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Southern Highlands Vacation Rentals

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    1 / 16
    5 of 5 bubbles (1) Excellent
    Robertson
    5 Bedrooms, 2 Bathrooms, Sleeps 16 | Quick View
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    1 / 18
    Bowral
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    1 / 32
    5 of 5 bubbles (3) Excellent
    Bowral
    5 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    1 / 8
    5 of 5 bubbles (4) Excellent
    Bowral
    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
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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,... View all property information
    Location Information
    Bowral, Southern Highlands 2577
    5 of 5 bubbles Reviewed November 19, 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...
    5 of 5 bubbles Reviewed September 23, 2016
    This is a well appointed cottage in the Southern Highland, which with the fireplace made it very cosy on a wet and cold night. The supplies for beakfast were very plentiful. The...
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    1 / 39
    5 of 5 bubbles (1) Excellent
    Bowral
    4 Bedrooms, 3 Bathrooms, Sleeps 13 | Quick View
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    • Terrace
    • Patio
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Located on just under an acre of lovely lawns and gardens in Burradoo, Birchgrove Cottages offers 2 beautiful separate cottages, sleeping large groups in comfort. Located in the lovely Southern Highlands, it is only minutes walk into Bowral town centre and seconds to the golf course. Only a short... View all property information
    Location Information
    Bowral, Southern Highlands 2576
    5 of 5 bubbles Reviewed November 6, 2016
    Birchgrove is an absolute dream of a place. We were a party of six and occupied the two storey cottage. Everything is either wonderfully restored or beautiful and new. Michelle's...
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    1 / 18
    Robertson
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    • Grill
    • Central Heating
    • Balcony
    • Washer
    • Housekeeping...
    • Terrace
    • Patio
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
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    Robertson, Southern Highlands 2577
    1 / 15
    Berrima
    9 Bedrooms, 4 Bathrooms, Sleeps 26 | Quick View
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    • Private Yard
    • Parking
    • Wi-Fi
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Sleeping 26 comfortably without the need for bunks, roll aways or sofa beds, Berrima Retreat provides premier self-contained accommodation for large groups. Berrima Retreat makes a great base for attending weddings at major nearby venues, or for wine tasting at all the local vineyards. It is about... View all property information
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    Berrima, Southern Highlands 2577
    1 / 11
    5 of 5 bubbles (3) Excellent
    Bowral
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Grill
    • Satellite TV
    • Air Conditioning
    • Washer
    • Mountain Views
    • DVD Player
    • Balcony
    • Porch
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    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 <BR>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... View all property information
    Location Information
    Bowral, Southern Highlands 2576
    5 of 5 bubbles Reviewed July 7, 2016
    Picturesque cottage in fabulous location (walking distance to cafes and shops). Beautifully presented inside and out, cozy fireplace, incredibly comfortable beds, beautiful linens...
    5 of 5 bubbles Reviewed July 4, 2016
    I absolutely LOVED this cottage. Jan's 'attention to detail' to think of all the creature comforts you need when you are away from home was wonderful. Chocolates on arrival for my...
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    1 / 16
    5 of 5 bubbles (5) Excellent
    Robertson
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • Outdoor Dining Area
    • Air Conditioning
    • Shared Yard
    • Washer
    • DVD Player
    • Terrace
    • Balcony
    • Parking
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Robertson, Southern Highlands 2577
    5 of 5 bubbles Reviewed June 24, 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...
    5 of 5 bubbles Reviewed May 25, 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, it...
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    1 / 33
    5 of 5 bubbles (3) Excellent
    Berrima
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • Patio
    • Balcony
    • Grill
    • Terrace
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    This is a beautiful 1843 historic cottage in the centre of Berrima Village. A great place to tour the Southern highland wineries, play golf, gather with friends for a relaxing getaway. It has recently been sympathetically restored to showcase its vibrant history. It has 3 beautiful heritage... View all property information
    Location Information
    Berrima, Southern Highlands 2577
    5 of 5 bubbles Reviewed August 2, 2016
    Checked into this delightful cottage with 'Book Club', for a weekend away ! The location is central in Berrima , and perfect for exploring this delightful town on foot. The...
