Holiday rentals 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, 126 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.

Top guest favourite
A tranquil pool is set against a backdrop of lush greenery and a sunset sky. The still water reflects vibrant hues, while the surrounding deck features a smooth concrete finish. Trees frame the horizon, enhancing the serene environment.
Guest house in Ebenezer
4.99 out of 5 average rating, 137 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.
Guest house 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 two-story brick house is set in a neighborhood with tall palm trees lining the driveway. A red car is parked in the spacious driveway, while a grassy front yard is surrounded by low stone walls and colorful shrubs.
Guest suite in Baulkham Hills
4.87 out of 5 average rating, 114 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.

Top guest favourite
An outdoor seating area is framed by trees, featuring two folding chairs arranged around a fire pit. The scenic view includes the Hawkesbury River and distant mountains, with sunlight filtering through the foliage.
Tiny home in Sackville North
4.98 out of 5 average rating, 161 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.

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, 515 reviews

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. kerbside parking or one standard car space under carport.

Top guest favourite
A serene water body reflects the surrounding trees, creating a calm and tranquil scene. The surface is partially covered with green vegetation, while twilight light gently illuminates the landscape, enhancing the natural beauty of the area.
Guest suite in Ebenezer
4.92 out of 5 average rating, 107 reviews

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.

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, 371 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

Top guest favourite
A spacious bedroom features a queen bed adorned with a textured yellow throw and decorative pillows. Light wood furniture includes bedside tables with lamps. A mirror wardrobe reflects natural light, while a cozy lounge area is visible in the background, enhancing the room's inviting appeal.
Guest suite in Bella Vista
4.92 out of 5 average rating, 142 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 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
4.94 out of 5 average rating, 208 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.

Guest favourite
A spacious living area features a comfortable sofa next to a subtle accent chair. French doors open to a private courtyard, showcasing outdoor seating. Natural light floods the room through architecturally designed skylight ceilings, enhancing the inviting atmosphere.
Guest suite in Castle Hill
4.8 out of 5 average rating, 167 reviews

Geraniums—self contained unit with flair

Geraniums is fully self-contained, nestled within a building among other individual units. The main entrance is accessed by all guests; each unit is secured with its own smart lock. Geraniums was recently refurbished with a modern kitchenette and bathroom. The suite also features architecturally designed skylight ceilings and French doors opening onto a courtyard. It is within walking distance to public transport, Castle Towers and Piazza. Parking is onsite.

Guest favourite
A fenced outdoor area features a swimming pool surrounded by a brick patio. A shaded gazebo is visible in the background, along with lush greenery and blooming flowers. The setting offers a peaceful environment for relaxation.
Guest suite in West Pennant Hills
4.92 out of 5 average rating, 157 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

Popular amenities for The Hills Shire holiday rentals