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Wingecarribee Shire Council Rentals

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Results: 433 Rentals

  • La Casetta - New Designer Guest House in the Southern Highlands
    From $380 per night (USD)

    VRBO

    La Casetta - New Designer Guest House in the Southern Highlands

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    7

    La Casetta (playhouse in Italian), is a newly renovated self contained guest house in the sought-after Southern Highland ...

    From $380 per night (USD)

    VRBO

    Details
  • Woodbine Cottage - ' The Perfect Weekender '
    From $254 per night (USD)

    VRBO

    Woodbine Cottage - ' The Perfect Weekender '

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Woodbine Cottage is perfectly located in a quiet street in Bowral - no more than 300 metres from the heart of town - a 2 ...

    From $254 per night (USD)

    VRBO

    Details
  • Denham Cottage Bundanoon
    From $145 per night (USD)

    VRBO

    Denham Cottage Bundanoon

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    7

    Private entrance and driveway from the main road, offering a country atmosphere, with seclusion, tranquillity and comfor ...

    From $145 per night (USD)

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    Details
  • The Lodge Farmstay Fitzroy Falls
    From $257 per night (USD)

    VRBO

    The Lodge Farmstay Fitzroy Falls

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A 2 bedroom/1 bathroom self-contained air conditioned/heated, private lodge on a 70 acre cattle farm. Strict limit of 4 ...

    From $257 per night (USD)

    VRBO

    Details
  • Apple Creekhouse Berrima
    From $193 per night (USD)

    VRBO

    Apple Creekhouse Berrima

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Applecreekhouse is situated on a secluded five acres adjacent to the Wingecarribee river. It is one kilometre from Berri ...

    From $193 per night (USD)

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    Details
  • Yarrawa Hill - Art Lovers Retreat with Bush & Ocean Views
    From $257 per night (USD)

    VRBO

    Yarrawa Hill - Art Lovers Retreat with Bush & Ocean Views

    Bedrooms:
    4
    Bathrooms:
    3
    Sleeps:
    6

    As featured in Home Beautiful magazine and Highlife magazine, Yarrawa Hill is the stunning home of British actress Miria ...

    From $257 per night (USD)

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    Details
  • Hart Haus - Close to Bowral CBD
    From $334 per night (USD)

    VRBO

    Hart Haus - Close to Bowral CBD

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Boutique style accomodation just a short stroll to town... Hart Haus is a beautifully styled, contemporary home with al ...

    From $334 per night (USD)

    VRBO

    Details
  • Sauna Haus with Scandinavian design
    From $184 per night (USD)

    Expedia

    Sauna Haus with Scandinavian design

    Bedrooms:
    1
    Bathrooms:
    0
    Sleeps:
    0

    The Sauna Haus is situated at the back of our 1 acre property. It is perfect for couples wanting to retreat from the wor ...

    From $184 per night (USD)

    Expedia

    Details
  • A unique Southern Highlands experience
    From $112 per night (USD)

    VRBO

    A unique Southern Highlands experience

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Enjoy the comfort, coziness, character and privacy of a generous sized yurt/cabin in a quiet spring garden setting locat ...

    From $112 per night (USD)

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    Details
  • Southern Highlands Finest!
    From $1456 per night (USD)

    Expedia

    Southern Highlands Finest!

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    14

    Kerloch is your getaway for a luxurious farm stay experience in both main and guest house quarters. It is a resort style ...

    From $1456 per night (USD)

    Expedia

    Details
  • Centennial Cottage 2 Botanica - walk to town
    From $127 per night (USD)

    VRBO

    Centennial Cottage 2 Botanica - walk to town

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Centennial Cottage 2 Botanica is one of three private cottages located in a historical building on a greater estate on C ...

    From $127 per night (USD)

    VRBO

    Details
  • Villa Luita – luxurious country retreat with an incredible pool house
    From $1181 per night (USD)

    Expedia

    Villa Luita – luxurious country retreat with an incredible pool house

    Bedrooms:
    5
    Bathrooms:
    5
    Sleeps:
    10

    Holiday Rental Specialists are pleased to present Villa Luita, ideal for large groups and families. The Property Feat ...

    From $1181 per night (USD)

    Expedia

    Details
  • 8 on Clarence — Stay 3, Pay 2!
    From $489 per night (USD)

    VRBO

    8 on Clarence — Stay 3, Pay 2!

