Holiday houses in Wollondilly Shire Council

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Top-rated holiday rentals in Wollondilly Shire Council

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, 311 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.

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Guest favourite
Tiny home in Thirroul
4.94 out of 5 average rating, 139 reviews

Stylish Tiny Home • Private Garden • Coastal Vibes

Nestled amongst the trees in the escarpment of the popular surf town of Thirroul, this stylish tiny house offers everything you need for a relaxing short or long stay. Start your mornings with a coffee on the private deck, unwind in the garden with a glass of wine at sunset, or take a short stroll to cafés, restaurants, shops and stunning beaches. Spend your days exploring the waves, coastal walks, vibrant food scene, then retreat up the hill to your peaceful, cozy escape on the Coal Coast.

ValueFamilyWalkability

Top Guest favourite
A cozy bedroom corner features a spacious bed with white linens and decorative pillows in warm tones. A stylish bedside table holds a modern lamp and a small plant. The grey accent wall enhances the calming ambiance of the room.
Apartment in Camden
4.99 out of 5 average rating, 93 reviews

Tre Sorelle Camden

Tre Sorelle is located in central Camden and a 5 minute walk to the main street of Camden, where you will find cafes, bars, pubs, restaurants, boutique shops, chemist, news agency and Woolworths supermarket. Coles supermarket is a 3 minute walk from the apartment. Camden Hospital is a 5-7minute walk from the apartment. Secure underground parking. Ideal accommodation for wedding stays in the Camden area. The Equestrian Park is less than 5 minutes from the apartment. Air conditioned throughout.

ValueFamilyAccess

Top Guest favourite
Home in Hill Top
5 out of 5 average rating, 28 reviews

Bungalow on 5 acres in the Southern Highlands

Escape to a peaceful 3-bedroom bungalow nestled on 5 private acres in the Southern Highlands - 1.5 hours from Sydney. This fully self-contained cottage offers bushland seclusion and convenience. Wake up to the sounds of native birds, and unwind by the fireplace on chilly evenings. Featuring a cosy lounge with a wood-burning fireplace, multiple indoor and outdoor sitting areas to enjoy the views, 3 comfortable bedrooms, 1.5 bathrooms, and ample space to relax, read, or reconnect with nature.

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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, 48 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.

LocationValueBackyard

Guest favourite
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, 111 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

LocationPoolCleanliness

Top Guest favourite
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, 136 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 .

LocationFamilyLong stay

Top Guest favourite
Home in Wallacia
4.97 out of 5 average rating, 59 reviews

Adam’s Hall 1900s School house

Adam’s Hall is a renovated 1900s cottage that was used as a School for 20 children in 1926. It shares some amazing history with its surround in Wallacia just a short walk from the well known Wallacia pub. The house itself is a charming mix of old character and new amenities with plenty to do for families and big groups. A 20 minute drive to Penrith or Narrellan. A 8 minute drive to the new Nancy-Bird Walton Western Sydney Airport.

LocationValuePool

Superhost
Two individuals are shown holding vibrant floral bouquets featuring native Australian flowers. Behind them, a serene lake reflects the surrounding greenery and trees. The scene is set in a natural outdoor space, enhancing the beauty of the flowers and lake.
Farm stay in Oakdale
4.91 out of 5 average rating, 351 reviews

Romantic Flower Farm with Fireplace

A luxury light-filled guesthouse with large timber windows set on 30 acres of Botanic Gardens & hobby flower plantation. Featuring charming lake, fernery, rainforest, horses, wild-life, and abundant birdlife. Our retreat is only 1h 15 from Sydney. Our Guesthouse is designed as a Scandinavian Country house with luxury contemporary kitchen and bathroom. The listing is a large studio space. * Firewood is not supplied.

FamilyValueCleanliness

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

ValueFamilyAccess

Guest favourite
The entrance features a well-kept pathway surrounded by landscaped grounds, showcasing smooth pebbles, small shrubs, and colorful plants. A modern door is positioned behind a black fence, with large windows allowing natural light to enter the interior space.
Guesthouse in Catherine Field
4.93 out of 5 average rating, 100 reviews

Comfy Studio 1 bedroom Catherine Field

This unique place has a style all its own. Close to Oran Park / Narellan/Campbelltown/Emerald Hills/Leppington and the Hub of Gregory Hills Perfect for the short or long term traveller to the Gregory Hills Oran Park Area this space is available for stays between 3 and 90 days at a weekly or Monthly discounted Rate ..Contact us for details

FamilyValueKitchen

Top Guest favourite
A modern kitchen features sleek white cabinetry and stainless steel appliances, including a refrigerator and a built-in oven. Gray floor tiles reflect natural light, and glass doors open to an outdoor space, enhancing the sense of openness.
Apartment in Oran Park
4.98 out of 5 average rating, 88 reviews

Clean cozy flat

Welcome to your quiet retreat! This new, stylish modern flat offers comfort, cleanliness, and charm. Perfect for solo travelers or couples, it features a cozy layout, sleek finishes, and all the essentials for a relaxing stay. Tucked away in a peaceful location, you’ll enjoy privacy, convenience, and a true home away from home.

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Popular amenities for Wollondilly Shire Council holiday rentals