Holiday houses in Oakville

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Top-rated holiday rentals in Oakville

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
The living area is characterized by large glass doors opening to a scenic view, allowing natural light to fill the space. A comfortable seating arrangement is present, with a soft blanket draped over a couch. A dining table and rustic shelves are located in the foreground.
Guest suite in Cowan
4.98 out of 5 average rating, 204 reviews

The Lotus Pod - Unique Guesthouse with views

Situated in the grounds of Austral Watergardens nursery, this large,spacious studio is located approx. 50 mins drive north of Sydney. On the doorstep of the Hawkesbury River and Berowra Waters, the Lotus Pod offers a country escape or romantic getaway. With magnificent views across the pristine Mougamarra Nature Reserve and surrounding gardens, a perfect place to relax & unwind. Visit the local eateries, enjoy fresh seafood on the River, Ferry Rides, The Great North walk & bushland scenery

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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.
Guesthouse in Glenhaven
4.97 out of 5 average rating, 144 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.

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Top Guest favourite
A wooden boathouse floats on calm waters, surrounded by sailboats and lush hills. The structure features a dark exterior with a single door and a large window. Soft clouds float in a blue sky, reflecting the tranquility of the setting.
Houseboat in Newport
4.99 out of 5 average rating, 273 reviews

The Salty Dog

As seen on Ch7 Morning Sunrise, House&Garden, Inside Out, Homes to Love Au, My Favourite Stays Au & NZ, Stayawhile magazines and Sommerhusmagasinet (Europe) The smell of salt air, the sound of water lapping, the sun glinting off ripples that surround you...a feeling of peace and the world left behind. The Salty Dog is a space that is both cosy and open to the water, a wooden boathouse for two that invites you to relax and just 'be', to go off grid and reconnect with mother nature at her best.

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Guest favourite
Home in Box Hill
5.0 out of 5 average rating, 10 reviews

Secret Garden at Box Hill/ brand new house

Welcome to a beautiful, brand new 4-bedroom house designed for comfort and unforgettable family moments. This thoughtfully styled home features a fully equipped modern kitchen and all the everyday essentials you need. Step outside and discover a charming backyard garden filled with a variety of fresh vegetables and fruits. It feels like your own private little farm retreat, offering a peaceful escape from the busy city. A perfect space for kids to explore, play, and connect with nature.

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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, 185 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.

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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
4.91 out of 5 average rating, 11 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

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Top Guest favourite
Tiny home in Wilberforce
4.99 out of 5 average rating, 70 reviews

Tiny Home - Nestled in Nature

Step into our cosy tiny house in the Hawkesbury, set on 27 lush acres, the perfect place to slow down and switch off. Located just 10mins from historical Windsor. Sleep beneath the stars in a queen loft, soak in the outdoor bath, or gather by the fire pit. Enjoy meals on the covered deck or unwind in the games and movie loft with projector, Nintendo Switch, board games, puzzles and books. Popcorn included. Follow @fernhaus_airbnb on Insta. Not suitable for children under 12.

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Top Guest favourite
Tiny home in Freemans Reach
4.98 out of 5 average rating, 99 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.

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Guest favourite
Tiny home in Agnes Banks
4.96 out of 5 average rating, 120 reviews

6sixteen The Banks

Welcome to 6SIXTEEN The Banks your peaceful country escape in Richmond, NSW. Set on 5 acres with sweeping views toward the Blue Mountains, this tiny retreat is perfect for couples, solo guests or small families wanting to unwind. Soak under the stars in the wood-fired hot tub, refresh with a cold plunge, or melt into a private infrared sauna session (optional wellness upgrades available). Hosts nearby if needed. Sauna launching Mid March

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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
4.97 out of 5 average rating, 157 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.

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Guest favourite
The living and sleeping area features a spacious bed with neutral bedding, accompanied by a cozy sofa and dining set. Large glass windows provide a view of the surrounding greenery, while a wood-burning stove adds warmth to the inviting space.
Cabin in Mount Tomah
4.97 out of 5 average rating, 211 reviews

The Hill Station at Mt. Tomah

The Hill Station is in the heart of the Blue Mountains World Heritage Area, immediately adjacent to the Mt. Tomah Botanic Gardens. The renovated cabin is set in an acre of gardens and is an ideal retreat for a couple. The cabin has a Living/Bedroom area with one queen bed, a sunny Kitchen and a new Bathroom. There are cafes nearby, the Botanic Gardens are a short walk, and the main towns of the Blue Mountains are 20 minutes drive away.

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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.
Apartment in Rouse Hill
4.95 out of 5 average rating, 125 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.

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