Holiday rentals in Oakville

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Top-rated holiday rentals in Oakville

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Guest favourite
An intimate sleeping area features a spacious bed with soft linens, flanked by matching bedside lamps. Wooden beams and rustic decor create a warm ambiance, while a patterned rug adds character. Natural light filters in through a window, enhancing the cozy atmosphere.
Cabin in Bilpin
4.93 out of 5 average rating, 588 reviews

Bilpin Guest House “Cozy Cabin”

Our cosy self-contained cabin is ideal for travelers and couples looking for a short getaway. We are right in the heart of Bilpin . World heritage listed Blue Mountains. The Hive Berambing is a fabulous cafe for Breakfast & Lunch, you can buy Bilpin Bush Honey and local produce. Walking distance to apple picking, The Grumpy Bakery, fine dining at Lochiel House. There is a spa waiting for you when you get back after a long day of Mountain activities and a cosy warm fire. We also offer massage.

Guest favourite
A cozy seating area features two plush armchairs positioned near a large window, providing unobstructed views of the ocean and cliffs. A small side table holds two glasses of wine, and a potted plant adds a touch of greenery.
Flat in Vaucluse
4.96 out of 5 average rating, 110 reviews

Stunning 1bdr w/ Amazing View

Bright and airy one bedroom apartment nestled on top of Diamond Bay Cliffs with breathtaking ocean views. The stunning view overlooking the cliffs and the soothing sound of waves, provide an incredible connection to the ocean from awe inspiring sunrises to frolicking whales throughout the day. Relax with a wine or coffee in this beautifully styled home surrounded in comfort and serenity. Take a dip in the pool overlooking the ocean or take a walk along the cliff walkway. Free street parking

Guest favourite
A secluded cottage is set on a raised wooden deck, surrounded by lush greenery. The rustic exterior features a metal roof and wooden walls. A welcoming porch with blue outdoor seating invites relaxation while the grassy area adds to the peaceful, natural surroundings.
Cabin in Grose Vale
4.88 out of 5 average rating, 110 reviews

Pet-friendly self-contained rustic charming cabin

Private, secluded and fully self-contained cottage hidden from the rest of the world. The perfect romantic get-away from the city. Relaxing. It's the complete escape. All linen & towels are supplied & the beds have electric blankets. The cottage has air-conditioning and heating as well as an open fire place. There’s a double spa-bath. The kitchenette has a fridge & basic cooking facilities (small microwave, toaster oven, 2 electric hotplates, kettle & toaster) & there’s gas bbq outside.

Top guest favourite
The large house is set against a backdrop of lush greenery and autumn foliage. A spacious lawn stretches in front, with a covered porch offering seating. The area features a mixture of sunlight and shadows, enhancing the peaceful outdoor setting.
Home in Bilpin
4.98 out of 5 average rating, 103 reviews

True North - 4BR Bilpin Bush Retreat

True North is a large, rustic house in Bilpin (Blue Mountains), famous for its apple picking and ciders. The house has 4 bedrooms for up to 8 guests and surrounded by country gardens, green lawn and plenty of wildlife filled trees. If you love being outside you'll love the large swimming dam and cozy outdoor firepit area! The home features thoughtfully furnished bedrooms, quality linen, aircon, indoor and outdoor fireplace, large fully equipped kitchen, family dining area and a sunroom.

Top guest favourite
The cottage, featuring a sleek dark exterior, sits amidst lush greenery. Large glass doors and windows create an open feel, allowing views of the surrounding nature. Potted plants are positioned strategically near the entrance, enhancing the inviting atmosphere of the property.
Cottage in Lower Mangrove
4.99 out of 5 average rating, 158 reviews

The Growers Cottage, Lower Mangrove NSW

This lovingly restored original farmers cottage, nestled amongst the Dharug National Park, is a fully equiped, secluded haven for couples. The cottage is surrounded by a growers garden of fresh fruit and vegetables, yours to pick and enjoy. The Growers Cottage is a place to unwind, read, restore and enjoy the quiet sounds of nature. Enjoy all The Growers cottage has to offer, including a stunning stone outdoor bath or venture out and explore the beautiful surrounding Hawkesbury Region.

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, 163 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.

Superhost
A relaxing outdoor spa is framed by lush green plants and colorful flowers. In the background, sweeping views of the valley and distant mountains are visible under a bright blue sky, creating a peaceful setting in nature.
Home in Wentworth Falls
4.94 out of 5 average rating, 159 reviews

Valley View Escape: Wentworth Falls Blue Mountains

Valley View Escape in Wentworth Falls is a relaxing modern home on a quiet leafy street with stunning mountain vistas. Spacious living and dining space, three bedrooms and two sparkling bathrooms. Feel like you're a million miles away but only a few minutes drive to Wentworth Falls village, cafes, hiking trails, waterfalls and scenic lookouts. Wake up to the sounds of the native birds, enjoy outdoor dining on the private patio, and a relaxing soak in the hot tub with spectacular views!

Top guest favourite
A calm river scene captures the reflection of lush green hills and scattered trees along the riverbank. A hint of red foliage adds a splash of color amid the greenery. The still water mirrors the serene landscape, creating a peaceful atmosphere.
Cottage in Lower Portland
4.96 out of 5 average rating, 373 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

Top guest favourite
A covered outdoor area features two wicker chairs set on a wood deck, inviting relaxation. A view into the interior reveals a spacious dining table surrounded by modern chairs, illuminated by soft overhead lighting.
Guest suite in Wahroonga
4.98 out of 5 average rating, 168 reviews

Rainforest Tri-level Townhouse.

Enjoy a peaceful stay in this updated tri-level townhouse, among leafy, tree-lined streets. With its own separate access, off-street parking, and ample safe street parking available, this home offers privacy and convenience. Perfectly located just off the M1 motorway, it’s an ideal stopover along the M1, while also being close to the SAN Hospital, major schools and shopping. Nearby parks, an oval, and bush walks add to the tranquil setting, an ideal base for short or longer stays.

Top guest favourite
Cabin in Wentworth Falls
4.98 out of 5 average rating, 128 reviews

Falls Rest - A Wentworth Falls Hideaway

Welcome to Falls Rest, a romantic luxury cabin in Wentworth Falls. We are a short 15-minute walk (or 2 minute drive) into the UNESCO World Heritage Blue Mountains and famous Wentworth Falls. This cosy little spot is located on the back of our beautiful garden property and is the perfect place to slow down and recharge. We have everything you need including a gas log fireplace, 42” smart TV, and claw foot bathtub to soak your troubles away. We welcome you to relax and enjoy!

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
4.98 out of 5 average rating, 132 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
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, 197 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.

Popular amenities for Oakville holiday rentals