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

Holiday Homes in Southern Highlands

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

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

Belle in Bowral - walk to town
Bowral
9.8 out of 10, Exceptional, (75 reviews)
"Overall best place of this type i have ever stayed at. "
Australia
PETER B.
The price is NZ$516
includes taxes & fees
12 Oct - 13 Oct
Belle in Bowral - walk to town
A two-story building with a balcony, surrounded by well-manicured hedges and tall trees.

2. Windermere – stunning and garden setting

Windermere – stunning and garden setting
Burradoo
10.0 out of 10, Exceptional, (22 reviews)
"Fantastic property beautiful inside and very cosy "
United States
Lynora
The price is NZ$1,678
includes taxes & fees
12 Oct - 13 Oct
Windermere – stunning and garden setting
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

Wedding central. Close to caves, canyons, winery's, waterfalls & exciting venues
Moss Vale
9.4 out of 10, Exceptional, (3 reviews)
"Beautifully appointed- had everything one would need. The best stay. We enjoyed the time and will certainly book again. "
Australia
Heather R.
The price is NZ$537
includes taxes & fees
8 Oct - 9 Oct
Wedding central. Close to caves, canyons, winery's, waterfalls & exciting venues
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

Misty farm in the mist in the hills among the wild life and the stars at night
Robertson
9.0 out of 10, Wonderful, (7 reviews)
"Bruce was very helpful in every way, the barbecue was amazing and the rooms were very clean! Would stay again."
Australia
Naratorn
The price is NZ$479
includes taxes & fees
11 Oct - 12 Oct
Misty farm in the mist in the hills among the wild life and the stars at night
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

Family, Pet & EV Friendly Home in Bowral Centre
Bowral
10.0 out of 10, Exceptional, (20 reviews)
"Fantastic location with a wonderful view. Very spacious bedrooms and the property had all the amenities required for a wonderful stay. Host was very responsive and able to assist with all my enquiries. "
Australia
Luisa S.
The price is NZ$783
includes taxes & fees
12 Oct - 13 Oct
Family, Pet & EV Friendly Home in Bowral Centre
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 Retreat
Sutton Forest
The price is NZ$11,532
includes taxes & fees
11 Oct - 12 Oct
Sutton Forest Retreat
A balcony with green cushioned seating, a grill, and a view of neighboring houses.

7. Bluebell – centrally located apartment

Bluebell – centrally located apartment
Bowral
9.0 out of 10, Wonderful, (11 reviews)
"The apartment is well equipped and the soft furnishings make it a very comfortable stay. The location is ideal for a short walk or drive into the main shopping precinct and the fabulous eateries on offer in Bowral. Tee property managers are very responsive and easy to deal with. Highly recommend Bluebell for a restful stay in Bowral!"
Australia
Bron K.
The price is NZ$1,046
includes taxes & fees
19 Oct - 20 Oct
Bluebell – centrally located apartment
IMG 1943

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

Bundanoon Garden Retreat, Stay at the bottom of the garden in Bundanoon.
Bundanoon
9.4 out of 10, Exceptional, (3 reviews)
"Gorgeous little cottage. Very comfy, excellent amenities. Very quiet."
Australia
Joseph Z.
The price is NZ$364
includes taxes & fees
11 Oct - 12 Oct
Bundanoon Garden Retreat, Stay at the bottom of the garden in Bundanoon.
A dining area with a wooden table set for six, surrounded by dark blue chairs.

9. Kookaburra Cottage – cosy and comfortable Highlands retreat

Kookaburra Cottage – cosy and comfortable Highlands retreat
Bowral
7.0 out of 10, Good, (2 reviews)
"The property was very cold on arrival which was a bit off putting . The dried /artificial flowers everywhere were totally unnecessary and actually left you feeling that it was all a bit soulless. Beds were clean and comfortable,but over all it was a bit disappointed"
Australia
Julie G.
The price is NZ$1,381
includes taxes & fees
20 Oct - 21 Oct
Kookaburra Cottage – cosy and comfortable Highlands retreat
A conservatory with wicker furniture, hanging planters, and a view of greenery outside.

