Southern Highlands Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Southern Highlands

Interior
Greenview Bowral Southern Highlands
10.0 out of 10, Exceptional, (77)
"Amazing house. Perfect for our extended family. Only wish we could have stayed longe!"
Greenview Bowral Southern Highlands
TV, fireplace
Sauna Haus with Scandinavian design
10.0 out of 10, Exceptional, (30)
"Wonderful property, stayed short weekend. Perfect location."
The price is NZ$416
per night
3 Jun - 4 Jun
Sauna Haus with Scandinavian design
Property grounds
Tiny house with acres of views.
10.0 out of 10, Exceptional, (39)
"This is our second visit here. It's a great place to stay for the weekend for two of us. The house is light and sunny, surprisingly spacious, clean, tidy and comfortable. It has everything we need for an overnight stay, and the peaceful country setting is beautiful. Hopefully we'll be back next year."
The price is NZ$348
per night
22 May - 23 May
Tiny house with acres of views.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Fridge, microwave, oven, stovetop
Iona Park, Moss Vale
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
Outdoor pool, a heated pool
The ultimate luxury stay!
10.0 out of 10, Exceptional, (2)
"I have booked and stayed at many beautiful houses and hotels, so can say without a doubt that the calibre of this house cannot be beat. There was something for all ages, with no details missed. All the guest raved about how comfortable the beds were & how amazing it was that there were 20 of us there and yet we weren’t all on top of each other (there is just so much space). We will definitely book again!"
The ultimate luxury stay!
Outdoor dining
Broughton Studio - On 5 pristine acres just 5klm/5 minutes easy drive from Berry
10.0 out of 10, Exceptional, (32)
"This was the perfect location for a week of rest and writing. Immaculately clean and with everything you could need. An open fire and a comfortable bed. The hosts, Liz and Doug, were friendly, available when needed but respected privacy. ⭐️⭐️⭐️⭐️⭐️"
The price is NZ$348
per night
28 May - 29 May
Broughton Studio - On 5 pristine acres just 5klm/5 minutes easy drive from Berry
Interior
Entire Ocean View Shell Cove Mansion - Sleeps 16 guests 5 minute from the beach!
10.0 out of 10, Exceptional, (11)
"Lovely house- very spacious everything we needed and more we didn’t use"
The price is NZ$1,851
per night
11 Jun - 12 Jun
Entire Ocean View Shell Cove Mansion - Sleeps 16 guests 5 minute from the beach!
Terrace/patio
Martha's Villa - panoramic, peaceful location
10.0 out of 10, Exceptional, (43)
"The cottage was very cute and clean. It has a character and the owners added nice touches like candles, throws. We were staying over the night and enjoyed peaceful and relaxing atmosphere"
The price is NZ$322
per night
22 May - 23 May
Martha's Villa - panoramic, peaceful location
Property grounds
A unique Southern Highlands experience
9.8 out of 10, Exceptional, (203)
"I really enjoyed my stay in this beautiful spot, the cottage had all I could ask for, in a lovely garden and the hosts were friendly and helpful. It is a little further out of town, I enjoyed the walk but some might prefer to travel by car. I was there for parkrun after all, which was only another 1km up the road in the Botanic gardens, so I was perfectly placed 🙂"
A unique Southern Highlands experience
Terrace/patio
Crabapple Cottage -Lovely self contained cottage on Heritage property
9.8 out of 10, Exceptional, (148)
"Such a delightful, cosy and stylish cottage in a very convenient location - delicious food and unique shopping only a stone’s throw away."
Crabapple Cottage -Lovely self contained cottage on Heritage property
Property grounds
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
9.8 out of 10, Exceptional, (17)
"My friend and felt comfortable and at ease at Daphne Cottage we we activities in Berrima and the durtoundibg. towns which we found were easily accessible"
Daphne cottage - Heritage two storey 2 bedroom cottage in Historical Berrima
Beach nearby
Argo Serviced Apartments
3.5 star property
9.8 out of 10, Exceptional, (40)
"great place to stay"
The price is NZ$240
per night
3 Jun - 4 Jun
Argo Serviced Apartments
Outdoor pool, a heated pool
HEATED Pool, Lake & Beach, Luxury 5 B/R House
9.8 out of 10, Exceptional, (33)
"Great house for our little getaway. Host was very accommodating with any questions. Lots of room for our family. House was clean and tidy. Pool was great for the family. Just a note there a numerous stairs to get into property. Views were wonderful from numerous windows. We will return."
HEATED Pool, Lake & Beach, Luxury 5 B/R House
Fridge, microwave, oven, stovetop
Hillcrest Cottage @ Berry
9.8 out of 10, Exceptional, (157)
"Clean great spot nothing a problem short drive to Berry"
Hillcrest Cottage @ Berry
Property grounds
Beach Retreat@Kiama BEACHFRONT with direct beach access
9.6 out of 10, Exceptional, (50)
"Really great spot and awesome value for money. Owners nice and friendly easy to deal with and helpful. Perhaps fridges could be colder and maybe an extra fan. Other than that beaut spot, close to great beach. Comfy and peaceful all round. Kids and I had a lovely time n"
Beach Retreat@Kiama BEACHFRONT with direct beach access
Pool
Lake David Luxury Lake House set on 44 acres - Sleeps 18
9.6 out of 10, Exceptional, (12)
"Would highly recommend for big groups"
Lake David Luxury Lake House set on 44 acres - Sleeps 18
Outdoor dining
Fairmont Cottage
9.6 out of 10, Exceptional, (265)
"While the weather was not the most favourable, Alison was an amazing host providing us with additional towels for our two little dogs to help clean them up. We had an amazing time relaxing, watching the cows and pony wonder by in the morning and wondering into Berry for a quick trip."
Fairmont Cottage
Fridge, microwave, oven, stovetop
Timbalah - a luxurious country retreat
9.4 out of 10, Exceptional, (91)
"We loved the character of the property and thoroughly enjoyed our stay on a very rainy weekend to celebrate several birthdays across a group of families. The layout of the living spaces was really comfortable and conducive to us all gathering together at one time or splitting into smaller groups to chat or play a game. There were a few leaks which wasn't totally surprising given the weather but none of them affected our stay. The fireplace was lovely, at times we found it a little challenging to...
Timbalah - a luxurious country retreat
Property grounds
Sherwood Park - A rural atmosphere in town / set on 2 acres
9.4 out of 10, Exceptional, (174)
"This house had everything we needed for a few old friends and their families to get together for a wonderful weekend in the country. The house was spotless, roomy, and provided great breakfasts, and the outdoor areas were huge and perfect for kids games."
Sherwood Park - A rural atmosphere in town / set on 2 acres
Microwave, coffee/tea maker, electric kettle, cookware/dishes/utensils
Adina Apartment Hotel Wollongong
4.5 star property
9.2 out of 10, Wonderful, (1808)
"The room was clean and comfortable to stay. Stuff members were friendly"
The price is NZ$225
per night
26 May - 27 May
Adina Apartment Hotel Wollongong
Don't see what you're looking for?
See all available properties in Southern Highlands
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.

