Holiday Homes in Southern Highlands

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Featured Holiday Homes in Southern Highlands

Cosy country stay in beautiful Berrima.

9.8 out of 10, Exceptional, (9)
Cosy country stay in beautiful Berrima.

Wave and Willow Retreat - Luxury Family Coastal Home-Fully heated & heated pool

6.0 out of 10, (1)
"We recently stayed at this lovely home in Jamberoo and overall had an enjoyable time. The house itself is beautifully set in a peaceful and scenic location, and it was well-equipped for a comfortable stay. It’s also conveniently located near Kiama and Gerringong, which made for some great day trips.That said, there were some issues that affected our experience. When we originally booked 3 months prior, the listing advertised that the house could sleep 22 guests. A week before our stay, we found...
The price is NZ$1,032
includes taxes & fees
7 Aug - 8 Aug
Wave and Willow Retreat - Luxury Family Coastal Home-Fully heated & heated pool

Beautifully renovated Mountain cottage with Ocean view

10.0 out of 10, Exceptional, (104)
"A charming cosy cottage with great views. Very serene and relaxing. It has a secure yard for dogs."
Beautifully renovated Mountain cottage with Ocean view

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

10.0 out of 10, Exceptional, (20)
"The property was amazing with so much to do. Pool and spa were great and tennis court was awesome!Owner was great to deal with and very accommodating."
Beautiful Large Country Home in the Perfect Location with tennis court & theatre

Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST

8.6 out of 10, Excellent, (107)
"We had a wonderful stay in this beautiful home! Very central to town centre walking distance to everything! Would definitely recommend this place!"
Casa Antica, 200m walk to Bowral Township, family and PET friendly UPON REQUEST

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

9.8 out of 10, Exceptional, (6)
"We loved our stay at the Jean House. The house is very spacious and the games room is amazing. Host was very responsive."
The price is NZ$863
includes taxes & fees
28 July - 29 July
Tranquil Retreat with Stunning Mountain and Country Views –Your Perfect Getaway!

Mulberry House - Pet Friendly with Swimming Pool

9.4 out of 10, Exceptional, (8)
"Nice home, very central to the quaint town, Overall ok, with some minor repairs required. "
The price is NZ$1,242
includes taxes & fees
28 July - 29 July
Mulberry House - Pet Friendly with Swimming Pool

Iona Park, Moss Vale, Southern Highlands

9.0 out of 10, Wonderful, (2)
"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

Twin Peaks - Kangaroo Valley

10.0 out of 10, Exceptional, (5)
"Convenient location to village amenities and surrounding activities. Very clean and comfortable with excellent decor and furnishings. Perfect for weekend getaway."
The price is NZ$597
includes taxes & fees
4 Aug - 5 Aug
Twin Peaks - Kangaroo Valley

Aloha - Short Drive to Berry & The Beach - Fireplace and Firepit

8.8 out of 10, Excellent, (26)
"Good property close to the beach and all the sights of the region."
The price is NZ$687
includes taxes & fees
27 July - 28 July
Aloha - Short Drive to Berry & The Beach - Fireplace and Firepit

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

9.6 out of 10, Exceptional, (62)
"This was our fourth visit to Daphne Cottage. It was a terrific stay - the cottage is cosy and beautifully located and Phil, the owner, is excellent to deal with."
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima

Beachfront House with direct access to the Beach. Just bring your beach towel!

9.6 out of 10, Exceptional, (110)
"Location & view of the beach was perfect.Ten of us stayed & we were all very comfortable We had a fun few days together. Amanda was a great host- she was very easy to communicate with."
Beachfront House with direct access to the Beach. Just bring your beach towel!

Greenview Bowral Southern Highlands

10.0 out of 10, Exceptional, (91)
"The entire process from booking to the actual stay was seamless. There was plenty of room for our 20 guests, the hosts have thought of everything and the property manager was excellent. It made our wedding weekend fabulous!"
Greenview Bowral Southern Highlands

The Nook – Stay 3, Pay 2!

8.8 out of 10, Excellent, (15)
"Great relaxing week away with family"
The price is NZ$689
includes taxes & fees
19 Aug - 20 Aug
The Nook – Stay 3, Pay 2!

The Stables ~ Peace, Tranquility, Nature, Horses.

9.4 out of 10, Exceptional, (14)
"Was a very clean safe and unique stay with interactions with farm animals contributed to the occasion. Loved the fire."
The Stables ~ Peace, Tranquility, Nature, Horses.

Large Coastal Retreat with Saltwater Pool Shell Cove

9.8 out of 10, Exceptional, (7)
"Very nice. Place close to the Kiama oz tag comp"
Large Coastal Retreat with Saltwater Pool Shell Cove

Sherwood Park - A rural atmosphere in town / set on 2 acres

9.4 out of 10, Exceptional, (182)
"This was our second stay at Sherwood House and it was great for our family. Highly recommend."
Sherwood Park - A rural atmosphere in town / set on 2 acres

Belle in Bowral - walk to town

9.8 out of 10, Exceptional, (54)
"Great location. Perfect accommodation for a Centennial Vineyard concert short stay."
The price is NZ$456
includes taxes & fees
28 July - 29 July
Belle in Bowral - walk to town

York Cottage. A Country Retreat, Close to Bowral

8.4 out of 10, Very good, (15)
"Wonderful weekend in a historical home. Thank yoi"
York Cottage. A Country Retreat, Close to Bowral

Misty Pond – picturesque rural getaway

The price is NZ$1,894
includes taxes & fees
28 July - 29 July
Misty Pond – picturesque rural getaway
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