
Holiday houses in Wollondilly Shire Council
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Top-rated holiday rentals in Wollondilly Shire Council
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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.
4.99 out of 5 average rating, 319 reviews
Pinebar Farm - big 3 brm barn, huge fenced yard.
Get away from it all when you stay under the stars and enjoy home away from home in nature at this pet friendly stay., This barn is located on a pretty 10 acres separate from the main house with a private dog safe yard. Pheasants Nest is located near the thriving town of Tahmoor, situated centrally from local shops, swimming holes, bush walking, the Southern Highlands, wineries, wedding venues, shops, markets, restaurants and more. Enjoy your private stay to unwind and relax.
4.95 out of 5 average rating, 102 reviews
Nature Meets Luxury| Pool
Welcome to your luxury countryside escape! The spacious house comfortably sleeps 10+ guests, offering plenty of room to relax. Enjoy the private swimming pool, home theatre, and multiple indoor & outdoor living areas. The home is beautifully furnished with high-end finishes and surrounded by peaceful nature. Please note there are steps at the entrance. Nearby, enjoy hot ballon rides, a top golf course, Gourmet dining... Perfect for family getaways, retreats, or a tranquil escape.
5.0 out of 5 average rating, 32 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
4.98 out of 5 average rating, 113 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 .
4.99 out of 5 average rating, 143 reviews
Charming Heritage Home | Groups & Bridal
Edithville – A Historic Retreat in the Heart of Camden A beautifully preserved 1890s Victorian townhouse located in the heart of historic Camden. Once home to the original Camden Cottage Hospital, this historic residence blends timeless architecture with contemporary comfort. A short stroll from local cafes, boutiques, and heritage sites, Edithville offers guests a unique opportunity to stay in one of Camden’s most storied buildings.
4.94 out of 5 average rating, 16 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.
4.97 out of 5 average rating, 70 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
4.93 out of 5 average rating, 188 reviews
100 year old Railway Carriage
Comfortable but compact, set in beautiful bushland, owner's house closeby. 10 minutes from shops, restaurants and railway station. 50 minutes from Sydney Airport. Extra note: some guests have mentioned swimming in the George's River but this is not always advisable due to water quality . Also while there is an electric BBQ it is not always possible to light the open fire because of legal restrictions.
4.98 out of 5 average rating, 216 reviews
Harrington Park Lake House
Lakefront Retreat | Park Views & Work-Friendly Home Office Wake up to serene lake views and peaceful park surroundings right at your doorstep. A spacious, light-filled retreat perfect for families, weekend escapes, or working remotely in comfort. Enjoy sunsets by the water, morning walks, and the convenience of shops just moments away.
4.93 out of 5 average rating, 68 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.
4.97 out of 5 average rating, 116 reviews
Cumnock Cottage
Cumnock Cottage is situated in the Wollondilly countryside overlooking distant views of Sydney. It is surrounded by one acre of garden. Cumnock Cottage is a fully self contained one bedroom cottage with a large open plan kitchen diner and lounge room.
4.97 out of 5 average rating, 638 reviewsPopular amenities for Wollondilly Shire Council holiday rentals
Other great holiday rentals in Wollondilly Shire Council

Bungalow on 5 acres in the Southern Highlands
5.0 out of 5 average rating, 32 reviews
Campbelltown Executive Stay, Balcony
4.87 out of 5 average rating, 47 reviews
Black Beauty
5.0 out of 5 average rating, 10 reviews
Tranquil 2 bedroom flat with private courtyard
4.97 out of 5 average rating, 96 reviews
Kentlyn Cottage
4.92 out of 5 average rating, 39 reviews
Tre Sorelle Camden
4.99 out of 5 average rating, 95 reviews
Clean cozy flat
4.98 out of 5 average rating, 97 reviews
Catherine Fields Retreat
5.0 out of 5 average rating, 7 reviewsDestinations to explore
- Apartment rentals Wollondilly Shire Council
- House rentals Wollondilly Shire Council
- Rentals with lake access Wollondilly Shire Council
- Family-friendly rentals Wollondilly Shire Council
- Farmstay rentals Wollondilly Shire Council
- Rentals with a hot tub Wollondilly Shire Council
- Pet-friendly rentals Wollondilly Shire Council
- Rentals with pools Wollondilly Shire Council
- Guesthouse rentals Wollondilly Shire Council
- Darling Harbour
- Sydney Opera House
- Wollongong Beach
- Accor Stadium
- Bronte Beach
- Maroubra Beach
- Qudos Bank Arena
- Sydney Town Hall
- Icc Sydney
- University of New South Wales
- South Cronulla Beach
- The University of Sydney
- Clovelly Beach
- Coledale Beach
- Tamarama Beach
- Sydney Harbour Bridge
- Taronga Zoo Sydney
- Chinatown
- Sydney Cricket Ground
- Macquarie University
- Garie Beach
- Wombarra Beach
- Luna Park Sydney
- Jamberoo Action Park