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $489 per night (USD)

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    Details
  • Luxurious, Cosy & Relaxed Apartment with Spa
    From $205 per night (USD)

    Expedia

    Luxurious, Cosy & Relaxed Apartment with Spa

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Looking for something a bit special? Located in picturesque Robertson, an easy 20 minute drive from Bowral, ‘Highlands M ...

    From $205 per night (USD)

    Expedia

    Details
  • HabitAt Merrigang, Bowral
    From $225 per night (USD)

    VRBO

    HabitAt Merrigang, Bowral

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    HABITat Merrigang - the place for you and your family to come and make yourself at home. A clean and spacious 3-bedroom ...

    From $225 per night (USD)

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    Details
  • Romantic Stone Cottage Overlooking Pond. 5mins to Town
    From $366 per night (USD)

    Expedia

    Romantic Stone Cottage Overlooking Pond. 5mins to Town

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Cozy, romantic stone and exposed beams set the mood for a relaxing stay. Curl up in front of the fire or relax on the de ...

    From $366 per night (USD)

    Expedia

    Details
  • Quiet & Private Location, Convenient to Town Amenities
    From $231 per night (USD)

    VRBO

    Quiet & Private Location, Convenient to Town Amenities

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    1

    <p>Located in Bowral, this welcoming vacation home lets you experience it all. Jump into your car and make short work of ...

    From $231 per night (USD)

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    Details
  • Terra Bella – Stay 3, Pay 2!
    From $288 per night (USD)

    Expedia

    Terra Bella – Stay 3, Pay 2!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $288 per night (USD)

    Expedia

    Details
  • Marloo - Beautifully styled home
    From $831 per night (USD)

    VRBO

    Marloo - Beautifully styled home

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Holiday Rental Specialists are pleased to present Marloo, which is ideal for families and groups. The Property Featu ...

    From $831 per night (USD)

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    Details
  • Bramble Cottage - Your piece of the countryside awaits!
    From $1542 per night (USD)

    VRBO

    Bramble Cottage - Your piece of the countryside awaits!

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    12

    Your piece of the countryside awaits, and it’s under two hours from Sydney. Utterly private, quiet and set amongst the r ...

    From $1542 per night (USD)

    VRBO

    Details
  • The Gardener's Cottage-romantic, eclectic, rustic
    From $202 per night (USD)

    VRBO

    The Gardener's Cottage-romantic, eclectic, rustic

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Private, tranquil, romantic and set in a contemporary country cottage. As the name implies, the Gardeners Cottage was s ...

    From $202 per night (USD)

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    Details
  • The Lakeside Barn - Design Masterpiece with Views!
    From $200 per night (USD)

    Expedia

    The Lakeside Barn - Design Masterpiece with Views!

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Lakeside Barn is an architectural masterpiece that was built in 1997 from the old wharf buildings at Darling Harbour ...

    From $200 per night (USD)

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    Details
  • Ardmoir Cottage - Stunning cottage with surround views of the Southern Highlands
    From $434 per night (USD)

    VRBO

    Ardmoir Cottage - Stunning cottage with surround views of the Southern Highlands

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Built in 2019, Ardmoir Farm House offers 360 degree views from one of the highest points in the Southern Highlands. With ...

    From $434 per night (USD)

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    Details
  • Luxury 10-Person Haven w/ Pool
    From $726 per night (USD)

    Expedia

    Luxury 10-Person Haven w/ Pool

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    10

    "The Wattle " Set on almost an acre of land located less than 5-minute drive from the heart of Bowral, this home promi ...

    From $726 per night (USD)

    Expedia

    Details
  • Fair Linden's Morrow
    From $111 per night (USD)

    VRBO

    Fair Linden's Morrow

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Fair Linden's Morrow is a comfortable well appointed Studio in Bowral. The pleasant northerly aspect provides a lovely f ...

    From $111 per night (USD)

    VRBO

    Details
  • The Bundanoon Lakehouse -  Amazing  home with private lake
    From $578 per night (USD)

    Expedia

    The Bundanoon Lakehouse - Amazing home with private lake

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    12

    Escape from the city and immerse yourself in the heart of the Southern Highlands at Bundanoon Lakehouse. A European-ins ...

