
Holiday houses in Oakville
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Top-rated holiday rentals in Oakville
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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

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.

*New* spacious 2 bedroom apartment in Schofields
Welcome to this beautiful brand new 2 room apartment located in the centre of Schofields - perfect for short/long business or holiday trips, or a family! Discount available for extended stays (>13 nights)! To request a discount, please check calendar to ensure availability during your desired time period, book your stay and indicate a request for an extended stay discount in your message to the host upon making the booking request. The discount will manually apply after your booking confirms.

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

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

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.

Relaxing 4BR House w/Spa, Sauna & Private Garden
Welcome to this luxurious family retreat, set in Beaumont Hills’ cul-de-sac locations. This stylish and spacious home offers the perfect blend of comfort, functionality, and convenience. You’ll be impressed by the striking façade and beautifully landscaped surroundings. Just steps a Reserve with a children’s playground. The house features thoughtfully designed living spaces, blending elegance with comfort. Guests can enjoy premium amenities including a hot spa, sauna, and BBQ area.

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.

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.

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.

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.

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.
Popular amenities for Oakville holiday rentals
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Destinations to explore
- Sydney Holiday rentals
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- Manly Beach
- Tamarama Beach
- Icc Sydney
- Sydney Town Hall
- Chinatown
- Darling Harbour
- Sydney Opera House
- Bronte Beach
- Avalon Beach
- Terrigal Beach
- The University of Sydney
- Maroubra Beach
- Clovelly Beach
- South Cronulla Beach
- Copacabana Beach
- University of New South Wales
- Sydney Harbour Bridge
- Accor Stadium
- Dee Why Beach
- Qudos Bank Arena
- Newport Beach
- Freshwater Beach
- Mona Vale Beach
- Coledale Beach




