Holiday houses in Oakville

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Top-rated holiday rentals in Oakville

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Guest favourite
A brick wall features the sign 'The Bakery' mounted beside an ornate lantern. Nearby, green foliage adds a natural touch, enhancing the property's welcoming entrance. Light filters through the window, visible in the background.
Cottage in Riverstone
4.94 out of 5 average rating, 77 reviews

The Bakery

Take it easy at this unique and tranquil getaway. The Bakery is self contained. You can have a relaxing soak in a free standing bath, lay under the Callistemon tree in a hammock or enjoy sitting by a cozy wood fire in winter. Located just a short walk (7 min) to the rail and bus and within easy reach to many scenic locations in the Hawkesbury region or the Blue Mountains. Check out my guide books. People with mobility issues may need to check if they can access the bath or lounge as it is low

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
4.95 out of 5 average rating, 20 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
4.99 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.

Superhost
Apartment in Schofields
4.89 out of 5 average rating, 9 reviews

Tranquil Studio in Schofields

Discover comfort and convenience in this modern studio apartment at Schofields, NSW. Nestled in a peaceful neighborhood, this well-appointed studio offers a cozy retreat for solo travelers or couples. Enjoy a private space with all the essentials, including a comfortable bed, a compact kitchenette, and a stylish bathroom. Whether you're here for a short getaway or a longer stay, the convenient location provides easy access to Sydney and nearby attractions. Immerse yourself in comfort and relax

Guest favourite
Home in Gables
4.9 out of 5 average rating, 10 reviews

RedFlamesRetreat@ Gables/BoxHill/Marayla/RouseHill

We are thrilled to welcome you to this beutiful, cozy and stylish retreat located in a peaceful & quiet reserve facing street in the heart of The Gables. The home is self contained with its own private entrance & backyard. You will enjoy the picturesque walking trails, parks, local vineyards and sports fields. Walk to Santa Sophia Catholic College Short drive to Rouse HIll Town Centre, Carmel Village and historical Windsor Walk to the local bus stop. Registration number PID-STRA-77851 

Superhost
A timber cabin features a welcoming porch, adorned with two white chairs and a small table. The surrounding grassy area offers a view of the rural landscape, with trees and open space visible in the background. A fire pit is positioned nearby for outdoor gatherings.
Cabin in Maraylya
4.76 out of 5 average rating, 167 reviews

The Kickback Cabin

The Kickback Cabin is located on a rural acreage property just an hour from Sydney. It is tucked away in our back paddock, looking out onto the last remains of Cumberland Forrest in the Sydney Basin. It’s a great space to simply kickback, enjoy a glass of wine, a walk in the adjacent Scheyville National Park, Longneck Lagoon, nearby Mitchell Park or Cattai National Park. Situated 5 minutes from Pitt Town and the Hawkesbury River, the Kickback Cabin is close to local pubs and cafes too.

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, 162 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 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.

Guest favourite
A historic cottage is presented with a welcoming façade featuring a white picket fence and a covered porch. Lush green grass surrounds the home, while trees provide shade in the background. The metal roof emphasizes the property's classic charm, blending seamlessly with its heritage-style design.
Home in Windsor
4.93 out of 5 average rating, 27 reviews

Secret River Cottage - History in Windsor

Discover Secret River Cottage, a beautifully appointed historic cottage perfect for travelers and business visitors alike. Nestled in Windsor, Australia, this heritage-listed home, built in 1838, combines charming period details with modern comforts. Just a stone's throw from Windsor's Town center and the serene Hawkesbury River, it offers the best of both worlds. Enjoy the convenience of air conditioning, a cozy log fire, and off-street parking for two cars.

Guest favourite
Tiny home in Freemans Reach
4.97 out of 5 average rating, 39 reviews

The Bunker

Step inside this beautifully designed 170-sq-ft tiny home that proves small can be spectacular. Surrounded by open space with panoramic views, it features a queen bed for dreamy nights, split air-conditioning, and a fully equipped kitchen with everything you need. The modern bathroom offers a gas-heated shower, flush toilet, and stylish basin, because tiny living should never mean compromising on comfort. Perfect for a retreat, recharge, or couple’s escape.

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, 132 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 front of the cottage features a welcoming facade with a central door framed by two windows. Neatly trimmed grass is seen, complemented by decorative planters on either side containing small trees and vibrant plants.
Home in Windsor
4.97 out of 5 average rating, 35 reviews

1840s Heritage house in Windsor

Heritage listed 1840s cottage in Windsor. Close to cafes, parks and the Hawkesbury river whilst still peaceful and private. Stay cosy with full zone controlled ducted heating/cooling. Spacious king room and a separate bedroom with twin single beds. The house retains charming original features including a working open fire place. Includes a modern, well equipped kitchen and dining space. Relax in the sunny private courtyard.

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