Holiday houses in The Oaks

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Top-rated holiday rentals in The Oaks

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Top Guest favourite
A cozy tiny house is set against a natural backdrop, featuring wooden accents and a gravel path. Outdoor seating is positioned to offer scenic views, while the surrounding vegetation enhances the tranquil atmosphere. The structure is designed to blend harmoniously with the landscape.
Tiny home in Razorback
4.99 out of 5 average rating, 273 reviews

Razor Ridge Retreat-Tiny House- Pet Friendly-Views

PET FRIENDLY!!! "RAZOR RIDGE RETREAT" / "A LITTLE SLICE OF AUSTRIA" is the first of its kind in the Razorback area. It's a cosy, luxury "Tiny House" located in an idyllic bush setting on a 5 acre property in the Razorback ranges, about an hour's drive from Sydney. The tiny house is nestled safely on the edge of a ridge where day & night, spectacular uninterrupted views to the Sydney skyline can be enjoyed by you with magical sunrises and sunsets seen from your bed and also the wild birdlife.

Top Guest favourite
A couple stands closely together in a lush garden, surrounded by vibrant greenery and decorative stone features. In the background, a charming glass structure with a gabled roof is nestled among the trees, contributing to the serene atmosphere of the setting.
Place to stay in Fitzroy Falls
4.99 out of 5 average rating, 611 reviews

Japanese Studio Fitzroy Falls

Relax in our private beautiful Japanese Studio , open plan bedroom and living room with seperate small bathroom. NOT suitable for children or pets. The Studio has a bar fridge , microwave, toaster, coffee pod machine and kettle. No kitchen. .Enjoy stunning 9 acres of gardens . Perfect location for photo shoots, wedding ceremonies or getaway. We also have 'The Dairy' which is a 1 bedroom cottage with a kitchen and fireplace. Strictly Non smoking. All guests to be COVID vaccinated. STRA 6648

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, 261 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
An outdoor terrace is showcased, featuring a 50-year-old pepper tree adorned with soft, glowing lights. Cozy seating areas are arranged on a wooden deck, surrounded by lush greenery, creating a tranquil space for relaxation and enjoyment.
Treehouse in Unanderra
4.96 out of 5 average rating, 165 reviews

Pepper Tree Passive House

Awards & Acknowledgements - Sustainable Architecture Award 2022 from the Institute of Architects - Energy Efficiency Award 22/23 from Grand Designs - People’s Choice Award 22/23 from Grand Designs - People's Choice Award 2022 Habitus House of the Year - Single Dwelling Sustainability Award 2022 - Best of the Best Sustainability Award 2022 - Excellence In Sustainability 2022 Master Builders Association NSW - National Sustainability Residential Building Award 2022 Master Builders Australia

Top Guest favourite
Cottage in Kurrajong Heights
4.99 out of 5 average rating, 365 reviews

MontPierre Rustic Blue Mountains Cottage

Escape to MontPierre, a charming & unique hilltop cottage offering boutique accommodation & an authentic window into mountain life The original 1960’s cottage serves as the guest accommodation featuring updated rustic yet refined interiors, a cosy indoor fireplace and a full kitchen Outdoors Inclusions -Vintage rainwater bath -Fire pit -Wood-fired pizza oven Enjoy elevated garden views from the cottage terrace Explore local hiking tracks filled with native bushland & Escarpment Views

Top Guest favourite
A cozy studio space features a lounge area with a soft gray sofa and a wooden coffee table. A dining table for two is positioned nearby. Large glass doors open to a lush garden, enhancing the serene ambiance with abundant greenery visible outside.
Guesthouse in Wentworth Falls
4.99 out of 5 average rating, 844 reviews

The Shed on Central - your mountain studio

We welcome you to our garden guest suite adjacent to Central Park, cozily situated at the back of the property; shaded by trees and hedges, with gardens and a small pond. The area is surrounded by a myriad of scenic trails, spectacular waterfalls and stunning lookouts. Enjoy the extraordinary UNESCO World Heritage-listed landscape right on our doorstep. There's one million hectares of wilderness, offering an abundance of places to explore and natural wonders to discover.