    From $578 per night (USD)

    Expedia

    Details
  • Coromandel Cottage, Berrima
    From $284 per night (USD)

    VRBO

    Coromandel Cottage, Berrima

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Coromandel Cottage, Berrima, Southern Highlands - 4pm check out Sundays and Public Holidays, except Summer Season Coro ...

    From $284 per night (USD)

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    Details
  • Coromandel Lodge, Berrima
    From $731 per night (USD)

    Expedia

    Coromandel Lodge, Berrima

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Coromandel Lodge, Berrima, Southern Highlands - 4pm check out Sundays and Public Holidays, except Summer Season Coroma ...

    From $731 per night (USD)

    Expedia

    Details
  • Coromandel Homestead, Berrima
    From $1045 per night (USD)

    VRBO

    Coromandel Homestead, Berrima

    Bedrooms:
    4
    Bathrooms:
    6
    Sleeps:
    12

    Coromandel Homestead - House + Cottage, Berrima, Southern Highlands - 4pm check out Sundays and Public Holidays, except ...

    From $1045 per night (USD)

    VRBO

    Details
  • Loch Lomond Lodge – central and charming
    From $445 per night (USD)

    Expedia

    Loch Lomond Lodge – central and charming

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    12

    Holiday Rental Specialists are pleased to present Loch Lomond Lodge, ideal for families and groups. The Property Featu ...

    From $445 per night (USD)

    Expedia

    Details
  • woodland retreat - guest studio
    From $113 per night (USD)

    VRBO

    woodland retreat - guest studio

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    A chic space with Mt Gibralter as your backdrop, set in a garden full of birdlife and the occasional wallaby. We offer p ...

    From $113 per night (USD)

    VRBO

    Details
  • Greengate bed and breakfast green room
    From $149 per night (USD)

    Expedia

    Greengate bed and breakfast green room

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Greengate bed and breakfast is located in the lovely village of Robertson in the Southern Highlands It is located only 5 ...

    From $149 per night (USD)

    Expedia

    Details
  • Iffley Cottage - 2.5 acres with stunning rural views just 4km from Bowral
    From $390 per night (USD)

    VRBO

    Iffley Cottage - 2.5 acres with stunning rural views just 4km from Bowral

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Come & relax at Iffley Cottage, an Idyllic Southern Highlands getaway with a quiet country atmosphere just 4km from Bowr ...

    From $390 per night (USD)

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    Details
  • Coachwood Cottage —Stay 3, Pay 2!
    From $357 per night (USD)

    Expedia

    Coachwood Cottage —Stay 3, Pay 2!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $357 per night (USD)

    Expedia

    Details
  • Bundanoon Garden Retreat, Stay at the bottom of the garden in Bundanoon.
    From $187 per night (USD)

    VRBO

    Bundanoon Garden Retreat, Stay at the bottom of the garden in Bundanoon.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    This retreat is anything but ordinary. With a super comfy queen bed, relaxing, muted tones, kitchenette, internet. Enjo ...

    From $187 per night (USD)

    VRBO

    Details
  • Converted milking shed on a working horse stud
    From $128 per night (USD)

    Expedia

    Converted milking shed on a working horse stud

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Adventure awaits you in this rustic getaway. Set in the heart of a 120 acre working horse riding property. Set in the be ...

    From $128 per night (USD)

    Expedia

    Details
  • Lavender Haze — Stay 3, Pay 2!
    From $782 per night (USD)

    VRBO

    Lavender Haze — Stay 3, Pay 2!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $782 per night (USD)

    VRBO

    Details
  • Satinwood – Stay 3, Pay 2!
    From $855 per night (USD)

    Expedia

    Satinwood – Stay 3, Pay 2!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $855 per night (USD)

    Expedia

    Details
  • Mount Murray Hideaway – Stay 3, Pay 2!
    From $310 per night (USD)

    VRBO

    Mount Murray Hideaway – Stay 3, Pay 2!

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $310 per night (USD)

    VRBO

    Details
  • Natures Nest on Nari – Stay 3, Pay 2!
    From $357 per night (USD)

    Expedia

    Natures Nest on Nari – Stay 3, Pay 2!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $357 per night (USD)

    Expedia

    Details
  • Private, stylish two bedroom cottage nestled in a spacious park like setting.
    From $227 per night (USD)

    VRBO

    Private, stylish two bedroom cottage nestled in a spacious park like setting.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Experience this private stylish new two bedroom cottage nestled in a spacious park like setting. King and Queen beds, ch ...

