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Southern Highlands Villas

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    Southern Highlands is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    All 31 Rentals in Southern Highlands
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    Bluebird Escape, Southern Highlands1 / 31
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Exeter Farm Stay, Southern Highlands- 2 bedroom self contained apartment1 / 12
    (11)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    The Loch: an idyllic Berrima retreat1 / 13
    (5)Excellent
    4 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    Sirmione – a gorgeous country house in the stunning NSW Southern Highlands.1 / 13
    (1)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Private Garden
    • Wi-Fi
    • Parking
    • Cable/satellite TV
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 June 2018
    We had a great stay at this house with our friends for a Christmas in July weekend. It was the perfect size for 6 adults, 4 children and a baby with lots of different areas to...
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    About this property
    Sirmione is a beautiful, large 4 bedroom and 3 bathroom, modern homestead style house. Surrounded by stunning landscaped gardens, the house sleeps 8 with facilities to accommodate 2 extra guests. It has 3 large bathroom, 2 en suite and one with a bath. There are two large family living areas each...
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    Burrawang, Southern Highlands 2577
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Hillside Cottage... a beautiful 1843 cottage with 3 ensuite bedrooms. (Sleeps 8)1 / 55
    (5)Excellent
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Parking
    • Patio
    • Wi-Fi
    • Central Heating
    • Grill
    • DVD Player
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 October 2017
    A lovely cottage with very clean and comfortable accommodation. The loveliest gesture was the fruit flan, breads and jams left for us. What a treat! The cottage has been...
    Reviewed 22 May 2017
    A girls gathering at Hillside Cottage in Berrima in glorious autumn sunshine was wonderful. The Cottage was comfortable and spacious with great accommodation. Luxury bedrooms...
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    About this property
    This is a beautiful 1843 historic cottage in the centre of stunning Historic Berrima Village. A great place to tour the Southern Highland wineries, play golf, hike, cycle or simply gather with family and friends for a relaxing getaway. It has recently been sympathetically restored to showcase its...
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    Berrima, Southern Highlands 2577
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Daisy Cottage1 / 8
    (5)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Air Conditioning
    • DVD Player
    • Grill
    • Parking
    • Terrace
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 January 2018
    Just be aware that the price that they shown is for couple only. If you are a family with children they charge your children $40 per night per child. We didnt realised it after...
    Reviewed 20 November 2016
    My partner and I stayed at Daisy's Cottage this weekend as we were attending a wedding nearby. The location is lovely, the welcome from the hosts is warm and the cottage itself...
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    About this property
    Daisy Cottage is a luxurious self-contained, self-catering B&B located in the heart of the beautiful Southern Highlands, about 1.5 hours south of Sydney. The large open-plan lounge/dining area features a slow combustion wood fire, dining table to seat up to six people, comfortable leather sofas,...
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    Bowral, Southern Highlands 2577
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Redleaf Carriage 343 - luxury eco-tourism escape 1890's train carriage1 / 4
    (9)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2018
    My wife and I just had the most amazing weekend in the Southern Highlands, staying in a restored train carriage. The bush setting surrounded by gum trees was wonderful...with...
    Reviewed 6 August 2018
    This is just the most gorgeous place to stay - I'm sure like nothing I will experience again. The train carriage is completely restored with so much care and attention to detail...
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    About this property
    Truly escape your everyday with some serious down time in Redleaf Carriage 343. This 1890's lovingly restored, guard’s carriage sits in a secluded corner of a 270 acre Southern Highlands farm. An unforgettable experience, somewhere between glamping and a luxury suite, Carriage 343 delivers a true...
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    Fitzroy Falls, Southern Highlands 2577
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Stately Bowral Designer Home1 / 32
    (3)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Washer
    • Hot Tub
    • Grill
    • Porch
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 January 2017
    Great venue for us. I had family, including my nieces and nephews. There was plenty to entertain the kids while the rest of us were getting ready for the wedding. Large multiple...
    Reviewed 11 March 2016
    House was ideal staging post for wedding preparations. It is a large house - which was able to easily facilitate the photographer / makeup person, hairdresser, bride...
