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Compare 782 Vacation Homes in Southern Highlands with updated reviews, rates, and availability.

Kendall’s Beach Cottage

10.0 out of 10, Exceptional, (80)
"This cottage has everything you need for a beach stay. The outdoor shower with warm water makes beach visits easier. The place is neat and tidy. "
Kendall’s Beach Cottage

The Lakehouse Windang

9.2 out of 10, Wonderful, (37)
"Everything was so good."
The Lakehouse Windang

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

10.0 out of 10, Exceptional, (4)
"Very Nice "
The price is SAR 1,740
SAR 2,248 total
includes taxes & fees
24 Feb - 25 Feb
Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!

Kerriedancer House, Southern Highlands

9.0 out of 10, Wonderful, (2)
"Beautiful property perfect for the family to stay for my sons wedding"
Kerriedancer House, Southern Highlands

BEACH RETREAT-endless summer offer, book 2 nights receive a complimentary night

9.6 out of 10, Exceptional, (5)
"Cheltenham is a real gem and was the perfect property for our family of 4 to spend a long weekend at. The house is completely renovated and the photos don’t quite do it justice. Not only is it very clean and comfortable, but it is incredibly well appreciated with internet, cable tv, bbq, kitchen utensils and bedding. Our stay was perfect and I have no hesitation in recommending Cheltenham for your stay at Shoalhaven Heads. "
BEACH RETREAT-endless summer offer, book 2 nights receive a complimentary night

Luxury 5 B/R House with Pool, Lake & Beach

10.0 out of 10, Exceptional, (42)
"Great stay. Comfortable snd well appointed house. Tim was fantastic to deal with. Would recommend. "
Luxury 5 B/R House with Pool, Lake & Beach

Kiama Dream – Absolute Waterfront | Panoramic Ocean Views | Large Groups

8.8 out of 10, Excellent, (56)
"Very scenic house, lots of space and well equipped with everything you need. "
Kiama Dream – Absolute Waterfront | Panoramic Ocean Views | Large Groups

Iona Park, Moss Vale, Southern Highlands

10.0 out of 10, Exceptional, (1)
"We had a large group of friends staying at Iona Park for a reunion and we were all absolutely blown away. From the moment you arrive, the facilities are jaw dropping. Both the inside, especially the pool room and library, and outside (double tennis court!) were stunning. The kitchen was well stocked and plenty big enough to accommodate all of us. The check-in process was very smooth and the hosts were a pleasure to deal with. I can’t recommend this stay highly enough!"
Iona Park, Moss Vale, Southern Highlands

COTTAGE ON PARK: Backs onto Park, leads to Beach

9.4 out of 10, Exceptional, (84)
"This is a brilliant house to stay in at Kiama. We absolutely love it, close to amenities and wonderful reserve at the back. Everything needed for a great week away, thank you so much!"
COTTAGE ON PARK: Backs onto Park, leads to Beach

Brand New 5 B/R Luxury Beach House - Fairy Meadow

10.0 out of 10, Exceptional, (42)
"Good location close to beach, walking tracks and amenities easy to access"
Brand New 5 B/R Luxury Beach House - Fairy Meadow

Maison de Celine - walking distance to Bowral town

6.6 out of 10, (7)
"Great location and would be perfect for a family or two. Functional spaces, comfortable beds, fluffy towels, large yard, off street parking, fire pit and close to Bowral and Moss Vale. Remember to take your condiments (oil, sauce, sugar etc) as there may not be any essentials in the home. Beautiful mature garden beds with lots of different types of flowers. p.s. conservatory is great addition with vinyl windows. Access is through screen doors so cooler than you may anticipate. "
The price is SAR 3,206
SAR 3,206 total
includes taxes & fees
25 Mar - 26 Mar
Maison de Celine - walking distance to Bowral town

Blue Horizon on Manning

9.2 out of 10, Wonderful, (5)
"Unit larger than we needed, in that it has a large sunroom in addition. Lots of light, very pleasant. "
The price is SAR 1,869
SAR 1,869 total
includes taxes & fees
24 Feb - 25 Feb
Blue Horizon on Manning

The Stables ~ Peace, Tranquility, Nature, Horses.

9.4 out of 10, Exceptional, (14)
"Lovely, cozy, interesting. Very well located to Fitzroy Falls, which has some nice walks. Numerous wineries within 10 to 30 minutes drive. Host is intriguing, helpful, near by but not imposing. Kitchen is pretty limited - yay!Hooved neighbors were good listeners. "
The Stables ~ Peace, Tranquility, Nature, Horses.

Forest Brae – pet friendly and walk to town

10.0 out of 10, Exceptional, (6)
"We had a trouble free stay at ForestBrae. The accommodation is spacious, very clean and very well stocked. Every cooking utensil we could want and very many basic provisions were available. The lounge has a relaxing outlook. It is a very quiet location with bird noise and no car noise. It is walking distance to the shops. We would stay again "
The price is SAR 3,225
SAR 3,225 total
includes taxes & fees
24 Feb - 25 Feb
Forest Brae – pet friendly and walk to town

Beautiful Large Country Home in the Perfect Location with tennis court & theatre

10.0 out of 10, Exceptional, (14)
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Beautiful Large Country Home in the Perfect Location with tennis court & theatre

Seven Mile Heaven - your coastal kingdom

9.4 out of 10, Exceptional, (53)
"Wonderful location. Wonderful home. Even the wild weather was spectacular. Unexpected issues: 1. The dishwasher and microwave had not been cleaned for a long time and we had to do this. This should be done after every renter. 2. Insufficient bin liners. 3. A vase of dead flowers was on the table when we arrived. 4. There was insufficient toilet paper for our stay. 5. The TV in the lower lounge area should be set up with free to air channels."
The price is SAR 4,587
SAR 4,587 total
includes taxes & fees
24 Feb - 25 Feb
Seven Mile Heaven - your coastal kingdom

Berry Luxury Barn House

10.0 out of 10, Exceptional, (7)
"A weekend end to remember! This house is amazing!!! "
Berry Luxury Barn House

Wahroonga - A beautiful country escape on 10 acres, views, pool, pet friendly.

10.0 out of 10, Exceptional, (203)
"The property met all our needs , kids and adults. "
Wahroonga - A beautiful country escape on 10 acres, views, pool, pet friendly.

Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima

9.6 out of 10, Exceptional, (49)
"Recommended"
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima

Spacious Nature Escape

8.2 out of 10, Very Good, (14)
"We enjoyed our stay very much. We do have one critisism however regarding the lack of curtains or blinds on the windows. It was mentioned by a previous guest but as it was a long time ago I thought it might have been addressed. Unfortunately not. The result was that there was no privacy in the kitchen and lounge which was off putting."
Spacious Nature Escape
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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Other property types in Southern Highlands

Southern Highlands Vineyard Cabin by Outpost

The price is SAR 691
SAR 977 total
includes taxes & fees
26 Feb - 27 Feb
Southern Highlands Vineyard Cabin by Outpost

Mittagong Caravan Park

3.5 star property
9.0 out of 10, Wonderful, (151)
"Nicely organised. Loved it "
The price is SAR 383
SAR 428 total
includes taxes & fees
27 Feb - 28 Feb
Mittagong Caravan Park

The Sebel Bowral Heritage Park

4.0 star property
8.8 out of 10, Excellent, (267)
"Loved the sparkling and flat water taps in the communal areas. The studio apartment was lovely. Easy walk to town. Would stay again "
The price is SAR 516
SAR 567 total
includes taxes & fees
2 Mar - 3 Mar
The Sebel Bowral Heritage Park
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.