    From $227 per night (USD)

    VRBO

    Details
  • Mid century farmhouse located in the heart of Exeter Village.
    From $756 per night (USD)

    Expedia

    Mid century farmhouse located in the heart of Exeter Village.

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Complete privacy on over 40 acres in the greenest valley in Exeter . Short walk to the Exeter General Store and Village ...

    From $756 per night (USD)

    Expedia

    Details
  • Spacious 4-bedroom house with WiFi, AC and huge swim spa in charming Bundanoon
    From $323 per night (USD)

    VRBO

    Spacious 4-bedroom house with WiFi, AC and huge swim spa in charming Bundanoon

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Alba Gardens - Tranquil Bundanoon Retreat Escape to Alba Gardens, a serene country home ideal for families and groups, ...

    From $323 per night (USD)

    VRBO

    Details
  • Rockleigh Retreat – Stay 3, Pay 2!
    From $1015 per night (USD)

    Expedia

    Rockleigh Retreat – Stay 3, Pay 2!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    10

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $1015 per night (USD)

    Expedia

    Details
  • Charming Country Escape
    From $159 per night (USD)

    VRBO

    Charming Country Escape

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    With a stunning front garden and sitting area, combined with a spacious, modern layout, this is a hidden getaway where y ...

    From $159 per night (USD)

    VRBO

    Details
  • Moss Vale Getaway
    From $275 per night (USD)

    Expedia

    Moss Vale Getaway

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Featuring bright interiors this vibrant home offers a cosy design complete with a backyard with outdoor seating and dini ...

    From $275 per night (USD)

    Expedia

    Details
  • Charming Studio
    From $139 per night (USD)

    VRBO

    Charming Studio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Featuring sleek modern interiors this chic property boasts charming interiors and a deck with outdoor seating and views ...

    From $139 per night (USD)

    VRBO

    Details
  • 'Bundaleer' - Among the Trees
    From $434 per night (USD)

    Expedia

    'Bundaleer' - Among the Trees

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    10

    Escape to the charming Southern Highlands and stay in the heart of Bowral! This beautifully appointed home at 7 Duke Str ...

    From $434 per night (USD)

    Expedia

    Details
  • Stately Bowral Designer Home
    From $621 per night (USD)

    VRBO

    Stately Bowral Designer Home

    Bedrooms:
    2
    Bathrooms:
    5
    Sleeps:
    10

    Clean, modern and quiet country manor. An oasis from busy city life, our home is clean and modern, yet retaining rustic ...

    From $621 per night (USD)

    VRBO

    Details
  • Craftsman Stone and Wood Cottage. Family Farm Stay at MaddOx Farm in Burrawang
    From $212 per night (USD)

    Expedia

    Craftsman Stone and Wood Cottage. Family Farm Stay at MaddOx Farm in Burrawang

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Situated in the beautiful countryside of Burrawang in the Southern Highlands. Kick back and relax in this calm, stylish ...

    From $212 per night (USD)

    Expedia

    Details
  • Highlands Living
    From $368 per night (USD)

    VRBO

    Highlands Living

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    7

    With a beautiful living area that features a fireplace and a modern, fully equipped kitchen, this well-styled home is pe ...

    From $368 per night (USD)

    VRBO

    Details
  • Historic country cottage on beautiful estate minutes from Bowral and Mittagong
    From $289 per night (USD)

    Expedia

    Historic country cottage on beautiful estate minutes from Bowral and Mittagong

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Gorgeous 2 brm cottage located only minutes to the township of Bowral and Mittagong surrounded by breath taking countrys ...

    From $289 per night (USD)

    Expedia

    Details
  • Macksville Cottage: a comfortable home perfect for families on holidays.
    From $530 per night (USD)

    VRBO

    Macksville Cottage: a comfortable home perfect for families on holidays.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    10

    Relax with the whole family at this ocean view farmhouse. On the edge of the escarpment, Macksville Cottage sleeps 10 g ...

