Southern Highlands holiday rentals

We found 575 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Southern Highlands

Showing deals for:29 Jan - 5 Feb

Outdoor dining
Exceptional
(6 reviews)

Historic homestead on 60 acres, private golf course, sleeps 40+

Penrose

10% off
AU$28,301
for 7 nights, 1 room
AU$4,043 per night
includes taxes & fees
Historic homestead on 60 acres, private golf course, sleeps 40+
Living area
Exceptional
(65 reviews)

RYE House - Perfect for Families sleeps 10

Barrengarry

9% off
AU$5,646
for 7 nights, 1 home
AU$807 per night
includes taxes & fees
RYE House - Perfect for Families sleeps 10
Exterior
Exceptional
(5 reviews)

Glen Oak relaxing getaway

Bundanoon

23% off
AU$4,649
for 7 nights, 1 home
AU$664 per night
includes taxes & fees
Glen Oak relaxing getaway
Kitchen
Exceptional
(14 reviews)

Stunning Highlands Manor-Accommodates 2-12 people

Mittagong

8% off
AU$5,114
for 7 nights, 1 home
AU$731 per night
includes taxes & fees
Stunning Highlands Manor-Accommodates 2-12 people
Exterior detail
Exceptional
(18 reviews)

Cherrywood - Luxury retreat - with complimentary EV charging

Exeter

18% off
AU$5,144
for 7 nights, 1 home
AU$735 per night
includes taxes & fees
Cherrywood - Luxury retreat - with complimentary EV charging
Take a soak in our hot tub
Exceptional
(13 reviews)

Ella Cottage, Romantic Escape with Private Hot Tub

Mittagong

18% off
AU$1,800
for 7 nights, 1 cottage
AU$257 per night
includes taxes & fees
Ella Cottage, Romantic Escape with Private Hot Tub
Private kitchen
Exceptional
(104 reviews)

Greenview Bowral Southern Highlands

Bowral

9% off
AU$13,871
for 7 nights, 1 home
AU$1,982 per night
includes taxes & fees
Greenview Bowral Southern Highlands
Interior
Exceptional
(107 reviews)

Lulu's Cottage, a hidden gem — short stroll to Bowral CBD

Bowral

9% off
AU$3,943
for 7 nights, 1 cottage
AU$563 per night
includes taxes & fees
Lulu's Cottage, a hidden gem — short stroll to Bowral CBD
Dining
Exceptional
(104 reviews)

Magnolia Corner Bowral - Family home in the heart of Bowral

Bowral

9% off
AU$3,197
for 7 nights, 1 home
AU$457 per night
includes taxes & fees
Magnolia Corner Bowral - Family home in the heart of Bowral
Living area
Wonderful
(5 reviews)

Ambient Cottage, open fire, walk to village. The perfect pet friendly slow stay.

Bowral

9% off
AU$2,921
for 7 nights, 1 cottage
AU$417 per night
includes taxes & fees
Ambient Cottage, open fire, walk to village. The perfect pet friendly slow stay.
Front Road Sign
Exceptional
(16 reviews)

Martha's ......... Your hideaway in the highlands.

Bowral

26% off
AU$4,016
for 7 nights, 1 home
AU$574 per night
includes taxes & fees
Martha's ......... Your hideaway in the highlands.
Verandah facing north
Exceptional
(296 reviews)

Fairmont Cottage

Woodhill

9% off
AU$1,424
for 7 nights, 1 cabin
AU$203 per night
includes taxes & fees
Fairmont Cottage
Terrace/patio
Exceptional
(12 reviews)

Craftsman Stone and Wood Cottage. Family Farm Stay at MaddOx Farm in Burrawang

Burrawang

14% off
AU$2,363
for 7 nights, 1 cottage
AU$338 per night
includes taxes & fees
Craftsman Stone and Wood Cottage. Family Farm Stay at MaddOx Farm in Burrawang
Private kitchen
Exceptional
(15 reviews)