Other types of properties in Southern Highlands you may be interested in

Courtyard Executive Family Room
Berrima Bakehouse Motel
3.5 star property
9.2 out of 10, Wonderful, (999)
"Beautiful setting, very quiet and convenient"
The price is NZ$169
per night
23 May - 24 May
Berrima Bakehouse Motel
Indoor pool, outdoor pool
Park Proxi Gibraltar Bowral
3.5 star property
8.6 out of 10, Excellent, (916)
"Great overall experience.. staff are amazing!! Tho cleanliness is questionable overall.. The pool had some stuff in there that looked discussing and they can just make sure its always clean."
The price is NZ$250
per night
26 May - 27 May
Park Proxi Gibraltar Bowral
3 bars/lounges
The Imperial Motel
4.0 star property
8.6 out of 10, Excellent, (846)
"Great spot for quick stay! "
The price is NZ$177
per night
26 May - 27 May
The Imperial Motel
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.

You always said you would go on a dream holiday someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannonball into the deep end. Go ahead, unplug and unwind in style. When you book one of our Southern Highlands holiday rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your holiday just got upgraded.

As much as you love your vacation rental, it’s always good to get out and explore to soak up Southern Highlands. Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in Southern Highlands. Seeing all the best attractions is bound to make you fall in love with Southern Highlands. Who knows, you may even be tempted to extend your stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true. 

It’s your escape so why share it? You deserve your own slice of paradise. Booking your holiday rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in Southern Highlands short-term rentals, that won’t be hard to do.

Recent reviews of Southern Highlands properties
Expedia verified reviews

Mittagong Motel

Mittagong Motel

5/5 Excellent
"Old and out dated - although clean and pleasant staff"
A verified traveller stayed at Mittagong Motel
Posted 10 hours ago
Mittagong Motel