    From $530 per night (USD)

    VRBO

    Details
  • Exeter House Estate, Exeter House Estate Vineyard Residence
    From $333 per night (USD)

    Expedia

    Exeter House Estate, Exeter House Estate Vineyard Residence

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Now calibrated to suit various group sizes & budgets Scan QR code in photo gallery for room configurations Escape to a l ...

    From $333 per night (USD)

    Expedia

    Details
  • The Cottage, Colo Vale, Southern Highlands
    From $256 per night (USD)

    VRBO

    The Cottage, Colo Vale, Southern Highlands

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    5

    The Cottage, Colo Vale, Southern Highlands - 4pm check out Sundays and Public Holidays, except Summer Season The Cott ...

    From $256 per night (USD)

    VRBO

    Details
  • Stunning Rainforest Retreat w/ sauna - Southern Highlands
    From $725 per night (USD)

    Expedia

    Stunning Rainforest Retreat w/ sauna - Southern Highlands

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    Welcome to "KOKORO" a special place to nurture your soul among the majestic greenery of the Southern Highlands rainfores ...

    From $725 per night (USD)

    Expedia

    Details
  • A spacious Southern Highlands retreat in Welby with alfresco BBQ area
    From $360 per night (USD)

    VRBO

    A spacious Southern Highlands retreat in Welby with alfresco BBQ area

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    LA MAISON BLEUE is a stylish, French-inspired home in Welby, Southern Highlands. This home is perfect for families, frie ...

    From $360 per night (USD)

    VRBO

    Details
  • Open Country Homestead - Luxury accommodation with stunning views.
    From $819 per night (USD)

    Expedia

    Open Country Homestead - Luxury accommodation with stunning views.

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    11

    Escape to an exceptional, architecturally designed luxury home nestled in the heart of the countryside. This brand new ...

    From $819 per night (USD)

    Expedia

    Details
  • Misty Pond – picturesque rural getaway
    From $1065 per night (USD)

    VRBO

    Misty Pond – picturesque rural getaway

    Bedrooms:
    3
    Bathrooms:
    5
    Sleeps:
    9

    Holiday Rental Specialists are pleased to present Misty Pond, ideal for couples, families and groups, singles, and roman ...

    From $1065 per night (USD)

    VRBO

    Details
  • Misty farm possum cottage surrounding farmland
    From $284 per night (USD)

    Expedia

    Misty farm possum cottage surrounding farmland

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Nestled in the heart of the mountains, this sleek, modern retreat offers a perfect blend of comfort and style. With stun ...

    From $284 per night (USD)

    Expedia

    Details
  • Country Cottage Charm
    From $258 per night (USD)

    VRBO

    Country Cottage Charm

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Surrounded by a half acre of gardens, herbs and berries this lovingly restored 1919 cottage will inspire you to wind dow ...

    From $258 per night (USD)

    VRBO

    Details
  • Katzy’s Kottage - Your escape in the Southern Highlands is complete
    From $295 per night (USD)

    Expedia

    Katzy’s Kottage - Your escape in the Southern Highlands is complete

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to our haven, a custom-built cottage that we're delighted to share with you since its completion in August 2023. ...

    From $295 per night (USD)

    Expedia

    Details
  • Balangara, Exeter, Southern Highlands
    From $1000 per night (USD)

    VRBO

    Balangara, Exeter, Southern Highlands

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    9

    Balangara, Exeter - 4pm check out Sundays and Public Holidays, except Summer Season Tucked in the beautiful Southern H ...

    From $1000 per night (USD)

    VRBO

    Details
  • Luxury Countryside Retreat Southern Highlands
    From $806 per night (USD)

    Expedia

    Luxury Countryside Retreat Southern Highlands

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    12

    Escape to a stunning modern country home, your private haven for an unforgettable holiday with family and friends. Boast ...

    From $806 per night (USD)

    Expedia

    Details
  • Bowral Long Stay Weekender- Make This Your Own Country Weekend Getaway
    From $97 per night (USD)

    VRBO

    Bowral Long Stay Weekender- Make This Your Own Country Weekend Getaway

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    6

    Escape from the city to your own Weekender. Book for 90 days at a time and use this comfortable home as your own weekend ...

