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Penrose Holiday Homes

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    Don't let other travellers get your favourite Penrose area holiday rental. You're so close to securing your perfect getaway. Book today.
    All 17 Rentals in Penrose
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    The following rentals are within 25 kilometres of Penrose.
    Fulford Folly - An idyllic, luxe, adult retreat in lovely Bundanoon1 / 23
    (5)Excellent
    Bundanoon
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Hillside Cottage... a beautiful 1843 cottage with 3 ensuite bedrooms. (Sleeps 8)1 / 55
    (5)Excellent
    Berrima
    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    Exeter Farm Stay, Southern Highlands- 2 bedroom self contained apartment1 / 12
    (3)Excellent
    Exeter
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Moss Vale
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    Amenities & Details
    • Grill
    • Balcony
    • Central Heating
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Private brand new very spacious freestanding studio, purpose built for easy access. Light and bright with modern decor, ducted reverse cycle air conditioning, large entertainers deck. One queen size bed and one fold out single bed. Great outlook to your private backyard with magnificent tree. No...
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    Moss Vale, Southern Highlands 2577
    Condo/Apartment - 1 Bathroom, Sleeps 3
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    Bluebird Escape, Southern Highlands1 / 31
    (3)Excellent
    Canyonleigh
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Balcony
    • Patio
    • Wi-Fi
    • Washer
    • Mountain Views
    • DVD Player
    • Grill
    • Air Conditioning
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 June 2017
    My family and I have been coming to Bluebird Escape for over 2 years now - and as often as we can. We celebrate life's milestones here, come here after stressful work periods to...
    Reviewed 8 November 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...
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    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.
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    Canyonleigh, Southern Highlands 2577
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Sutton Forest
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Suitability
    Pet friendly
    Kid 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...
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    Sutton Forest, Southern Highlands 2577
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
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    The Loch1 / 7
    (4)Excellent
    Berrima
    4 Bedrooms, 7 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Wi-Fi
    • Parking
    • DVD Player
    • Washer
    • Porch
    • Air Conditioning
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 January 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...
    Reviewed 25 January 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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    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...
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    Berrima, Southern Highlands 2577
    Holiday Rental House - 4 Bedrooms, 7 Bathrooms, Sleeps 8
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    Arcadian Cabin Canyonleigh - Southern Highlands River Retreat1 / 14
    (2)Excellent
    Canyonleigh
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Housekeeping Included
    • Terrace
    • DVD Player
    • Grill
    • Patio
    • Parking
    • Washer
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Comfortable well equipped cabin with everything we needed for our little ones. Beautiful, serene and peaceful setting. Nothing like watching the sunset with kangaroos grazing...
    Reviewed 2 weeks ago
    Our family of four with kids aged 5 and 8 stayed in this comfy cabin in Canyonleigh. The cabin is very comfortable - 2 bedrooms, comfortable beds and bedding (all new), TV + DVD...
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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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    Berrima
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Amenities & Details
    • 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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    Sutton Forest
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • 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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    Berrima
    13 Bedrooms, 4 Bathrooms, Sleeps 50 Quick View
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    Amenities & Details
    • Mountain Views
    • Wi-Fi
    • Washer
    • Air Conditioning
    • Patio
    • Private Outdoor Pool (Unheated)
    • Housekeeping Included
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Sleeping 28 standard comfortably without the need for roll aways or sofa beds, or optionally 50 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 - 13 Bedrooms, 4 Bathrooms, Sleeps 50
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    Redleaf Carriage 12381 / 9
    (3)Excellent
    Fitzroy Falls
    1 Bedroom, 1 Bathroom, Sleeps 3 Quick View
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 October 2017
    Wow! You could feel the love and dedication that went into the renovation of this immaculate and luxurious train carriage. The carriage was the perfect distance from the main...
    Reviewed 2 August 2017
    This is the third time I've stayed at Redleaf Farm. My kids love it so much we go back as much as we can. Redleaf Carriages are expertly fitted out by the owners and they want...
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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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    Berrima
    4 Bedrooms, 4 Bathrooms, Sleeps 9 Quick View
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    Amenities & Details
    • 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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    Berrima, Southern Highlands 2577
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 9
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    Redleaf Carriage 343 - luxury eco-tourism escape 1890's train carriage1 / 4
    (2)Excellent
    Fitzroy Falls
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 October 2017
    We loved our stay at Redleaf Carriage 343. The property is serene and relaxing and the hosts are very accommodating. The carriage has been lovingly restored with great attention...
    Reviewed 1 August 2017
    Redleaf provided the perfect get away for a few nights for this city slicker that has kids that so wanted to see a working farm. The carriages are set up with the luxuries that...
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    About this property
    Escape the city with a relaxing rustic adventure at Redleaf Carriage343. Built in 1890 as a NSW Railways Guards Van, converted to freight guard and passenger transport in the 1930, abandoned in late 1970's and now lovingly restored to accommodate farm stay guests at Redleaf Farm. Carriage 343...
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    Location Information
    Fitzroy Falls, Southern Highlands 2577
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Dixieland Estate1 / 10
    (1)Excellent
    Berrima
    8 Bedrooms, 5 Bathrooms, Sleeps 16 Quick View
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    Amenities & Details
    • Washer
    • Terrace
    • Patio
    • Balcony
    • Central Heating
    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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    Location Information
    Berrima, Southern Highlands 2577
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 16
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    Berrima
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Amenities & Details
    • 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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    Berrima, Southern Highlands 2577
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Berrima
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • 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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    Location Information
    Berrima, Southern Highlands 2577
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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