OLD BAKERY GUEST HOUSE / THE BIG PART

Robertson

9% off
AU$3,076
for 7 nights, 1 home
AU$439 per night
includes taxes & fees
OLD BAKERY GUEST HOUSE / THE BIG PART
Lounge-Dining Room
Exceptional
(69 reviews)

The Hidden Door Bowral Villa - the Heart of Bowral

Bowral

8% off
AU$4,088
for 7 nights, 1 villa
AU$584 per night
includes taxes & fees
The Hidden Door Bowral Villa - the Heart of Bowral
Outdoor dining
Exceptional
(51 reviews)

WATERSHED Robertson - a chic shed conversion

Robertson

19% off
AU$2,376
for 7 nights, 1 cottage
AU$339 per night
includes taxes & fees
WATERSHED Robertson - a chic shed conversion
Exterior detail
Exceptional
(82 reviews)

Hampden Country Cottage - Kangaroo Valley

Kangaroo Valley

9% off
AU$2,319
for 7 nights, 1 cottage
AU$331 per night
includes taxes & fees
Hampden Country Cottage - Kangaroo Valley
Outdoor dining
Exceptional
(130 reviews)

Wirramina - 5 acres of serenity

Kangaroo Valley

9% off
AU$5,433
for 7 nights, 1 home
AU$776 per night
includes taxes & fees
Wirramina - 5 acres of serenity
Cosy nook off the kitchen overlooking the dam and escarpment
Exceptional
(22 reviews)

Secluded Country Home

Kangaroo Valley

18% off
AU$4,945
for 7 nights, 1 home
AU$706 per night
includes taxes & fees
Secluded Country Home
Living area
Exceptional
(94 reviews)

The Willows - complimentary bottle of wine and cheese plate

Barrengarry

9% off
AU$2,534
for 7 nights, 1 cottage
AU$362 per night
includes taxes & fees
The Willows - complimentary bottle of wine and cheese plate
Outdoor dining
Exceptional
(27 reviews)

Tiny Home, Big Views - Farm Stay in Kangaroo Valley

Kangaroo Valley

8% off
AU$1,881
for 7 nights, 1 room
AU$269 per night
includes taxes & fees
Tiny Home, Big Views - Farm Stay in Kangaroo Valley
Property grounds
Wonderful
(108 reviews)

The Secret Garden Cottage

Kangaroo Valley

9% off
AU$2,904
for 7 nights, 1 cottage
AU$415 per night
includes taxes & fees
The Secret Garden Cottage
Outdoor dining
Exceptional
(51 reviews)

☘️"KILMEEDY" Take time to smell the roses🌹 in Bowral-Walk to town-Pet friendly.

Bowral

31% off
AU$1,826
for 7 nights, 1 cottage
AU$261 per night
includes taxes & fees
☘️"KILMEEDY" Take time to smell the roses🌹 in Bowral-Walk to town-Pet friendly.
Open plan living and dining
Exceptional
(71 reviews)

Grandma’s Farm Cottage - Berry NSW

Woodhill

9% off
AU$2,913
for 7 nights, 1 home
AU$416 per night
includes taxes & fees
Grandma’s Farm Cottage - Berry NSW
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    Enjoy full kitchens, laundry, pools, gardens and more
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Why visit Southern Highlands

  • Scenic Nature Reserves: Enjoy breathtaking landscapes and immersive outdoor adventures amidst the region’s lush reserves and picturesque walking trails.
  • Rich Heritage: Discover historic landmarks and heritage museums that offer a glimpse into the Southern Highlands’ storied past.
  • Intriguing Caves: Experience the mystery of local caves, perfect for both family explorations and solo adventures.
  • Charming Countryside: Wander through idyllic gardens and boutique wineries, embracing the warm, friendly atmosphere.
  • Diverse Cultural Experiences: Indulge in a blend of nature and history, with opportunities for both outdoor thrills and cultural exploration.

Popular types of accommodation around Southern Highlands

Discover the charm of Southern Highlands, New South Wales, where stunning landscapes and rich heritage await. Choose from a variety of holiday rentals, including private homes, cosy cottages, and modern apartments, all equipped with guest kitchens and unique rooms. Explore local attractions such as picturesque gardens, boutique wineries, and scenic walking trails, ensuring a memorable stay in this enchanting region.