    From $97 per night (USD)

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    Details
  • Willow Cottage – Historic Southern Highlands Retreat with Fireplace & Patio
    From $167 per night (USD)

    Expedia

    Willow Cottage – Historic Southern Highlands Retreat with Fireplace & Patio

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Willow Cottage – Historic Highlands Charm with Modern Comfort Welcome to Willow Cottage, a one-of-a-kind retreat in the ...

    From $167 per night (USD)

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    Details
  • Pindari, Glenquarry, Southern Highlands
    From $1720 per night (USD)

    VRBO

    Pindari, Glenquarry, Southern Highlands

    Bedrooms:
    3
    Bathrooms:
    7
    Sleeps:
    16

    Pindari, Southern Highlands - 4pm check out Sundays and Public Holidays, except Summer Season New property - introduc ...

    From $1720 per night (USD)

    VRBO

    Details
  • Ealu Farm - Stay 3, Pay 2
    From $604 per night (USD)

    Expedia

    Ealu Farm - Stay 3, Pay 2

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $604 per night (USD)

    Expedia

    Details
  • Somerset – Stay 3, Pay 2!
    From $254 per night (USD)

    VRBO

    Somerset – Stay 3, Pay 2!

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Bonus Night Special Promo! Check in Friday or Saturday → Sunday night is free Check in Sunday, Monday or Tuesday → Stay ...

    From $254 per night (USD)

    VRBO

    Details
  • Centennial View Apartment – stylish comfort and stunning scenery for the perfect holiday escape
    From $263 per night (USD)

    Expedia

    Centennial View Apartment – stylish comfort and stunning scenery for the perfect holiday escape

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Holiday Rental Specialists are pleased to present Centennial Views Apartment, ideal for couples, work trips or romantic ...

    From $263 per night (USD)

    Expedia

    Details
  • Parkview for 8, Moss Vale, Southern Highlands
    From $636 per night (USD)

    VRBO

    Parkview for 8, Moss Vale, Southern Highlands

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Parkview for 8, Moss Vale, Southern Highlands - 4pm check out Sundays and Public Holidays, except Summer Season If yo ...

    From $636 per night (USD)

    VRBO

    Details
  • Country House 1 Min Walk to Bundanoon Village and The Iconic Pub
    From $233 per night (USD)

    Expedia

    Country House 1 Min Walk to Bundanoon Village and The Iconic Pub

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Erith Haus: Your Perfect Country Escape Erith Haus offers the perfect blend of cozy charm and modern comforts ...

    From $233 per night (USD)

    Expedia

    Details
  • 'The Mist' - Farm Cottage Exeter
    From $345 per night (USD)

    VRBO

    'The Mist' - Farm Cottage Exeter

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    6

    Welcome to 'The Mist', the cottage. Escape to this stunning, newly built holiday home, a perfect blend of contemporary d ...

    From $345 per night (USD)

    VRBO

    Details
  • Merrigang Cottage, Bowral, Southern Highlands
    From $567 per night (USD)

    Expedia

    Merrigang Cottage, Bowral, Southern Highlands

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    Merrigang Cottage, Bowral, Southern Highlands - 4pm check out Sundays and Public Holidays, except Summer Season New p ...

    From $567 per night (USD)

    Expedia

    Details
  • Cattle Valley Cottage Robertson
    From $347 per night (USD)

    VRBO

    Cattle Valley Cottage Robertson

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    7

    Sunny, cheerful and modern! This stylish 4 bedroom home with 2 bathrooms can accommodate 7. 3 Queen beds and 1 single b ...

    From $347 per night (USD)

    VRBO

    Details
  • Cherry Tree Cottage Bowral, Southern Highlands
    From $384 per night (USD)

    Expedia

    Cherry Tree Cottage Bowral, Southern Highlands

    Bedrooms:
    2
    Bathrooms:
    2
    Sleeps:
    4

    Cherry Tree Cottage Bowral, Southern Highlands - 4pm check out Sundays and Public Holidays, except Summer Season New ...

    From $384 per night (USD)

    Expedia

    Details
  • Charming two bedroom apartment in the heart of Bowral
    From $250 per night (USD)

    VRBO

    Charming two bedroom apartment in the heart of Bowral

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    3

    Welcome to our cozy and inviting 2-bedroom apartment, ideally situated in the heart of Bowral. Perfectly located for exp ...

