Vacation rentals in Oakville

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Top-rated vacation rentals in Oakville

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Superhost

Home in Box Hill

4.83 out of 5 average rating, 6 reviews

Entire Granny flat in Box Hill

Brand new 2 bedroom 2 bathroom Granny flat in Box Hill NSW, Conveniently located close to Rouse Hill Metro and Carmel village shopping This granny flat can host maximum 4 guests and features: - 1 master bedroom with 2 single beds, -1 bedroom with one double bed, - 1 living room with smart TV, - Free wifi available, - 1 laundry with wash machine and dryer, - 1 spilt aircon system with cooling and heating function, - Plenty street parking, - Very quiet place for relaxing - 30 min to Sydney CBD

Top guest favourite

Guesthouse in Ebenezer

4.98 out of 5 average rating, 125 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.

Superhost

Home in Gables

5 out of 5 average rating, 3 reviews

RedFlamesRetreat/FreeWIFI &Parking/FamilyFriendly!

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

Guest favourite

Townhouse in Bella Vista

4.81 out of 5 average rating, 527 reviews

Modern & Spacious Granny Flat in Bella Vista

RIGHT IN THE HEART OF BELLA VISTA ! Well-lit & modern 1 bedroom granny flat with spacious kitchen and bedroom. Has separate side entry from main house so guests have full privacy. Kitchen with white goods and cooking utensils. Equipped with air con and Wi-Fi. Has courtyard seating outside. Living room with sofa bed and TV. Comfortable queen bed in bedroom with en-suite bathroom attached. Convenient location close to Norwest business park and walking distance to public transport!

Top guest favourite

Tiny homes in Sackville North

4.98 out of 5 average rating, 141 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.

Top guest favourite

Cottage in Lower Portland

4.96 out of 5 average rating, 352 reviews

Carina Cottage

Freshly renovated, PRIVATE and absolute waterfront Cabin with all amenities overlooking the most magnificent section of the Hawkesbury River at Lower Portland (City side of the River) - there is a modest (but modern) kitchen - adjacent to bushland teeming with bird life and rural properties nearby historic Hawkesbury sites and wineries with pretty walks along the River and fire trails 90 mins from Sydney CBD 30 mins from Windsor and Glenorie 40 mins from Rouse Hill and Castle hill

Guest favourite

Dome in Bucketty

4.95 out of 5 average rating, 154 reviews

Romantic Stargazing Dome +Hot Tub ‘Beyond Bubbles’

**A Truly Magical Experience** Imagine relaxing in a transparent Dome watching the Sun set over the stunning Yengo National Park, followed by a unique and immersive night sleeping beneath a blanket of stars. Unwind in the hot water bathtub, soak in the views, and reconnect with the beauty of nature. Whether it's for a special occasion or just to escape the city, this romantic Dome is perfect for couples looking for an unforgettable retreat. Book now before the dates fill up.

Top guest favourite

Farm stay in South Maroota

4.98 out of 5 average rating, 118 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

Apartment in Rouse Hill

4.98 out of 5 average rating, 103 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

Home in Windsor

4.97 out of 5 average rating, 30 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.

Top guest favourite

Guesthouse in Windsor

4.92 out of 5 average rating, 512 reviews

1830's converted barn with sauna

This barn dates back to 1830's but it has been fully renovated to a studio apartment with all modern comforts. It is one open space with living area and two sleeping lofts, one with queen bed, the other with 2 single beds. A bit like a giant cubby house! The shops are just 5 minute stroll away, and so is the river and train station. You share a garden with a spa and BBQ with the main house where we live.

Top guest favourite

Vacation home in Wilberforce

4.93 out of 5 average rating, 102 reviews

Silver Saddle Three Bedroom Cottage with Pool

This rustic and luxurious three-bedroom cottage is located just 15 minutes out of the town of Windsor in Sydney's west. Enjoy the serenity of open-air and peaceful landscapes as you indulge in a comfortable getaway with nature right on your doorstep. A outdoor patio overlooks a crystal clear pool, giving you a holiday experience that doesn't compromise. IG: @silversaddlecottages