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Holiday rentals in Wollondilly River

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Top-rated holiday rentals in Wollondilly River

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

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Guest favourite
A tiny house with a wooden and metal exterior is positioned beside a tranquil dam. A small white boat floats on the water's surface, surrounded by grasses and trees. The peaceful landscape features a view of rolling hills in the background.
Tiny home in Razorback
4.99 out of 5 average rating, 290 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.

Guest favourite
A modern gray structure is set against green pastures and distant hills. Large windows reflect natural light and provide views of the surrounding landscape. A wooden deck leads to a lawn area, featuring a firepit and seating, ideal for outdoor relaxation.
Cottage in Gerringong
4.93 out of 5 average rating, 544 reviews

Infinity on Willowvale

Gorgeous boutique stay in Gerringong. Custom-built for a couple, Infinity on Willowvale has a king-size bed, bath for two, private firepit, and a huge deck to take in the views and sunsets. Everything is designed for relaxation. Infinity is set among the rolling green hills on the idyllic Willowvale Road, which boasts dairy farms and the stunning Crooked River Winery. Ten minutes to Kiama and Berry on the NSW South Coast. Just 5 minutes from the beach, you'll feel a million miles from anywhere.

Guest favourite
A cozy seating area features large windows that provide a view of the surrounding bushland. A comfortable black bench seat is adorned with soft pillows and a textured blanket. Natural light fills the space, highlighting the wooden accents and creating a serene atmosphere.
Tiny home in Tallong
4.93 out of 5 average rating, 346 reviews

Wildernest "T1" - Off-Grid Wilderness Experience

Looking for an adventure, an escape, or just an opportunity to reconnect with nature? ‘Wildernest’ offers a unique off-grid experience, staying in a tiny house (nicknamed "T1") nestled amongst the bushland on the edge of the Wingello Forest. A perfect sanctuary to relax and rejuvenate. Or as a base for an adventure - bush walking, mountain biking, wildlife spotting - or perhaps exploring the Southern Highlands foodie hot spots is more your thing. Come with friends and book Wildernest "T2" too!

Top guest favourite
A circular plunge pool sits on a wooden deck, reflecting the mountain views under a soft sunset sky. Surrounding the pool, potted plants add greenery to the space. A wooden chair is positioned nearby, inviting relaxation amidst the serene landscape.
Guest house in High Range
4.98 out of 5 average rating, 100 reviews

Farm stay at Melaleuca cottage

Escape to our cozy cottage on a 100-acre farm, where mountain views greet you at every turn. Cool off in the plunge pool or soak in the wood-fired hot tub under open skies. As the sun sets, gather around the fire pit and enjoy the tranquility of the starlit night. Surrounded by Nattai National Park, you’ll be immersed in nature – with birdsong, fresh air, and stunning scenery. Whether you're after adventure or a peaceful retreat, this setting offers the perfect blend of comfort and relaxation.

Top guest favourite
A view from the tiny house reveals a serene dam surrounded by grassy fields. The image captures a rustic wooden bar with a panoramic window, offering a glimpse of the landscape dotted with native trees and a few chairs positioned nearby.
Tiny home in Collector
4.98 out of 5 average rating, 196 reviews

Enough | Good

Enjoy a unique Tiny House that was designed and built on this very farm. "Dovolj | Dobro" is annexed off our 3acre Selah Gardens, which you will have access to. Nestled amongst gum trees overlooking a large dam, it is surrounded by native wildlife and grazing stock. A unique feature of this location is a walking track through our working farm to The Olive View Restaurant, with great food and amazing coffee. In keeping with minimum impact on the environment, it contains a composting toilet.

Top guest favourite
Farm stay in Moss Vale
5 out of 5 average rating, 227 reviews

Luxury Country Escape at Colyersdale Cottage

Set on a 350 acre cattle property 10 minutes from Moss Vale you will find this purpose built, luxurious Hampton’s style cottage. With a 2 car connected garage and indoor/outdoor sandstone fireplace, it comprises 2 large king bedrooms each with a walk-in robe and ensuite. There is ducted air conditioning, fully appointed kitchen, open plan living dining, concealed laundry, outdoor dining terrace, swinging seat and BBQ. Perfect for 2 couples or a family of 4 or 5. Message me for longer stays.