    From $250 per night (USD)

    VRBO

    Details
  • The Pool House at Linden Hall
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    Expedia

    The Pool House at Linden Hall

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Pool House at Linden Hall. Unique, Luxurious and Peaceful. Hidden down a country lane in Robertson, you will disco ...

    Click For Pricing

    Expedia

    Details
  • Cosy bungalow on 5 acres in the Southern Highlands
    From $279 per night (USD)

    VRBO

    Cosy bungalow on 5 acres in the Southern Highlands

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    8

    Just over a one hour drive from Sydney, this cosy bungalow is tucked away on the tourist drive between Picton and Mittag ...

    From $279 per night (USD)

    VRBO

    Details
  • Extraordinary Country Retreat with Beautiful Views
    From $716 per night (USD)

    Expedia

    Extraordinary Country Retreat with Beautiful Views

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to Chilmore on the Gib – your dream countryside escape. Nestled high in the trees on the serene Bowral side of ...

    From $716 per night (USD)

    Expedia

    Details
  • All Villas - Crooked River Estate
    From $1735 per night (USD)

    VRBO

    All Villas - Crooked River Estate

    Bedrooms:
    8
    Bathrooms:
    8
    Sleeps:
    16

    Enjoy exclusive access to all four private villas on the Estate. Every villa features two bedrooms with ensuites, a full ...

    From $1735 per night (USD)

    VRBO

    Details
  • Wayandah, Exeter - Southern Highlands
    From $726 per night (USD)

    VRBO

    Wayandah, Exeter - Southern Highlands

    Bedrooms:
    3
    Bathrooms:
    4
    Sleeps:
    8

    Welcome to your peaceful haven in the heart of Exeter, where tranquility meets comfort. Tucked away on a beautifully des ...

    From $726 per night (USD)

    VRBO

    Details
  • Hazelwood House, Bowral
    From $1284 per night (USD)

    VRBO

    Hazelwood House, Bowral

    Bedrooms:
    3
    Bathrooms:
    3
    Sleeps:
    6

    Holiday Special: 2 Free nights with any 5-night booking. That is, book for 5 nights and only pay for 3. Pop in your pref ...

    From $1284 per night (USD)

    VRBO

    Details
  • Mercredi Berrima - Southern Highlands
    From $899 per night (USD)

    VRBO

    Mercredi Berrima - Southern Highlands

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    8

    The pool area has been freshly renovated including with new paving, updated furniture, new pool equipment and inground p ...

    From $899 per night (USD)

    VRBO

    Details
  • Stylish Country Cottage.
    From $1315 per night (USD)

    VRBO

    Stylish Country Cottage.

    Bedrooms:
    1
    Bathrooms:
    2
    Sleeps:
    4

    Welcome to Bundaleer Estate in the beautiful Southern Highlands, a 50 acre sprawling property offering exclusivity to yo ...

    From $1315 per night (USD)

    VRBO

    Details
  • Milton Park Villa 12
    From $515 per night (USD)

    Expedia

    Milton Park Villa 12

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    8

    <p>Located in Bowral, this welcoming villa lets you experience it all. With convenient covered onsite parking, you'll be ...

    From $515 per night (USD)

    Expedia

    Details
  • Historic Sandstone cottage fully appointed for all needs & pet friendly as well
    From $193 per night (USD)

    VRBO

    Historic Sandstone cottage fully appointed for all needs & pet friendly as well

    Bedrooms:
    1
    Bathrooms:
    3
    Sleeps:
    6

    Meticulously restored & renovated to provide all the desired comfort of today & retain the beauty of a earlier time. Ori ...

    From $193 per night (USD)

    VRBO

    Details
  • Donegal - Contemporary country home with pool. 4pm check-out Sunday’s
    From $439 per night (USD)

    VRBO

    Donegal - Contemporary country home with pool. 4pm check-out Sunday’s

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Donegal is a beautiful contemporary county home set on an 89 acre cattle farm and surrounded by beautiful established g ...

    From $439 per night (USD)

    VRBO

    Details
  • Roseanna Cottage - Modern Farm Cottage in a rural location
    From $318 per night (USD)

    VRBO

    Roseanna Cottage - Modern Farm Cottage in a rural location

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Located minutes from local wineries & cafes, our newly build 3 bedroom, 2 bathroom cottage is perfect for families or fr ...

