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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, 69 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
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.

Guest favorite
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

Luxe
A modern architectural retreat is showcased beside a serene saltwater pool surrounded by timber decking. Lush greenery frames the building, which features large windows and a spacious balcony. The tranquil setting invites relaxation and connection with nature.
Villa in Bowen Mountain
5 out of 5 average rating, 28 reviews

Luxury Architect-Designed Escape with Pool & Sauna

Architect-designed luxury escape nestled in the foothills of Blue Mountains, just 1 hour 15 minutes from Sydney CBD. This award-winning retreat blends modern design with nature, featuring a stunning pool, sauna, double sided-fireplace, expansive decks with sydney views. Three spacious bedrooms spread across pavilions, it’s ideal for romantic getaways, small group stays, or your own private wellness retreat. Nestled in the Hawkesbury hinterland - perfect to unwind and reconnect all year round.

Guest favorite
Home in Gables
4.88 out of 5 average rating, 8 reviews

RedFlamesRetreat-Aircon/Gables/Box Hill/ Marayla

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 

Top guest favorite
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, 509 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 favorite
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
4.96 out of 5 average rating, 24 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.

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, 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 favorite
Three friendly alpacas are visible in a lush green field, with one light-colored and two darker alpacas. The background features a charming house and trees, set against a tranquil hillside landscape.
Farm stay in Kurrajong
4.98 out of 5 average rating, 168 reviews

Lavender House and Alpaca Farm

Lavender House is an alpaca farm in Kurrajong. With splendid views of the Blue Mountains it is a fantastic place to relax and enjoy a quieter pace of life. The cafes and coffee shops of the quaint village of Kurrajong are 5 minutes away. Your hosts live on the top floor of the large two storey home with your self contained apartment with all facilities taking up the bottom floor. The alpacas are very friendly and love to be fed by hand.

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, 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.

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, 32 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, 522 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.

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