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Southern Highlands

Southern Highlands House Rentals

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    Southern Highlands is popular with travellers just like you. Don’t let them get your perfect place first—book today!
    90 Matching Rentals in Southern HighlandsView all 147 rentals
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    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Stately Bowral Designer Home1 / 32
    (4)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Bluebird Escape, Southern Highlands1 / 31
    (4)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    • Cable/satellite TV
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    • Private Outdoor Pool (Unheated)
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    **Please be advised this house is for sale, any bookings after exchange may not be honoured by the new owner in which case a full refund would be applied. Please discuss with us for more information and if interested in purchasing. ** Only 60 minutes from Sydney Airport Baynton Cottage is a...
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Dixieland Estate1 / 10
    (2)Excellent
    8 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    • Cable/satellite TV
    • Secure Parking
    • Patio
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    • Washer
    • Balcony
    • Terrace
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 July 2019
    We are a large family of 17 people and I can say on behalf of all my family we had such a great time that we are planning another stay . We went for my nieces wedding this was...
    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
    Berrima Retreat Find us direct to save 10%1 / 16
    (3)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 27 October 2018
    We have just returned from one amazing stay at this beautiful retreat.We are a large family and we were looking at many properties to accomodate us for my mother in laws 80th...
    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...
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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
    Laurel View Farm Stay1 / 12
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • DVD Player
    • Private Garden
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    Pet friendly
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    Smoking allowed
    Reviewed 6 November 2018
    Laurel View was a great place for our family to stay for the weekend. Vicki was so responsive and stocked the place with some beautiful goodies (including sausages and bacon...
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    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
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    • DVD Player
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    Pet friendly
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    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. Where will I be?...
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    Berrima, Southern Highlands 2577
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
    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
    Mirriyindi - Unique Berrima escape for 7 in the Southern Highlands - 4pm check o1 / 24
    (1)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Air Conditioning
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    Pet friendly
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    Smoking allowed
    Reviewed 9 October 2018
    Loved this place! Mirriyindi is a beautiful quiet getaway from the busy world! Our family of four adults, five kids and three fur babies spent a cold, wet but great weekend in...
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    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. Where will I be?...
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    Location Information
    Berrima, Southern Highlands 2577
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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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
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    • 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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    Location Information
    Canyonleigh, Southern Highlands 2577
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Internet Access
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    Pet friendly
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    Smoking allowed
    About this property
    The Art House Bowral is an exquisitely decorated home with views over Bowral town. It is an extremely spacious property and a very comfortable option for a group of up to 10 guests. It is uniquely furnished with an impressive private collection of furniture, artworks and other decorative items. The...
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    4 Bedrooms, 1 Bathroom, Sleeps 9 Quick View
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    • DVD Player
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    Pet friendly
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    Smoking allowed
    About this property
    Lou Lou's Cottage is a stylish, comfortable, perfectly located home - sleeping up to 9 guests across 4 bedrooms.  The games room with pool table and table tennis is also a bonus!  The Scottish Arms Pub is just around the corner - walking distance - and Bowral town is a 3 minute drive!  You will...
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 9
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    The Tor is an older style, classic Southern Highlands cottage. It is set on 25 peaceful acres, surrounded by seasonal gardens with many secret pockets! The house has been decorated in a period style, and is full of character, comfort and style - true to the photos. Beautiful Burrawang Village,...
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    Burrawang, Southern Highlands 2577
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    7 Bedrooms, 3 Bathrooms, Sleeps 14 Quick View
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    About this property
    Aylmerton House is an iconic Southern Highlands home - one of the best in the district - that sleeps 14 in sumptuous comfort and luxury. This beautiful sandstone home was built in the 1870's and has 5 acres of lawns and gardens. The main house plus connected cottage has 7 bedrooms, 4 bathrooms,...
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    Mittagong, Southern Highlands 2575
    Holiday Rental House - 7 Bedrooms, 3 Bathrooms, Sleeps 14
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Air Conditioning
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    About this property
    Mirrabooka is a classic Southern Highlands experience - a beautifully decorated home, fireplace, chef's kitchen, verandahs, and 3 acres of lawns and mature cool climate gardens. This sumptuous home sleeps 8 across 3 bedrooms and a sofa bed room. It is pet friendly and only a short drive from...
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    Burrawang, Southern Highlands 2577
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    5 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
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    About this property
    Aylmerton House is an iconic Southern Highlands home - one of the best in the district - that sleeps 10 in sumptuous comfort and luxury. This beautiful sandstone home was built in the 1870's and has 5 acres of lawns and gardens. The main house that you will use has 5 bedrooms, 3 bathrooms, multiple...