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    About this property
    Designer home with high ceilings. Outdoor spa. Polished wooden floors. Tranquil and quiet, super clean and modern - while also retaining some rustic charm. An Oasis from a busy life. Come relax and enjoy! Our lane is the most prestigious in East Bowral, located on a ridge line, and commanding some...
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
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    The Retreat at Robertson1 / 16
    (5)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Outdoor Dining Area
    • Air Conditioning
    • Shared Garden
    • Washer
    • DVD Player
    • Terrace
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 June 2015
    My dealings with the owner (Kim) were delightful. The 'Retreat' felt like home, except more luxurious! It was comfortable, relaxing and very cosy. The garden and surroundings...
    Reviewed 26 May 2014
    I have been going down to "the retreat at roberstson" for quite a while now, and every time I feel so much joy when I'm there.It has a real sense of magic...so seculded...
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    About this property
    Large 4 bedroom house on 7 acres, close to the village of Roberston. House has 2 bedrooms with queen beds and 2 bedrooms each with 2 single beds and two bathrooms. Great location for a quiet break as a couple or with a group of family and friend. Makes an excellent base to explore the Southern...
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    Robertson, Southern Highlands 2577
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    • Washer
    • Patio
    • Parking
    • Central Heating
    • Grill
    • Balcony
    • Mountain Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Thinking of a holiday with families and friends in a private and charming farm house, enjoying the never-same sunrise, sunset and mountain view from your own bedroom windows and a cup of tea while overlooking the flowery backyard? Or want a dream country style celebration outside of the city noise?...
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    Canyonleigh, Southern Highlands 2577
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
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    Garden Keepers Cottage1 / 11
    (5)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
    • Mountain Views
    • Wi-Fi
    • DVD Player
    • Air Conditioning
    • Cable/satellite TV
    • Grill
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 November 2017
    Great and charming little cottage with everything you could want, including coffee and wine and electric blankets for the not so hot weather and a warm and flexible welcome by...
    Reviewed 16 August 2017
    thanks to Jan for our stay at the Gate Keepers, it was a perfect sunny afternoon on the terrace sheltered by the garden for book reading lunch & dozing in the winter...
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    About this property
    Built originally in 1926 the beautifully presented Garden Keepers Cottage is just a stone's throw from Bowral shops and restaurants a minute to Harris Farm, a continental butcher a fantastic Italian restaurant - Café Rosso and a Chambers Liquor outlet, not to mention a Chemist and Medical Centre...
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Sassafras House, a quiet country retreat for the extended family or large group1 / 16
    (2)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 16 Quick View
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    • Parking
    • Private Garden
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 29 March 2018
    perfect for our extended family and soo many toys for the kids.we all really appreciated the cleanliness and comforts .Thank you very much Jess
    Reviewed 10 March 2017
    We loved our girls stay at Sassafras! It was such a beautiful, quiet spot with an immaculate garden. The house was spotless and had everything we needed. It's deceivingly big...
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    About this property
    Sassafras House, Robertson is the perfect family retreat for the extended family or large group. With a fully equipt kitchen and large dining table it's ready for a large dinner party. With every bed made with your comfort in mind you will relax and unwind without having to pack half the house...
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    Robertson, Southern Highlands 2577
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 16
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    2 Light filled rooms1 / 17
    (1)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Parking
    • Air Conditioning
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 October 2017
    We really enjoyed our stay at Danna's B&B. It's 5 minutes drive from the main Bowral streets, quite and quite spacious. D had provided fruits, variety of cereals, sourdough...
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    About this property
    2 good size light filled rooms that join via ensuit. Very private as the main room has it's own front door so you dont have too entre through the main home, there are plantation shutters in both rooms for your privacy. Each room has it's own TV mounted on the wall so you can lay back in bed and...
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    Redleaf Carriage 12381 / 9
    (6)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 16 May 2018
    We stayed in January 2018 and had the most relaxing and romantic stay, this really is such a unique experience. Our host Katrina and her family were so welcoming and ensured we...