    5 of 5 bubbles Reviewed August 1, 2016
    I stayed at Berrima Cottage with a group of girlfriends for the weekend, The cottage is adorable, all rooms are meticulously presented with great attention to detail. The...
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    1 / 13
    7 Bedrooms, 6 Bathrooms, Sleeps 20 | Quick View
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    • Grill
    • DVD Player
    • Terrace
    • Central Heating
    • Washer
    • Patio
    • Balcony
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Positioned along the Corang River Southern Highlands in NSW is the majestic Dungowan. The natural beauty of the two hundred and thirty three acre estate is remarkable. Theres a mixture of landscapes theres pine forests open grassed areas river banks perfect spaces to enjoy the fresh country air.... View all property information
    Location Information
    Southern Highlands, New South Wales 2622
    1 / 7
    5 of 5 bubbles (4) Excellent
    Berrima
    4 Bedrooms, 7 Bathrooms, Sleeps 8 | Quick View
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    • Grill
    • Wi-Fi
    • Parking
    • DVD Player
    • Washer
    • Porch
    • Air Conditioning
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    About this property
    Guests of The Loch can reserve the whole house for groups of up to 8 people, or book an individual room. Our beautifully appointed suites offer luxurious comfort with bespoke detail and captivating views. Single or Twin bed options available by request. All rooms are equipped with flatscreen tv and... View all property information
    Location Information
    Berrima, Southern Highlands 2577
    5 of 5 bubbles Reviewed January 24, 2017
    The entire property is absolutely amazing as soon as you drive in! You'll be completely impressed with the gardens where all the produce is used in the restaurant - as fresh as...
    5 of 5 bubbles Reviewed January 24, 2017
    Although I didn't actually stay at the Loch, Brigid was kind enough to show us around. The rooms were immaculate, filled with character and had everything you need. The most...
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    1 / 46
    2 of 5 bubbles (1) Poor
    Bundanoon
    7 Bedrooms, 4 Bathrooms, Sleeps 16 | Quick View
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    • Wi-Fi
    • DVD Player
    • Balcony
    • Patio
    • Washer
    • Central Heating
    • Grill
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    La Belle Vie consists of a large house and separate cottage set on 5 park-like acres at the end of a winding country lane and offers complete privacy, yet is only a 20 minute stroll to the country village of Bundanoon. ​La Belle Vie oozes charm and character with large rooms, polished floorboards,... View all property information
    Location Information
    Bundanoon, Southern Highlands 2578
    1 / 17
    Bowral
    2 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Parking
    • Air Conditioning
    • Private Yard
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Bowral, Southern Highlands 2576
    1 / 16
    Bowral
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • Central Heating
    • Washer
    • Housekeeping...
    • DVD Player
    • Grill
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Woodcote is a large 2 storey french provincial style country home circa 1915 set on a 1/2 acre of gardens, offering complete privacy, and less than 5 minutes walk from Bowral town centre, Bradman & International Cricket Hall of Fame Museum, Bowral Golf course, Empire Cinema and boutique shops.... View all property information
    Location Information
    Bowral, Southern Highlands 2576
    1 / 31
    5 of 5 bubbles (2) Excellent
    Canyonleigh
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Balcony
    • Patio
    • Wi-Fi
    • Washer
    • Mountain Views
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    About this property
    Secluded, modern, Australian luxury home in the Southern Highlands (Canyonleigh) near Berrima and Bowral, just under 2 hours from Sydney. 3 bdr, spacious living, chef's kitchen, 100+ acres of bush, uninterrupted views, fully equipped. Perfect for a romantic sojourn, families & friends, or just you. View all property information
    Location Information
    Canyonleigh, Southern Highlands 2577
    5 of 5 bubbles Reviewed November 7, 2016
    We really loved our stay at Bluebird Escape. The location is stunning and the house is gorgeous. It was great to wake up each morning and see nothing but trees for miles. We...
    5 of 5 bubbles Reviewed October 31, 2016
    This was our second visit to the gorgeous Bluebird Escape and again, Fiona surpassed herself as a host. The property is beautifully layer out with areas to curl up and read a...
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    1 / 8
    Sutton Forest
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • DVD Player
    • Grill
    • Patio
    • Washer
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Sutton Forest, Southern Highlands 2577
    1 / 22
    Sutton Forest
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    • Pet-friendly
    • Child-friendly
    • ?