10. Arafel Park - Southern Highlands

Arafel Park - Southern Highlands
Burradoo
9.8 out of 10, Exceptional, (43 reviews)
"This place is perfect for a special getaway with family or friends. The grounds are truly stunning and during our stay there were abundant roses flowering everywhere!"
Australia
Michelle J.
The price is NZ$1,556
includes taxes & fees
12 Oct - 13 Oct
Arafel Park - Southern Highlands
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

Stately Bowral Designer Home
Bowral
9.4 out of 10, Exceptional, (3 reviews)
"Beautiful home in lovely quiet area of Bowral, minutes from shops, parks and local walks. "
Australia
Wayne H.
The price is NZ$878
includes taxes & fees
14 Oct - 15 Oct
Stately Bowral Designer Home
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

Canary Cottage - opposite Bowral Country Club
Bowral
9.6 out of 10, Exceptional, (9 reviews)
"Pretty area. Helpful contacts. Old fashioned but modern cottage. Realky liked our stay. "
Australia
Chris
The price is NZ$1,302
includes taxes & fees
14 Oct - 15 Oct
Canary Cottage - opposite Bowral Country Club
A modern kitchen with white cabinetry, a central island, and a dining area with wooden furniture.

13. Ballogie Lodge - a quality timeless retreat

Ballogie Lodge - a quality timeless retreat
Bundanoon
10.0 out of 10, Exceptional, (11 reviews)
"Beautiful and comfortable home - very spacious with a warm country feel to it."
Australia
Diane G.
The price is NZ$1,591
includes taxes & fees
8 Oct - 9 Oct
Ballogie Lodge - a quality timeless retreat
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

Albert Fields - stylish family-friendly retreat in the Southern Highlands
Bowral
10.0 out of 10, Exceptional, (1 review)
The price is NZ$1,451
includes taxes & fees
20 Oct - 21 Oct
Albert Fields - stylish family-friendly retreat in the Southern Highlands
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

The Bunkhouse - quality, contemporary home
Exeter
8.8 out of 10, Excellent, (3 reviews)
"This was ideal for our weekend stay with friends, the house is beautiful, very clean, comfy beds, perfect. We would definitely stay there again. Thanks again."
Australia
Sandra C.
The price is NZ$1,047
includes taxes & fees
12 Oct - 13 Oct
The Bunkhouse - quality, contemporary home
A wooden deck with potted plants, a white railing, and a house with dark siding and white trim.

16. Amber Cottage - country cottage

Amber Cottage - country cottage
Bowral
10.0 out of 10, Exceptional, (57 reviews)
"Was a great location and overall the facilities were great."
Australia
Brian F.
The price is NZ$1,719
includes taxes & fees
14 Oct - 15 Oct
Amber Cottage - country cottage
Exterior detail

17. Pet-Friendly Highlands Home with Fireplace

Pet-Friendly Highlands Home with Fireplace
Bundanoon
10.0 out of 10, Exceptional, (2 reviews)
"Lovely bathrooms, a great wood heater all round very comfortable."
Australia
Kel S.
The price is NZ$865
includes taxes & fees
12 Oct - 13 Oct
Pet-Friendly Highlands Home with Fireplace
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

Poppy Cottage – delightful and pet-friendly cottage
Exeter
9.2 out of 10, Wonderful, (34 reviews)
"Poppy Cottage was warm and inviting, nestled in a delightful garden with rambling roses and herbs we could use for cooking, a well equipped kitchen, a new outdoor BBQ and even a dog bowl for the pooch! We are already planning our next visit."
Australia
Brigid T.
The price is NZ$1,364
includes taxes & fees
14 Oct - 15 Oct
Poppy Cottage – delightful and pet-friendly cottage
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.

The Alfred, Mittagong. Easy walk to cafes and pubs.
Mittagong
10.0 out of 10, Exceptional, (6 reviews)
"Great little house, met expectation. Thank you for hosting us! We enjoyed our stay in Mittagong."
Australia
Amanda D.
The Alfred, Mittagong. Easy walk to cafes and pubs.
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

Hillside Farm – Rural getaway on 100 acres of sweeping farmland
Mittagong
9.4 out of 10, Exceptional, (10 reviews)
"7 adults were catered for perfectly. "
Australia
Melissa
The price is NZ$1,659
includes taxes & fees
12 Oct - 13 Oct
Hillside Farm – Rural getaway on 100 acres of sweeping farmland
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Southern Highlands Hotel Reviews

Nova Kiama

Nova Kiama

10/10 Excellent
"Lovely boutique hotel, friendly helpful staff with modern rooms. Great location, walking distance to all amenities and parking on site."
Hanife 1-night trip
Posted 12 hours ago
Nova Kiama

Find out more about Southern Highlands

Southern Highlands Holiday Homes information

Number of reviews
312
Accommodation
860 Holiday Homes
Lowest Price
NZ$364
Highest Price
NZ$11,532

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