    Reviewed 16 May 2018
    Such a beautiful renovation and an experience beyond anything I could imagine. A very romantic way to spend the weekend although next time we'll be bringing our daughter because...
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    About this property
    Experience a romantic and unique s/c farm stay in a 1920's train carriage on Redleaf Farm. A small working farm adjacent to state forest, Redleaf Farm is an ideal getaway in the NSW Southern Highlands. The Carriage 1238 has a king bed 'compartment', a dressing room 'compartment', a sitting room...
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    Fitzroy Falls, Southern Highlands 2577
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 3
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Parking
    • Cable/satellite TV
    • Grill
    • DVD Player
    • Internet Access
    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Only 60 minutes from Sydney Airport Baynton Cottage is a luxurious Southern Highlands retreat set high on the exclusive enclave of Mt Gibraltar, Baynton Cottage is a brilliant retreat offering a classic Southern Highlands experience. With its lush rolling laws and stunning formal gardens, this is...
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Private Garden
    • Grill
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Laurel View is a working farm running beef and lamb which is sold directly through our own butcher shop, Maugers Meats. The farm house is surrounded by stunning views of the countryside and paddocks dotted with cattle and sheep. It is a quick trip to Burrawang for lunch or a drink at the Burrawang...
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    Robertson, Southern Highlands 2577
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Berrima Retreat Luxury Group Accommodation from $49pp1 / 16
    (2)Excellent
    14 Bedrooms, 4 Bathrooms, Sleeps 50 Quick View
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    • Mountain Views
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 April 2018
    Great house in beautiful Berrima. A great house for large groups and for kids too. We stayed with family, loved the pool, games room (especially the table tennis). Great big...
    Reviewed 1 February 2018
    We stayed here with our whole extended family for our nieces wedding. House was so comfortable for all of us- must make special mention that EVERY bed in the house was...
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    About this property
    Sleeping 28 standard comfortably without the need for roll aways or sofa beds, or optionally 55 guests in other rooms with King Beds, King singles, bunks etc. Berrima Retreat provides premier self-contained accommodation for large groups. Berrima Retreat makes a great base for attending weddings at...
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    Berrima, Southern Highlands 2577
    Holiday Rental House - 14 Bedrooms, 4 Bathrooms, Sleeps 50
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
    • Patio
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Summerlees Cottage is a fully self contained 3 bedroom , 2 bathroom cottage set within the Historical Summerlees Estate. Enjoy 8 acres of private park like gardens on a 70 acre property. Perfect garden wedding location. Winner of the Southern Highlands Business Awards for Excellence in...
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    Sutton Forest, Southern Highlands 2577
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
    • Internet Access
    • Washer
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Escape for a weekend to Springfield Farm in Bundanoon, Southern Highlands. A farmhouse with old-world charm merely two hours drive from Sydney. Springfield Farm is a five bedroom house located on a stunning 170 acre country estate with four bathrooms and spacious living and dining areas. It is the...
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    Bundanoon, Southern Highlands 2578
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    Arcadian Cabin Canyonleigh - Southern Highlands River Retreat1 / 14
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Housekeeping Included
    • Terrace
    • DVD Player
    • Grill
    • Patio
    • Parking
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 30 July 2018
    I couldn't think of a better way to spend a relaxing weekend away, and it was as perfect as I pictured it!We drove through Bowral to pickup some amazing produce, and local...
    Reviewed 18 July 2018
    A cosy and very quiet cottage on a farm away from everything. Warm. Comfy bed. Clean and tidy. Lovely
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    About this property
    Your retreat is brand new, self-contained, luxurious, and is the perfect weekend or mid-week getaway in a secluded country setting. Picnic amongst the eucalypt and pine trees, or wander along the 2km stretch of the beautiful Wollondilly River. Only 1.5 hours from Sydney or Canberra, and 30...
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    Canyonleigh, Southern Highlands 2577
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Down the driveway, under the weeping willow, through the poplar trees and the cherry blossoms, an idyllic and beautifully restored property is awaiting you. Set in just under two acres of lovely country gardens, the house and separate cottage are positioned with privacy in mind, yet there is also...
