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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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Top Guest favourite
A charming split-level house is nestled among mature pine trees, featuring a sloped grassy area and blooming flowers in the foreground. The house exterior displays a mixture of wood and brick, with large windows offering natural light, creating a serene and inviting atmosphere.
Home in Middle Arm
4.9 out of 5 average rating, 417 reviews

"Whispering Pines" rural escape

Enjoy a relaxing country escape in our self-contained, 3 bedroom house set amongst mature pine trees. Just 2 hours drive from Sydney, a little over 1 hour from Canberra and 15 minutes north of Goulburn, the split 3-level house is situated on our 65 acre hillside property. A great place to spend time with family and friends, enjoy the fresh air exploring the natural surroundings or stay indoors for a game of pool by the fireplace.Perfect for a short stopover whilst travelling or a longer getaway!

ValueFamilyBackyard

Guest favourite
A modern barn stands amid a green landscape, with two donkeys grazing nearby. Large windows reflect the natural light, providing views of the surrounding trees and the tranquil setting. This peaceful scene is framed by the foliage of nearby plants.
Barn in Exeter
4.96 out of 5 average rating, 196 reviews

Basil's Folly

Hi I'm Basil. I live with my donkey family on a beautiful property in Exeter. Come and stay in a lovely private barn beside my paddock. It has 2 queen beds, a spacious & warm living area, with a kitchenette and a stylish bathroom. Escape the stresses of the modern world & enjoy the view over the pond. Curl up on the couch in front of the wood fire. Explore the delights of the Southern Highlands-cafes, restaurants, lovely drives and walks. We are only 10mins from beautiful Morton National Park.

FamilyValueTV

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
5.0 out of 5 average rating, 240 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.

LocationFamilyBarbecue

Top Guest favourite
Two individuals sit in chairs around an outdoor fire pit, with flickering flames providing warmth and light. A small table holds flowers, surrounded by a backdrop of dense trees and foliage, creating an intimate atmosphere in the evening setting.
Cabin in Sutton Forest
4.95 out of 5 average rating, 169 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)

ValueLocationTV

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, 390 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.

LocationValueCleanliness

Top 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 Bundanoon
4.97 out of 5 average rating, 327 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.

LocationFamilyCleanliness

Guest favourite
The exterior of the guesthouse is showcased, featuring light green siding, double barn-style doors, and two small windows. A wall-mounted light is positioned above the entrance. Neatly trimmed shrubs line the base, and a clear blue sky enhances the serene setting.
Guesthouse in Burradoo
4.92 out of 5 average rating, 433 reviews

The Stables at Long Paddock

The Stables is a self contained guesthouse situated on our family property in beautiful Burradoo. Suited to either a family of up to four or two couples, the guesthouse is fully equipped for a weekend away in the countryside. Located midway between Bowral and Moss Vale, the Stables is set on 10 picturesque acres and surrounded by unspoilt farmland, with views to Oxley Hill and surrounds - yet Bowral’s boutiques, homewares stores, restaurants and cafes are just 5 minutes away.

LocationFamilyGetting around

Top Guest favourite
The exterior of Millynn House is showcased, featuring a charming brick facade and decorative architectural elements. A prominent sign displays the name 'Millynn House,' with the surrounding area revealing a clear blue sky above.
Apartment in Goulburn
4.95 out of 5 average rating, 205 reviews

Millynn House - Unit 1

Step into a piece of history with this fully renovated apartment nestled within an early 1900s heritage building. Located in the heart of Goulburn, this charming space combines historic charm with modern comforts for an unforgettable stay. Just steps away from local cafes, restaurants, and shops, this apartment provides the perfect base for exploring the town's rich history and vibrant culture. Immerse yourself in the timeless elegance of this beautifully renovated apartment!

ValueFamilyView

Top Guest favourite
A cozy living area features two green sofas adorned with decorative pillows. A small wooden coffee table sits in the center, and a wall-mounted television is positioned to the left. An electric fireplace offers warmth, with a framed portrait hanging above it.
Place to stay in Goulburn
4.99 out of 5 average rating, 307 reviews

Self contained converted recording studio

This unique studio has a style all its own. Si-Fonic Studio, a recording studio in the 1990s and early '00s, is now converted to a self contained unit in the garden behind a stately Federation home and has the charm of music from days gone by. The studio is situated in a quiet part of town close to amenities with a short walk to the city centre. There is off street parking and independent access to the accommodation. Continental breakfast is provided for the first day.

LocationFamilyTV

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, 634 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 We also have 'The Dairy' which is a 1 bedroom (1 queen bed) cottage with a kitchen and fireplace. Strictly Non smoking. STRA 6648

FamilyValueIndoor spaces

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, 340 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.

FamilyValueCleanliness

Top Guest favourite
The exterior of the guest cottage is shown, featuring a pitched roof and decorative window awnings. Surrounding greenery adds to the natural setting, with a gravel pathway leading to the entrance. A patio area is visible, providing a welcoming space to relax outdoors.
Apartment in Goulburn
4.91 out of 5 average rating, 220 reviews

Burralinga B&B

A short 5 minute drive from the heart of historical Goulburn. Burralinga guest cottage is set on 30 acres of rolling hill, with views over the country side. A fully self- contained cottage, featuring open-plan design, with every modern convenience and the warmth in winter of a pot belly stove. A separate dwelling from the main house, assures privacy and solitude. There is also plenty of space to accommodate cars and trailers.

FamilyValueComfort

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