Holiday rentals 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, 198 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

Top guest favourite
Cottage in Kurrajong Heights
4.99 out of 5 average rating, 382 reviews

MontPierre Rustic & Romantic Mountain Cottage

Immersive Rustic Lifestyle Escape 🍁Fireplace 🍂Outdoor Bath 🍁Regional Views 🍂Gourmet Services 🍁In-House Massages Both pre booked Set on a hilltop, this art filled rustic cottage accommodation offers a unique window into mountain life. Inviting for a cosy midweek or weekend escape. Surrounded by trees and local wildlife, the outer village location feels private & laid back, with elevated views. Bush walks close by The ambiance is relaxed blending comfort, vintage character & rustic charm

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, 269 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.

Guest favourite
Home in Box Hill
5.0 out of 5 average rating, 6 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.

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, 180 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.

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
4.98 out of 5 average rating, 118 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 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.

Top guest favourite
Tiny home in Freemans Reach
4.98 out of 5 average rating, 89 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.

Guest favourite
Tiny home in Agnes Banks
4.95 out of 5 average rating, 108 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

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
4.97 out of 5 average rating, 153 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.

Guest favourite
A fenced outdoor area features a large pool surrounded by palm trees. A comfortable outdoor dining table with white chairs is positioned nearby, offering a view of the relaxing pool. A shaded lounge area can also be seen in the background.
Farm stay in Oakville
4.78 out of 5 average rating, 105 reviews

Farm resort with a view to relax

Reconnect with nature at this unforgettable escape. On a picturesque farm, on door step to Scheyville National Park, only minutes' drive to town centre. Spanning across a spectacular 6 acres, this picturesque getaway is the perfect fusion of dreamy country living with contemporary interiors and pure relaxation. With amazing views of the tranquil countryside, and an amazing pool to occupy any downtime we know you'll be happy.

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
4.98 out of 5 average rating, 45 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.

Popular amenities for Oakville holiday rentals