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    Berrima, Southern Highlands 2577
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Dixieland Estate1 / 10
    (1)Excellent
    8 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Patio
    • Air Conditioning
    • Washer
    • Balcony
    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 June 2017
    This house is truly wonderful and the photos do not do it justice. We were a family of 19 and it was so perfect. The lounge room Was massive and the the dining areas and kitchen...
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    About this property
    Dixieland estate is a beautifully appointed holiday letting located at the heart of historic Berrima in the Southern Highlands of NSW. Set in a rolling landscape, our property exudes warmth and modern ambiance combined with the charm of country elegance. Dixieland Estate is a magnificent 27-acre...
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    Berrima, Southern Highlands 2577
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 16
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    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Patio
    • Terrace
    • Secure Parking
    • Grill
    • Balcony
    • DVD Player
    • Air Conditioning
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A beautiful luxurious COUNTRY HOUSE set in the heart of Historic Berrima moments away from all the amenities this village has to offer. Located close to many of the Southern Highlands wedding venues, golf courses and wineries. A great multi generational home to gather with your family or large...
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    Berrima, Southern Highlands 2577
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
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    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Housekeeping Included
    • DVD Player
    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Relax in a light filled room in the beautiful Southern Highland of Bowral. Your light filled room is located in a very quiet location and is in walking distance to the Bowral main hub. This lovely room has a large screen TV, bar fridge, kettle and toaster with tea and coffee at your leisure. You...
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    Bowral, Southern Highlands 2576
    Private Room - 1 Bedroom, 1 Bathroom, Sleeps 2
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    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Central Heating
    • Balcony
    • Washer
    • Housekeeping Included
    • Terrace
    • Patio
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Brenchley Farm is perfect for families, friends or couples looking for a special getaway. It's your country retreat in the heart of the Southern Highlands offering peace and tranquility, comfort and convenience. Enjoy the modern, well equipped, 4 bedroom, 2 bathroom home set on 100 acres of...
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    Robertson, Southern Highlands 2577
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
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    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The propertys two master suites feature walk-in wardrobes, ensuites, and French doors leading to private terraces, while an additional two bedrooms each have built-in robes and a Jack & Jill ensuite. The generously proportioned rooms are spread out over one level, complimented by an ideal...
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    Exeter, Southern Highlands 2579
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
    • Washer
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Full of character and charm, Bourne Cottage is the perfect base for your Southern Highlands getaway. Mittagong town centre is a five minute walk away.Bowral town centre, wedding venues and wineries are all a short drive. Sleeping ten people across four rooms, with spacious living areas this home is...
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    Mittagong, Southern Highlands 2575
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Wi-Fi
    • Housekeeping Included
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our newly renovated, 100 year old weatherboard cottage lies close to the hub of Bowral, with its many restaurants, cafés and boutiques, and its gorgeous parks, museums, galleries, vineyards and golf courses. My place is both intimate and elegant, and is perfect for a romantic weekend away, or for a...
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    29 on Shepherd is a stylish, well equipped home within the Bowral town centre. With local shops and cafes only a short stroll away, and many Southern Highlands attractions close by, 29 on Shepherd is a great option for one or two couples - sorry no children. 'Pay for 2, stay for 3' special -this...
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    Location Information
    Bowral, Southern Highlands 2576
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • DVD Player
    • Air Conditioning
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Down the driveway, under the weeping willow, through the poplar trees and the cherry blossoms, an idyllic and beautifully restored property is awaiting you. Set in just under two acres of lovely country gardens, the house and two cottages are all positioned with privacy in mind, yet there is also...
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    Location Information
    Berrima, Southern Highlands 2577
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • DVD Player
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Down the driveway, under the weeping willow, through the poplar trees and the cherry blossoms, an idyllic and beautifully restored property is awaiting you. Set in just under two acres of lovely country gardens, Mirriyindi is the perfect getaway for small families or couples. 'Pay for 2, stay for...
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    Location Information
    Berrima, Southern Highlands 2577
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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