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
4.96 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 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.

Top guest favorite
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
4.96 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 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, 89 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

Guest favorite
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 favorite
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, 155 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 favorite
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

Guest favorite
Tiny home in Freemans Reach
4.95 out of 5 average rating, 22 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.

Superhost
A well-equipped kitchen is presented, featuring a white refrigerator, oven, and microwave. A small dining table with two wooden chairs is positioned near a window, allowing natural light to illuminate the space. Minimalist cabinetry offers ample storage, complementing the modern design.
Home in Tallawong
5 out of 5 average rating, 5 reviews

Charming Studio in Tallawong

Discover tranquility in our stylish studio at Schofields. This cozy retreat is perfect for solo travelers or couples seeking a peaceful escape. The studio features modern amenities, a comfortable living space with a private atmosphere. A few minutes drive to Schofields Public High School, Riverstone High School, Norwest Christian College and Woolworths. 7 Minutes drive to Tallawong Station and Schofields Train Station. We are looking forward to your stay!

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, 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 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, 110 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, 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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