Vacation rentals in Oakville

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Top-rated vacation rentals in Oakville

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Top guest favorite
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
4.97 out of 5 average rating, 58 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

Top guest favorite
A spacious living area features a comfortable sofa adorned with cushions. A coffee table sits on a textured rug, with a wood heater surrounded by a safety gate. A dining table is visible in the background, complemented by tasteful lighting and modern kitchen amenities.
Guesthouse in Ebenezer
4.98 out of 5 average rating, 125 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
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, 160 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.

Guest favorite
A modern living area is furnished with a blue sofa and two patterned armchairs. A glass coffee table sits on a textured rug, surrounded by natural light. The kitchen is visible in the background, showcasing white cabinetry and a seating area with bar stools.
Townhouse in Bella Vista
4.81 out of 5 average rating, 525 reviews

Modern & Spacious Granny Flat in Bella Vista

RIGHT IN THE HEART OF BELLA VISTA ! Well-lit & modern 1 bedroom granny flat with spacious kitchen and bedroom. Has separate side entry from main house so guests have full privacy. Kitchen with white goods and cooking utensils. Equipped with air con and Wi-Fi. Has courtyard seating outside. Living room with sofa bed and TV. Comfortable queen bed in bedroom with en-suite bathroom attached. Convenient location close to Norwest business park and walking distance to public transport!

Top guest favorite
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, 141 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 favorite
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, 352 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 favorite
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, 118 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 favorite
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, 103 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.

Top guest favorite
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, 29 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.

Top guest favorite
A warm living area features wooden beams and blue walls that complement a brown leather sofa. Two wooden ladders lead to loft sleeping areas, while framed artwork and mirrors add character. A cabinet and lamp provide functional accents against the inviting backdrop.
Guesthouse in Windsor
4.92 out of 5 average rating, 512 reviews

1830's converted barn with sauna

This barn dates back to 1830's but it has been fully renovated to a studio apartment with all modern comforts. It is one open space with living area and two sleeping lofts, one with queen bed, the other with 2 single beds. A bit like a giant cubby house! The shops are just 5 minute stroll away, and so is the river and train station. You share a garden with a spa and BBQ with the main house where we live.

Top guest favorite
A cozy bedroom features a spacious bed with a soft, patterned coverlet. Two bedside tables hold lamps, and a mirror is positioned above the headboard. Natural light enters through a window with roller blinds, creating a peaceful atmosphere.
Vacation home in Wilberforce
4.93 out of 5 average rating, 102 reviews

Silver Saddle Three Bedroom Cottage with Pool

This rustic and luxurious three-bedroom cottage is located just 15 minutes out of the town of Windsor in Sydney's west. Enjoy the serenity of open-air and peaceful landscapes as you indulge in a comfortable getaway with nature right on your doorstep. A outdoor patio overlooks a crystal clear pool, giving you a holiday experience that doesn't compromise. IG: @silversaddlecottages

Guest favorite
A serene view of Pitt Town Lagoon is captured, showcasing a flock of pelicans taking flight over the water. The distant Blue Mountains form a gentle backdrop, while lush greenery surrounds the tranquil lagoon.
Cottage in Pitt Town
4.91 out of 5 average rating, 342 reviews

Cox's Cottage in the Hawkesbury Valley

As featured on Channel 7's Home and Away and only 1 hr from Sydney, Cox's Cottage sits on a 5 acre property that overlooks Pitt Town Lagoon with black swans, pelicans and uninterrupted views to the Blue Mountains. Fully self-contained, private, with own entrance. We supply breakfast ingredients of eggs, milk, cereals, bread and jam. Pets welcome. On parle Français.

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