    From $318 per night (USD)

    VRBO

    Details
  • Balmoral Bush Retreat
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    Expedia

    Balmoral Bush Retreat

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    9

    You are welcome to immerse yourself in this sanctuary, surrounded by bush and local wildlife you are bound to leave here ...

    Click For Pricing

    Expedia

    Details
  • The Barn in Burradoo, Southern Highlands
    From $156 per night (USD)

    VRBO

    The Barn in Burradoo, Southern Highlands

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    The Barn, Burradoo - 4pm check out Sundays and Public Holidays, except Summer Season Escape on a romantic weekend to ...

    From $156 per night (USD)

    VRBO

    Details
  • Maple Rose, Bowral, Southern Highlands
    From $453 per night (USD)

    Expedia

    Maple Rose, Bowral, Southern Highlands

    Bedrooms:
    1
    Bathrooms:
    4
    Sleeps:
    8

    Maple Rose, Bowral -4pm check out Sundays and Public Holidays, except Summer Season Maple Rose is a casual and comfort ...

    From $453 per night (USD)

    Expedia

    Details
  • 6 Bed, 4 Bath, 3 Level Renovated Barn, 1400m to Bowral Centre, 320m2, Peaceful
    From $540 per night (USD)

    VRBO

    6 Bed, 4 Bath, 3 Level Renovated Barn, 1400m to Bowral Centre, 320m2, Peaceful

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    11

    Bowral Barn is a recently restored 1880’s milking dairy that has been converted to a 6 bedroom, 4 bathroom family home w ...

    From $540 per night (USD)

    VRBO

    Details
  • Bluebell – centrally located apartment
    From $256 per night (USD)

    Expedia

    Bluebell – centrally located apartment

    Bedrooms:
    2
    Bathrooms:
    3
    Sleeps:
    6

    Holiday Rental Specialists are pleased to present Bluebell, an apartment ideal for couples, families and groups. The Pr ...

    From $256 per night (USD)

    Expedia

    Details
  • Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!
    From $533 per night (USD)

    VRBO

    Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!

    Bedrooms:
    2
    Bathrooms:
    4
    Sleeps:
    14

    Perfect for weddings, holidays, or a serene escape with family & friends. The spacious design seamlessly connects two di ...

    From $533 per night (USD)

    VRBO

    Details
  • 5 star couples hideaway in the country, enjoy privacy and space - w hot tub
    From $321 per night (USD)

    Expedia

    5 star couples hideaway in the country, enjoy privacy and space - w hot tub

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    2

    Unique and stylish, The Hideaway is located within Sylvan Glen Estate, privately situated between The Homestead and The ...

    From $321 per night (USD)

    Expedia

    Details
  • Historic homestead on 60 acres, private golf course, Sleeps 40+
    From $2452 per night (USD)

    VRBO

    Historic homestead on 60 acres, private golf course, Sleeps 40+

    Bedrooms:
    14
    Bathrooms:
    14
    Sleeps:
    42

    The Homestead at Sylvan Glen Estate is set on 60 acres of private historic grounds. Century old extensive gardens with i ...

    From $2452 per night (USD)

    VRBO

    Details
  • Banyula Annex - superb contemporary styling and modern amenities
    From $236 per night (USD)

    Expedia

    Banyula Annex - superb contemporary styling and modern amenities

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Holiday Rental Specialists are pleased to present Banyula Annex, ideal for couples with pets. Banyula Annex only accom ...

    From $236 per night (USD)

    Expedia

    Details
  • Bowral - Amazing warm family house
    Click For Pricing

    VRBO

    Bowral - Amazing warm family house

    Bedrooms:
    3
    Bathrooms:
    6
    Sleeps:
    14

    Wonderful spacious house with plenty of room for friends and family to relax or to explore the beauty of Bowral. This 6- ...

    Click For Pricing

    VRBO

    Details
  • The Stables ~ Peace, Tranquility, Nature, Horses.
    From $122 per night (USD)

    Expedia

    The Stables ~ Peace, Tranquility, Nature, Horses.

    Bedrooms:
    1
    Bathrooms:
    1
    Sleeps:
    4

    Escape to Highlands Centre For Healing, a sanctuary offering equine therapy and wellness retreats. Experience very speci ...

    From $122 per night (USD)

    Expedia

    Details