  • Private Holiday Homes: Enjoy the utmost privacy and luxury in a detached holiday home, ideal for families and groups seeking a bespoke retreat in Southern Highlands.
  • Cottages: Relish the charm of cosy cottages, offering a quaint and comfortable stay in a picturesque setting.
  • Apartments: Experience modern living in well-appointed apartments, perfect for travellers desiring convenience and style.
  • Cabins: Unwind in rustic cabins, providing a unique escape surrounded by nature's tranquillity.
  • Villas: Indulge in spacious villas, combining elegance with ample space for a relaxing holiday.**

Top attractions near Southern Highlands

Southern Highlands, New South Wales, Australia offers a delightful mix of outdoor adventures and cultural experiences. Explore the region’s scenic reserves, heritage museums, and intriguing caves, perfect for families, solo travellers, and groups. The area is ideal for those seeking a blend of nature and history, with numerous opportunities for outdoor activities and cultural enrichment. Enjoy the charm and diverse attractions of the Southern Highlands, making it an excellent destination for your next holiday.

  • Corbett Gardens: A picturesque flower garden, Corbett Gardens is perfect for families, offering vibrant blooms and lush greenery. Ideal for leisurely strolls, it provides a serene atmosphere to unwind and enjoy nature.
  • Berrima Gaol: This historic civic government building showcases the rich cultural heritage of the area. Visitors can explore its intriguing past and learn about the stories of those who were incarcerated here.
  • Berrima Courthouse: A fascinating history museum, Berrima Courthouse reveals the local legal history and architectural beauty. It offers insights into the region's cultural significance and historical context.

Things to do recommended for couples

Discover the enchanting Southern Highlands with your partner. Enjoy a leisurely stroll through the picturesque gardens of Bowral, indulge in wine tasting at local vineyards, or unwind with a couples' massage at a charming spa. Embrace the serene beauty of nature while creating unforgettable memories together.

Things to do recommended for families

Families exploring the Southern Highlands can visit the picturesque Fitzroy Falls for stunning views and easy walking trails. Enjoy a day at the Southern Highlands Botanic Gardens, where children can discover native plants and play in the open spaces. Don't miss the local farm experiences for hands-on fun.

Things to do recommended for groups

Discover the charm of the Southern Highlands with wine tasting at local vineyards, scenic bushwalks, and visits to historic estates, perfect for group travellers seeking authentic experiences.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Southern Highlands

When travelling with a group, family, pets, or seeking longer stays, it's important to filter according to your key preferences. Here are some helpful booking tips for Stayz.

  • Traveling to Southern Highlands with a group: Think about how many bedrooms you require, along with amenities like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily refine your search for all these features and more on Stayz.
  • Traveling to Southern Highlands with young kids: Traveling with young children can present challenges. It is essential to prioritise their comfort and safety, as well as ensure the availability of age-appropriate facilities such as a private swimming pool. Moreover, it is advisable to consider accommodations that are conveniently located near family-friendly attractions.
  • Taking your pets with you to Southern Highlands: For many, a family holiday isn’t complete without their four-legged companion in tow. If this resonates with you, explore Stayz properties that welcome pets. Typically, these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels right at home.
  • Planning for a long term stay visiting Southern Highlands: If you’re seeking holiday lets with long-stay offers, you’ve come to the right place. By applying the appropriate filter, you can effortlessly discover and save on monthly rentals. Additionally, consider including features such as parking, a well-equipped kitchen, or a private pool in your search.

Where to stay near Southern Highlands

Discover the enchanting Southern Highlands in New South Wales, where rugged outdoor adventures meet serene, luxurious escapes. Wander through picturesque landscapes, explore historic landmarks, and savour the warm, friendly atmosphere. Whether you seek romantic hideaways or relaxing retreats, the Southern Highlands offers a perfect blend of nature and culture, making it an ideal destination for travellers looking to immerse themselves in Australia’s idyllic countryside.

