Holiday houses in The Oaks

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Top-rated holiday rentals in The Oaks

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Tiny home in Razorback
4.99 out of 5 average rating, 316 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 spacious living area features large sliding glass doors opening to a deck with water views. Seating includes a hanging chair and various woven chairs around a glass table, complemented by decorative plants on the tabletop.
Home in Bundeena
4.98 out of 5 average rating, 154 reviews

Bundeena Beachside Oasis

This newly renovated home provides timeless beach house appeal: sweeping water views, indoor/outdoor living and that all-round 'oasis' feel. Special bonus... being able to experience an equally dreamy sunrise and sunset! The property's rare balance of modernity and warmth makes you instantly feel at home. Whether you're soaking up rays on the seaside terrace or seeking a moment of shaded tranquility in the lush, cascading garden - every aspect of this house offers a little bit of magic.

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
4.95 out of 5 average rating, 185 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
A wide view of a lush green field under a dramatic sky is presented, featuring a vibrant rainbow arching across the horizon. Dense trees line the edges, and distant hills are partially visible, with varying shades of green and gold from the sunlight filtering through the clouds.
Cottage in Woodlands
4.95 out of 5 average rating, 388 reviews

"The Burrow", Mittagong, Southern Highlands, NSW

“The Burrow” is a self-contained cottage on a 100 acre wildlife sanctuary just 5km from the centre of Mittagong. Once you arrive, it's just you and a few hundred kangaroos and a wombat or two. We invite you to take in nature at your own pace in this peaceful & private setting. “The Burrow” is a hand-built, mud-brick cottage set on the Southern Highlands of NSW. It's quirky yet very comfortable. With nature & wildlife all around we want you to feel like you're 1000 miles from anywhere.

Guest favourite
The architect-designed residence is nestled atop a hill, surrounded by greenery. A vibrant sunset casts warm hues across the spacious backyard, while expansive glass doors offer seamless access to the outdoor living area, creating an inviting atmosphere for relaxation.
Farm stay in Razorback
4.94 out of 5 average rating, 49 reviews

Razorback Mountain Retreat

Amazing views and tranquility an hour away from the centre of Sydney. Architect designed residence at the top of a hill on 3.5 acres with a beautiful living area and backyard for entertaining. All 3 bedrooms have an ensuite and external access to the backyard. The views are even more spectacular at night when most of the Sydney Basin can be seen lit up as well as the milky way on a clear night. A great place for entertaining with a fire pit and gas barbeque and festoon lights.

Superhost
A serene infinity pool reflects the surrounding greenery, framed by a wooden deck. The nearby house features large windows and a spacious outdoor dining area, inviting relaxation. Lush trees provide shade, enhancing the tranquil atmosphere of the setting.
Farm stay in Picton
4.98 out of 5 average rating, 113 reviews

Farmhouse studio @ The Barn Stormhill sleeps 2

Chill by a cozy fire in winter or stargaze at night. Our Farm Pool Studio . Luxury is like entering a serene haven where indulgence meets tranquility. Nestled outside of Picton NSW. Just 1 hour from Sydney, it invites you to wake up to stunning sunrises in a comfy king-sized bed, savour breakfast from local produce, stroll through the orchard, immerse yourself in wildlife , soak in a bath, lazy by your private 17 mtr infinity pool. Its your time to breathe deeply & relax

Superhost
A modern guest house is presented with a light-colored exterior under a dusk sky. The front features a well-maintained pathway leading to a small porch with two chairs, surrounded by neatly trimmed hedges. A garage is visible on the right side of the house.
Guesthouse in Harrington Park
4.99 out of 5 average rating, 139 reviews

Guest house in Harrington Park

Gorgeous self contained guest house located in Harrington Park’s prestigious estate Harrington Grove . Enjoy the walking tracks throughout the estate ,and if you are up early enough to take a walk through the forest tracks you may spot some kangaroo’s and deer. This one bedroom guest house is well equipped for short or long stays and includes all the essentials of a home away from home . It’s within walking distance to some amazing eateries , shops and bus stop .

Top 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
4.92 out of 5 average rating, 182 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

Superhost
An outdoor spa is situated on a wooden deck, surrounded by lush greenery. A lookout deck offers sweeping views of rolling valleys and hills, illuminated by soft sunlight. The tranquil setting invites relaxation and is designed for enjoying expansive natural vistas.
Home in Kanimbla
4.86 out of 5 average rating, 117 reviews

Sunset Panorama with Spa & Home Cinema

Stunning panoramic valley views and breathtaking sunsets from our outdoor spa, lookout deck, and every corner inside the house. Top-notch home theater with a 133-inch screen, 4K PRO-UHD projector, and Sonos Arc soundbar. Exclusive access to the entire 25-acre property, with the soothing sounds of the Cox River flowing at the base of the hill - no sharing with anyone.

Superhost
Cottage in Mittagong
5.0 out of 5 average rating, 363 reviews

Farm Escape • Fireplace • Near Bowral

Escape to Sedalia Farm Cottage, a charming country retreat just 15 minutes from Bowral and Mittagong. Surrounded by beautiful gardens and peaceful rural surrounds, the cottage invites you to slow down, unwind by the fire, and enjoy a relaxed Southern Highlands stay with friendly animals nearby — including alpacas, Gallagher the horse and Ringo the miniature donkey.

Superhost
A modern exterior of a two-story structure is shown, featuring a combination of grey brick and colorbond materials. Vertical windows are framed by neatly maintained shrubs and flowering plants along a pebble pathway leading to the entrance.
Guest suite in Thirlmere
4.84 out of 5 average rating, 231 reviews

Cosy 2 Bedroom Studio

Have fun with the whole family at this stylish place Superbly Presented 2 Bedroom Studio with modern Kitchen , Large Shower , Private courtyard. This Property is Fully Air conditioned and perfect for the business or leisure Traveller visiting Thirlmere for business or a Recreational Visit

Top Guest favourite
A serene view of the Nepean River is presented, with calm waters reflecting the clear blue sky and surrounding greenery. Lush trees line both banks, creating a peaceful natural environment that emphasizes the area's tranquil ambiance and local biodiversity.
Apartment in Camden
4.97 out of 5 average rating, 114 reviews

River View Appartment (on Camden bike track)

Private apartment in a modern house by the Nepean river. Direct access to Camden bike track. Self-contained spacious one-bedroom apartment with king bed, basic kitchenette (fridge, electric cooktop, microwave), lounge room and dining, laundry, separate toilet, and bathroom.

Popular amenities for The Oaks holiday rentals