Holiday rentals in Oakville

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Top-rated holiday rentals in Oakville

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Top 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
4.96 out of 5 average rating, 70 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 favourite
Guest house 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.
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
Home in Gables
4.88 out of 5 average rating, 8 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 

Top guest favourite
A bright studio space features a king size bed with plush pillows, a cozy sofa, and a modern coffee table. Large windows allow natural light to fill the room, overlooking greenery. A smart TV is mounted on the wall, and a ceiling fan adds to the comfort.
Guest suite in West Pennant Hills
4.98 out of 5 average rating, 261 reviews

Sanctuary in West Pennant Hills.

Quiet and Private Purpose-built studio. Own entrance and Bathroom. Modern fittings with a king size bed plus an electric blanket in winter. Luxury linen and toiletries. Smart TV, Kitchenette with a stone bench. Aircon, Microwave, toaster, tea /coffee (instant and Nespresso)A light breakfast is provided. BBQ and private porch. Wardrobe. New washing machine. Wake up to the sound of birds. LGBTI friendly. Secure gated parking. Business travelers/regular guests qualify for a loyalty program.

Guest favourite
A serene hallway features stone walls and a graceful archway leading to an outdoor space. Natural light floods in through the glass door at the end, while a decorative chandelier hangs above. The wooden floor complements the elegant furnishings, creating a calm transition between rooms.
Home in Pitt Town
4.9 out of 5 average rating, 10 reviews

The Chateau

This beautiful newly renovated two bedroom Cottage is known for its luxury Chateau feel.. it is the most peaceful place to enjoy the sunsets and stars. Here you will rest in the landscape of the sky. Get away from the hustle and enjoy this acre of love. The Cottage is perfect for a low key weekend getaway whether it's with your partner or friends. Perfect for newly weds, or for some soul searching. So many adventures in the hawkesbury to enjoy, We can't wait to host your luxury stay x

Top guest favourite
A spacious living area features a dark leather sofa with decorative pillows, complemented by a cozy electric fireplace. The room is adorned with a large artwork of a Highland cow and accented by a light area rug. A brown wooden console table adds elegance.
Guest suite in Freemans Reach
4.99 out of 5 average rating, 100 reviews

Studio 135 & Hot tub Freemans Reach NSW Australia

Studio 135 Freemans Reach offers a romantic getaway whilst capturing the charm of historic Windsor and showcasing some of Hawkesbury's historic homesites. The tranquil, rural setting can also be enjoyed from the rear with a furnished patio and a 2 person hot tub. The spacious studio has two living spaces and comes fully self contained and is set on 1/2 an acre of parklike grounds surrounded by larger acres and is situated close to Historic Windsor, Wilberforce and Richmond.

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
4.92 out of 5 average rating, 25 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 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, 126 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
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 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.
Flat in Rouse Hill
4.98 out of 5 average rating, 109 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 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, 33 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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