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    Mittagong, Southern Highlands 2575
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 10
    4 Bedrooms, 3 Bathrooms, Sleeps 11 Quick View
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    • Washer
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    • Private Outdoor Pool (Unheated)
    • DVD Player
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    • Air Conditioning
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wembley is a one of a kind in the Southern Highlands - a historic, stylish and captivating home set amongst an oasis of landscaped gardens. The home has soaring 3 metre ceilingsand incorporatesreclaimed doors and stained glass windows from theQueen Victoria Building and Carrington Hotel! Wembley is...
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    Berrima, Southern Highlands 2577
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 11
    Bower Cottage - Southern Highlands getaway1 / 7
    (31)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
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    Burrawang, Southern Highlands 2577
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Exeter, Southern Highlands 2579
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    Highlands Lakehouse - Rural Escape1 / 47
    (16)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Central Heating
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    • DVD Player
    • Hot Tub
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    Berrima, Southern Highlands 2575
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Exeter, Southern Highlands EX3 0LT
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
    the cabin - eco oasis1 / 17
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    1 Bedroom, 1 Bathroom, Sleeps 6 Quick View
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    Robertson, Southern Highlands 2577
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 6
    Bundanoon Lakehouse - A stunning farmhouse1 / 20
    (27)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Bundanoon, Southern Highlands 2578
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    The Retreat In Town - In the heart of Bowral - 6 guests1 / 11
    (36)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    “Elvandor Gardens” is The Heart of Bowral (c.1936)1 / 17
    (14)Very good
    4 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 12
    Crossways Estate - Bowral - 3rd night 50% discount available out of peak periods1 / 26
    (12)Excellent
    6 Bedrooms, 5 Bathrooms, Sleeps 12 Quick View
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 6 Bedrooms, 5 Bathrooms, Sleeps 12
    Notts House - Historic Bowral Home with Cottage Garden1 / 24
    (24)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Berrima, Southern Highlands 2577
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Inverard Guest House1 / 10
    (18)Very good
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Bundanoon, Southern Highlands 2578
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    Available Rod Stewart Concert1 / 22
    (16)Excellent
    5 Bedrooms, 2 Bathrooms, Sleeps 12 Quick View
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    Bundanoon, Southern Highlands 2578
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 12
    A luxuriously decorated Hamptons-inspired home nestled amongst 5 acres1 / 24
    (2)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Berrima, Southern Highlands 2577
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Available Easter & school holidays discount applies for more than 3 nights1 / 20
    (5)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Available Bowral Classic 20201 / 22
    (5)Excellent
    5 Bedrooms, 3 Bathrooms, Sleeps 12 Quick View
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 12
    The Artist's House Bundanoon1 / 13
    (8)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Bundanoon, Southern Highlands 2578
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Historic and beautifully appointed Sutton Farm Cottage.1 / 42
    (3)Excellent
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Sutton Forest, Southern Highlands 2577
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Available April school holidays discount applies for more than 2 nights1 / 22
    (14)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    Lago Estate - 'Lake Cottage'1 / 18
    (49)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Fitzroy Falls, Southern Highlands 2577
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    7 Bedrooms, 4 Bathrooms, Sleeps 24 Quick View
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    Bundanoon, Southern Highlands 2578
    Holiday Rental House - 7 Bedrooms, 4 Bathrooms, Sleeps 24
    Magnolia Corner Bowral1 / 22
    (59)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    6 Bedrooms, 4 Bathrooms, Sleeps 13 Quick View
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    Berrima, Southern Highlands 2577
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 13
    ask about a discount for more than 2 nights.1 / 24
    (11)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Mittagong, Southern Highlands 2575
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
    Milton Park Villa 13 Available Fire Aid weekend1 / 13
    (10)Excellent
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Belle in Bowral - great location1 / 24
    (20)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    Exquisite residence makes secluded weekend retreat1 / 24
    (17)Very good
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Fitzroy Falls, Southern Highlands 2577
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    Elixir - Sublime luxury on acreage PLUS Cottage (No 1 night stays, only 2+ nts)1 / 14
    (5)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Moss Vale, Southern Highlands 2577
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    Stanhope Bowral - Luxury Home with 360 Views1 / 15
    (8)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
    The Shed at St Chads1 / 6
    (52)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Bowral, Southern Highlands 2576
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
    Mittagong Villa Centrale- Sun-drenched Town Views1 / 19
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Location Information
    Mittagong, Southern Highlands 2575
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 7
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