    • ?
    • Smoking allowed
    • ?
    About this property
    Found in the picturesque town of Sutton Forest this beautiful 125 acre property is a magnificent country retreat. Across the sprawling grounds of the property is the beautiful homestead surrounded by manicured gardens. This seemingly federation style home is the perfect country style getaway, with... View all property information
    Location Information
    Sutton Forest, Southern Highlands 2577
    1 / 24
    Berrima
    5 Bedrooms, 4 Bathrooms, Sleeps 12 | Quick View
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    • Private Outdoor...
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • ?
    About this property
    Perfect for escaping hectic city life, Southern Highlands Retreat is a gorgeous country holiday home uniquely positioned in the Southern Highlands close to the town of Berrima only approximately an hour away from the Sydney CBD. Hidden away from the loud and busy city-dwelling lifestyle, this home... View all property information
    Location Information
    Berrima, Southern Highlands 2575
    1 / 7
    Bowral
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Housekeeping...
    • DVD Player
    • Patio
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Bowral, Southern Highlands 2576
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    1 / 9
    5 of 5 bubbles (1) Excellent
    Fitzroy Falls
    1 Bedroom, 1 Bathroom, Sleeps 3 | Quick View
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Fitzroy Falls, Southern Highlands 2577
    5 of 5 bubbles Reviewed November 23, 2016
    We absolutely loved our peaceful stay at Redleaf Carriages, which is a self contained quirky rental property situated on a farm in Fitzroy Falls, near Bowral/Mittagong/Moss Vale...
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    1 / 6
    Bowral
    Private Room, 1 Bathroom, Sleeps 2 | Quick View
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    • Private Yard
    • Secure Parking
    • Air Conditioning
    • Satellite TV
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • x
    • Smoking allowed
    • x
    About this property
    HighlandBray is a self contained country studio that accommodates two guests located in tranquil and serene surrounds. Situated on small acreage, it has a rural outlook, beautiful lush gardens, plenty of bird life. HighlandBray is truly country, located at the Southern Gateway to the Highlands... View all property information
    Location Information
    Bowral, Southern Highlands 2579
    1 / 4
    Bowral
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Balcony
    • Washer
    • DVD Player
    • Terrace
    • Grill
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    • x
    About this property
    Book with us through AirBNB! The Cottage - a beautiful and relaxing place to escape and spend time unwinding - comprising 2 good size bedrooms, both with queen beds, a brand new bathroom (including freestanding bath), a comfortable living area with wood-burning fireplace and a new rear deck - it's... View all property information
    Location Information
    Bowral, Southern Highlands 2579
    1 / 10
    Berrima
    8 Bedrooms, 5 Bathrooms, Sleeps 16 | Quick View
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    • Washer
    • Terrace
    • Patio
    • Balcony
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • Smoking allowed
    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... View all property information
    Location Information
    Berrima, Southern Highlands 2577
    1 / 33
    Bundanoon
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • DVD Player
    • Patio
    • Grill
    • Central Heating
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Bowerbird Cottage is a character-filled restored workers cottage located in the picturesque Southern Highlands village of Bundanoon. Located within easy walking distance of the center of the village, the cottage with its rustic exterior, one acre garden and eclectic comfortable interior is an... View all property information
    Location Information
    Bundanoon, Southern Highlands 2578 BUNDANOON
    1 / 8
    5 of 5 bubbles (1) Excellent
    Bowral
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    • Parking
    • Washer
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Private Indoor Pool
    • Hot Tub
    • DVD Player
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Stay a night or a week you wont find a better place to unwind. Kirkham Manor invites you to relax and do 'nothing, or do 'everything' !<BR><BR>Offering accommodation for 2-10 people in a park-like setting. Guests have the use of a fully self-contained 3 bedroom, 2 bathroom 'home away from home' or... View all property information
    Location Information
    Bowral, Southern Highlands 2577
    5 of 5 bubbles Reviewed September 6, 2016
    I booked this house for a girls weekend away and was absolutely blown away at the beautiful customer service provided by Susan, the owner. The property is marvellous and everybody...
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    • Local time: 10:39 AM (AEST)
    • Exchange rate: 1 Australian Dollars = 0.76 U.S. Dollars