the Hawkesbury Valley. The Shed is 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 on arrival.

Top Guest favourite
A spacious bedroom is equipped with a large bed, complemented by a neutral blanket and decorative pillows. Natural light filters through the glass sliding doors, offering views of the surrounding trees. Side tables with lamps provide soft lighting, enhancing the serene ambiance.
Guesthouse in Glenhaven
4.96 out of 5 average rating, 137 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 favourite
A bedroom is presented with a queen bed featuring white linens. Two bedside tables with lamps are positioned on either side. A wardrobe stands against one wall, and a window with a light-filtering shade allows natural light to enter the space.
Home in North Kellyville
4.92 out of 5 average rating, 86 reviews

A lovely & tranquil place to enjoy & relax

Enjoy & relax at this brand-new secluded place in a quiet area offering a bedroom with a queen bed, a wardrobe & a study table. The spacious & modern family area has an open kitchen equipped with the modern appliances and also has a single bed to accommodate another family member or a guest. A smart 55" TV to watch your favourite shows. Also offers a private patio Walking distance to North Kellyville Square & three minute walk to the bus stop or the park. Free & fast Wifi PID-STRA-54313

Top Guest favourite
A modern, single-story cabin is surrounded by natural woods. A wooden deck extends from the entrance, with outdoor seating and a barbecue area visible. Graveled pathways lead to distinct seating arrangements, featuring two light-colored chairs and a wooden table, enhancing the tranquility of the setting.
Tiny home in Sackville North
4.98 out of 5 average rating, 149 reviews

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.

Top Guest favourite
A calm river scene captures the reflection of lush green hills and scattered trees along the riverbank. A hint of red foliage adds a splash of color amid the greenery. The still water mirrors the serene landscape, creating a peaceful atmosphere.
Cottage in Lower Portland
4.96 out of 5 average rating, 363 reviews

Carina Cottage

Freshly renovated, PRIVATE and absolute waterfront Cabin with all amenities overlooking the most magnificent section of the Hawkesbury River at Lower Portland (City side of the River) - there is a modest (but modern) kitchen - adjacent to bushland teeming with bird life and rural properties nearby historic Hawkesbury sites and wineries with pretty walks along the River and fire trails 90 mins from Sydney CBD 30 mins from Windsor and Glenorie 40 mins from Rouse Hill and Castle hill

Guest favourite
A wooden deck features a round table surrounded by four matching chairs, overlooking the river and mountains. Vivid red foliage hangs above, adding a pop of color. A barbecue grill is positioned nearby, completing the outdoor space for relaxation and enjoyment of the scenic views.
Home in Gunderman
4.93 out of 5 average rating, 197 reviews

"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.

Top Guest favourite
A modern cabin is set among trees, with large windows that offer views of the natural surroundings. A gravel area in front features a small fire pit surrounded by stones. Soft lighting enhances the peaceful outdoor setting.
Farm stay in South Maroota
4.98 out of 5 average rating, 125 reviews

Soulful Wilderness Cabin "Countryside 100" kingbed

This purpose-built small space is perched in the prettiest spot on a private 25 acre property. With stunning views, an inviting outdoor hot tub and luxurious furnishings, you won’t want to leave. Nurture your soul & pare back to nature with a splash of luxury & comfort. With all the mod cons you could wish for & strategically placed in the most peaceful natural setting you could imagine. Easy access, drive to the front door, no 4WD required.

Top Guest favourite
The bedroom features a spacious bed with crisp white linens and a green throw blanket draped across the top. Flanking the bed are two bedside tables with lamps. Above the bed, three framed botanical prints are displayed on the wall.
Apartment in Rouse Hill
4.98 out of 5 average rating, 108 reviews

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.

Guest favourite
A spacious suite features a queen size bed with fresh linens and two bedside tables, each topped with lamps. A comfortable sofa-lounge is positioned nearby, providing additional seating and sleeping space. Large windows offer natural light and an inviting view of the surroundings.
Guest suite in Castle Hill
4.8 out of 5 average rating, 176 reviews

Veggie Patch, Ideal for family's and long stays,

Veggie Patch is a cleverly designed and fully self contained suite, nestled on the second floor within a large building. It has recently been refurbished and fitted with a modern kitchenette and spacious bathroom. It is within easy walking distance to public transport, Castle Towers and Piazza. It can accomodate up to four people. There are barbecue facilities in the courtyard. Guest parking is also provided onsite.

Guest favourite
A cozy living area features a brown sofa adorned with soft pillows. A round wooden table sits in front of a glass television stand, while plants are displayed on open shelves. Subtle lighting is provided by a lamp, creating a calm environment.
Guest suite in Box Hill
5 out of 5 average rating, 21 reviews

the 787 Private Entry Suite/Fast Wifi/55” TV

Your charming getaway awaits at The 787, where comfort and unique retro design unite! Experience a beautifully designed accomodation that welcomes singles and couples alike. No more anxiety over short-term rentals—our space is calming, quiet, and perfect for creating unforgettable memories. Book now and enjoy a serene retreat. Reserve your escape today!

Popular amenities for The Hills Shire holiday rentals