Southern Highlands Vacation Homes

A golf course with a pond, trees, and distant mountains.

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Our top choices for Southern Highlands holiday homes

A modern living room with a grey sofa, a dining area, and a kitchen with stainless steel appliances.

1. Belle in Bowral - walk to town

Bowral

PETER B.

HK$2,477 total

includes taxes & fees

19 Oct - 20 Oct

A two-story building with a balcony, surrounded by well-manicured hedges and tall trees.

2. Windermere – stunning and garden setting

Burradoo

Lynora

HK$7,393 total

includes taxes & fees

20 Oct - 21 Oct

A modern kitchen with white cabinets, a stainless steel refrigerator, and a wooden island with stools.

3. Wedding central. Close to caves, canyons, winery's, waterfalls & exciting venues

Moss Vale

Heather R.

HK$2,406 total

includes taxes & fees

11 Oct - 12 Oct

A garden with dense shrubbery and pink flowers.

4. Misty farm in the mist in the hills among the wild life and the stars at night

Robertson

Naratorn

HK$2,149 total

includes taxes & fees

8 Oct - 9 Oct

A table with a bottle of wine, a glass, and a wooden board with grapes and cheese on a balcony with a view of trees and hills.

5. Family, Pet & EV Friendly Home in Bowral Centre

Bowral

Luisa S.

HK$3,317 total

includes taxes & fees

8 Oct - 9 Oct

A modern kitchen with white cabinetry, a stainless steel refrigerator, a gas stove, and a large island with bar stools.

6. Sutton Forest Retreat

Sutton Forest

HK$50,817 total

includes taxes & fees

20 Oct - 21 Oct

A balcony with green cushioned seating, a grill, and a view of neighboring houses.

7. Bluebell – centrally located apartment

Bowral

Bron K.

HK$4,610 total

includes taxes & fees

20 Oct - 21 Oct

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

Bundanoon

Joseph Z.

HK$1,602 total

includes taxes & fees

11 Oct - 12 Oct

A dining area with a wooden table set for six, surrounded by dark blue chairs.

9. Kookaburra Cottage – cosy and comfortable Highlands retreat

Bowral

Julie G.

HK$6,070 total

includes taxes & fees

20 Oct - 21 Oct

A conservatory with wicker furniture, hanging planters, and a view of greenery outside.

10. Arafel Park - Southern Highlands

Burradoo

Michelle J.

HK$6,857 total

includes taxes & fees

12 Oct - 13 Oct

A two-story house with a blue roof, a front porch with columns, and a driveway leading to a garage.

11. Stately Bowral Designer Home

Bowral

Wayne H.

HK$3,891 total

includes taxes & fees

13 Oct - 14 Oct

A bright room with white walls, two yellow chairs, a wicker sofa, and a table with a bowl of lemons.

12. Canary Cottage - opposite Bowral Country Club

Bowral

Chris

HK$5,736 total

includes taxes & fees

14 Oct - 15 Oct

A modern kitchen with white cabinetry, a central island, and a dining area with wooden furniture.

13. Ballogie Lodge - a quality timeless retreat

Bundanoon

Diane G.

HK$7,010 total

includes taxes & fees

20 Oct - 21 Oct

A modern building with a balcony, surrounded by well-maintained hedges and tall trees.

14. Albert Fields - stylish family-friendly retreat in the Southern Highlands

Bowral

HK$6,371 total

includes taxes & fees

20 Oct - 21 Oct

A modern kitchen with white cabinetry, a central island, and a dining area with a wooden table and white chairs.

15. The Bunkhouse - quality, contemporary home

Exeter

Sandra C.

HK$4,615 total

includes taxes & fees

20 Oct - 21 Oct

A wooden deck with potted plants, a white railing, and a house with dark siding and white trim.

16. Amber Cottage - country cottage

Bowral

Brian F.

HK$7,574 total

includes taxes & fees

12 Oct - 13 Oct

17. Pet-Friendly Highlands Home with Fireplace

Bundanoon

Kel S.

HK$3,872 total

includes taxes & fees

12 Oct - 13 Oct

A house with a covered patio, a garden with red flowers, and a satellite dish on the roof.

18. Poppy Cottage – delightful and pet-friendly cottage

Exeter

Brigid T.

HK$6,010 total

includes taxes & fees

8 Oct - 9 Oct

A dining area with a table set for two, a vase with pink flowers, and a bottle of wine on the table.

19. The Alfred, Mittagong. Easy walk to cafes and pubs.

Mittagong

Amanda D.

A covered patio with a wooden table and chairs, a potted plant, and a view of a white fence and trees.

20. Hillside Farm – Rural getaway on 100 acres of sweeping farmland

Mittagong

Melissa

HK$7,311 total

includes taxes & fees

20 Oct - 21 Oct

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Top Southern Highlands Hotel Reviews

Peppers Craigieburn

10/10 Excellent

"Old world property. Outstanding gardens. Good restaurant."

Novotel Wollongong Northbeach

10/10 Excellent

"Great location and central. Across from beach. Issues with moths they were everywhere and cockroach in our bathroom. Some of the light switches and power points didn’t work in our room. But the room looked to be recently renovated, service was great. Pool wasn’t really heated as indicated and didn’t like location of sauna inside woman’s bathroom nor that they were separate to men’s. Coukdnt have a sauna with my husband. Kids activity room was spacious and good activities. North bar menu could be expanded on a bit more too."

Timbalah - A wonderful Southern Highlands retreat

8/10 Good

"This is an excellent house for a family/friend get together. Great kitchen for cooking. Open plan with many separate areas for conversation, playing pool, watching movies, etc. Beds are comfortable and bathrooms spacious and clean. According to the plans mounted on the staircase the home was architecturally designed and built as a B&B back in 1997 and it is a beautiful piece of architecture full of ambience and charm. It is showing signs of wear and tear in places, as a result of past occupants but tastefully furnished and we had a lovely relaxing stay.Thank you Tim."

Links House

10/10 Excellent

"It’s picturesque, the location was perfect. Staff were friendly. The room could do with a refresh, not sure if the musty room smell comes with the age of the property. It’s not really a deal breaker because Southern Highland is still my favourite place to go and unwind and Links Bowral could easily be one of the nice places to stay."

Find out more about Southern Highlands