Guest favourite
Cabin in Sutton Forest
4.95 out of 5 average rating, 156 reviews

Unique'Danglestone' Couples Hideaway in the Forest

Awe inspiring views surrounded by nature. Nestled in the lush greenery of a private forest this modern architecturally designed cabin is luxury at its best. With the warmth of the heated floor & indoor gas fire you will be toasty warm all year round. Sutton Forest is very near several vineyards and villages. An ideal location to escape the city. PETS allowed but please disclose when booking- Max 2 people only (not suitable for infants) 1 Queen bed only MASSAGE available nearby (plse ask)

Top guest favourite
An outdoor deck features a freestanding black bathtub positioned under a covered area. String lights are hung above, providing soft illumination. A wooden swing chair and an additional chair with patterned cushions are visible, with lush hills visible in the background during sunset.
Tiny home in Blakney Creek
4.98 out of 5 average rating, 193 reviews

The Barlow Tiny House

Nestled in the middle of a working cattle and horse farm in the Yass Valley, The Barlow Tiny House is the ideal place to relax, unwind and reconnect with nature. Enjoy this Tiny House in the countryside that makes a big statement. Enjoy breakfast inside or out, with surrounding views of the rolling hills.Take a wander and explore, and discover our kangaroo and wombat neighbours.If you are interested, we can provide recommendations on the best walks in the area, suitable for all abilities.

Superhost
The tiny house features large windows that provide a clear view of the interior, showcasing warm wooden accents and a functional layout. The exterior is framed by surrounding greenery, enhancing the cabin's integration with the natural environment.
Tiny home in Foxground
4.85 out of 5 average rating, 454 reviews

Creek side Tiny House in a sub-tropical rainforest

Located creekside in a rainforest our Escape Pod (tiny house) is in one of the most beautiful locations the region has to offer. You will feel your worries ebb away while you listen to the natural surrounds, or your fave tunes. What you get up to during the day is totally up to you, go hiking, explore the local beaches, shops, cafés and eateries or simply sit by the fire with a good book and be alone with your thoughts! Your off-grid venture awaits – This is not your normal hotel stay!!

Guest favourite
The cottage features a modern design with a welcoming entrance. A stone chimney complements the black exterior, while a covered porch invites relaxation. Lush greenery surrounds the property, which overlooks open fields with grazing animals in the distance, framed by tall trees.
Cottage in Exeter
4.97 out of 5 average rating, 313 reviews

Contemporary Country Experience

Contemporary country experience Enjoy the simplicity and restoration that rural peace offers without getting your hands dirty (*unless you want to!). This design inspired cottage provides a place for up to 6 people to take in the sunset sitting by the open fire, then wake to collect fresh eggs and watch the horses, cows and kangaroos graze, or wander down to the creek for a picnic. The cottage is fully enclosed in a fenced area 800m2. We have changed the fencing so none is electric.

Top guest favourite
A spacious living area is featured, characterized by large glass doors that provide views of the expansive landscape. A cozy leather couch and armchairs are positioned around a central coffee table, while a dining table complements the room. The fireplace offers warmth, creating a welcoming environment.
Villa in Penrose
4.99 out of 5 average rating, 328 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.

Superhost
The cabin's exterior features a modern design with a corrugated metal facade, framed by trees. A wooden deck offers outdoor seating, while a fire pit sits on the grassy area in the foreground. The bi-fold doors provide an inviting view into the cozy interior.
Tiny home in Exeter
4.85 out of 5 average rating, 215 reviews

Southern Highlands Vineyard Cabin by Outpost

Welcome to our premium country cabin nestled within the picturesque wineries of the Southern Highlands! Set amongst the vines of Exeter Vineyard & Cellar Door, our cosy, private retreat offers a unique experience where you can unwind, sip local wines, and bask in the breath-taking beauty of the Australian countryside. Please Note: We offer a discounted nightly rate for mid-week bookings (Sun-Thurs).

Popular amenities for Wollondilly River holiday rentals