Top Guest favourite
A weathered wooden dock extends over still water, bordered by lush greenery and distant trees. Reflections on the water create a serene atmosphere, while a steel railing leads towards the edge, inviting moments of contemplation surrounded by nature.
Cottage in Mittagong
5 out of 5 average rating, 318 reviews

Sedalia Farm Cottage - stunning rural retreat

Enjoy the serenity and truly picturesque backdrop of captivating rural vistas at this unique charming, private stand alone cottage that sits separately from the main farm house. It is only a short ten minute drive to Bowral or Mittagong. Wake up to the sounds of nature and enjoy the lush gardens that provides a quiet sanctuary in an incredibly tranquil location. Sedalia Farm has 3 Alpacas, 1 horse, 1 miniature donkey and 2 Huskies who all live on the property!

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
4.99 out of 5 average rating, 134 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
A luxury outdoor spa is shown against a vibrant sunset backdrop. The round spa features an inviting whirlpool, with serene green fields and scattered trees visible in the distance.
Villa in Penrose
4.99 out of 5 average rating, 318 reviews

The Villa @ The Vale Penrose

Set on five acres of beautifully landscaped grounds in the Southern Highlands, The Villa @ The Vale Penrose is a refined country escape designed for couples seeking space, privacy, and understated luxury. Part of The Vale Penrose—an established boutique farm stay welcoming guests since 2019—the Villa offers a balance of contemporary design and rural tranquillity, with expansive interiors and uninterrupted views over rolling hills.

Top Guest favourite
Cottage in Little Hartley
4.97 out of 5 average rating, 288 reviews

Highfields Gatehouse

Enjoy a luxury stay at 'Highfields Gatehouse’, set amongst 5 acres of show gardens. Perfect for two couples wanting to relax and unwind in a unique setting. The property has expansive escarpment views, open fireplace, bath products, WIFI, 65” OLED TV, Netflix, Bose sound system, electric blankets, heaters and quality linen. The ‘show gardens’ include a picturesque walk amongst rare flowers, trees and a Japanese inspired pond.

Guest favourite
A spacious deck features comfortable seating and overlooks a grassy area with trees. The deck's railing adds a touch of safety, while the metal roof provides shade. The serene landscape creates a peaceful outdoor space to relax.
Home in Camden South
4.91 out of 5 average rating, 159 reviews

Private Rural Retreat with bush Views!

2 storey built in 1970. She is a sweet comfy old girl . Our aim is to provide a clean and welcoming place to stay. We dont have anything flash, hopefully just everything you need. Pet friendly, secure yard. Off street for 2 cars Entire upstairs , own entry , large deck, nice private view. One queen Two double portacot Washer,dryer Aircon to living Strictly no parties 🎈no smoking Belgenny and Camden Valley Inn 5 min

Guest favourite
A sweeping view of the Pacific Ocean is captured, highlighting rolling waves and a rugged coastline. The shoreline is bordered by green hills, with sparse residential structures visible in the distance. The tranquil scene reflects a serene natural environment.
Home in Coalcliff
4.93 out of 5 average rating, 285 reviews

ON THE EDGE

THE PLACE TO STAY FOR THAT PRIVATE GETAWAY OVERLOOKING THE PACIFIC OCEAN AND SEACLIFF BRIDGE , ON THE EDGE ,OFFERS A UNIQUE STAY WITH BREATHTAKING VIEWS ,COSY COTTAGE WITH WOOD BURNING FIRE AND A NEW BATHROOM AND HOT AND COLD OUTDOOR SHOWER OVERLOOKING THE OCEAN AND A "IM AWAY FROM THE WORLD " FEEL" OUR ACCOMMODATION IS A NO PARTY VENUE NO OUTSIDE FIRES ARE ALLOWED ON THE PROPERTY

Popular amenities for The Oaks holiday rentals