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Holiday houses 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, 288 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 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, 543 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
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 scenic view captures a sunset over rolling mountains, with a foreground of lush greenery. Lavender and other plants are visible, providing texture to the landscape. The sky is filled with soft clouds reflecting warm hues, creating a serene backdrop to the natural setting.
Guesthouse 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, 194 reviews

Dovolj | Dobro

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
A Hampton’s style cottage is showcased, surrounded by lush green landscaping. The white exterior features a dark roof and a stone fireplace. A spacious veranda runs along the front, providing shaded areas for relaxation amid the scenic countryside.
Farm stay in Moss Vale
5 out of 5 average rating, 226 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, 155 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
A light-filled nook features a spacious bed with multiple pillows and a soft throw, designed for comfort. Large windows frame the stunning views of rolling hills, allowing natural light to illuminate the cozy space. Wood accents complement the inviting atmosphere.
Tiny home in Blakney Creek
4.98 out of 5 average rating, 191 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
A serene indoor scene features two guests engaged in a game of chess on a bed adorned with neutral-toned linens. Large windows frame views of the lush rainforest outside, allowing natural light to brighten the wooden interior.
Tiny home in Foxground
4.85 out of 5 average rating, 453 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.

Superhost
A modern cabin is seen against a vibrant sunset sky, with hues of orange, red, and purple reflecting over the water. The structure is positioned near a grassy area, framed by a circular sculpture and soft outdoor lighting fixtures.
Cabin in Lake George
4.92 out of 5 average rating, 167 reviews

StarGazer - Beautiful lake views

Mystic Ridge Estate offers ‘StarGazer'. Be amazed by the breathtaking panoramic lake views as the property is situated on the west ridge overlooking Lake George. The lake bed is visible during the dry years and the lake will slowly reappear during wet years. The lake is currently the fullest it’s been in many years. You are encouraged to view it before it dries up again! We have three accommodation choices on the property so please check out the other two listings!

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, 327 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.

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