  • Bowral: Bowral is a charming city located 6km away from Southern Highlands. Renowned for its scenic outdoor ambiance, it offers an appealing blend of natural beauty and leisure pursuits. The town is a haven for beach enthusiasts, with nearby sandy stretches and bays that enhance its coastal allure. Visitors can enjoy a leisurely day out at local stores, a round of golf at well-maintained courses, or simply relax by the family-friendly beach. The experience in Bowral is all about embracing the outdoors and soaking in the picturesque landscapes.
  • Kangaroo Valley: Nestled 24km from Southern Highlands, Kangaroo Valley is a delightful suburb that exudes a relaxed rural charm. It is celebrated for its outdoor attractions and stunning scenic vistas. The area offers an inviting mix of beach experiences and lush natural landscapes, perfect for those seeking a tranquil retreat. Golf enthusiasts will appreciate the local country private club and golf courses, while the nearby bay and family beach provide ample opportunities for exploration and leisure. Kangaroo Valley is ideal for visitors looking to immerse themselves in a serene and scenic environment.
  • Mittagong: Mittagong, a vibrant city located 10km from Southern Highlands, offers a dynamic travel experience with a focus on outdoor adventures and scenic exploration. The town is perfectly positioned for visitors to enjoy a variety of activities, from exploring local stores to a game of golf on well-regarded courses. The proximity to a family-friendly beach, bay, and other coastal attractions ensures that every day holds a promise of new discoveries. Mittagong is a brilliant choice for those seeking a blend of adventure and relaxation amidst beautiful surroundings.

Booking with Stayz is simple

Looking to save on your next holiday? Consider being flexible with your travel dates, as this can significantly impact prices. Moreover, opting for a longer stay often results in excellent savings. To discover the ideal Stayz property that suits your budget, utilise our filters to search by price, location, and type of holiday rental.

Stayz Trips: Effortless planning

Stayz’s Trip Board offers you a user-friendly space to create new journeys, resume where you previously left off, or review and organise your plans. You’ll discover properties you have either saved or booked, neatly categorised as Potential, Upcoming, or Ongoing Trips. To begin using Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Take in the natural beauty of Southern Highlands

Enjoy the wineries and other features of Southern Highlands. Revered for its gardens, golfing and parks, this city is both relaxing and welcoming. Whether you're planning a family holiday, a trip with friends or a romantic retreat, HomeAway has a great selection of holiday homes. Many rentals come with a full kitchen and separate dining area, perfect if you need a space for entertaining.

Activities and attractions in Southern Highlands

Do you want to discover top things to see and do in the area? Venture out of your cosy holiday rental and check out everything that Southern Highlands has to offer. Here are some of the major attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Moss Vale Golf Club (1.6 mi / 2.6 km)
  • Southern Highland Wines (3.3 mi / 5.3 km)
  • Bowral Golf Course (4.9 mi / 7.9 km)
  • Bendooley Estate Book Barn (6.5 mi / 10.5 km)
  • Centennial Vineyards (6.5 mi / 10.5 km)
  • Artemis Wines (8 mi / 12.9 km)

Exploring the gardens and other natural features in Southern Highlands

Whether you're looking for fun outdoor activities or just want to spend some time taking in the scenery, Southern Highlands is a great place to get out in nature. These are a few of the area's most enchanting features, all within 30 miles (48.2 km) of the city centre:

  • Corbett Gardens (5.6 mi / 9 km)
  • Budderoo National Park (15.6 mi / 25.2 km)
  • Minnamurra Rainforest Centre (19.3 mi / 31 km)
  • Minnamurra Rainforest Entrance (19.6 mi / 31.5 km)
  • Minnamurra Falls (20.4 mi / 32.8 km)
  • Saddleback Mountain (24.3 mi / 39.1 km)

How to get to and around Southern Highlands

If you prefer to travel by train, Moss Vale Station, Burradoo Station and Bowral Station are the main stations that serve the city.

Frequently asked questions

What is the best area to stay in Southern Highlands when booking a holiday home?
If you're heading to Southern Highlands, Moss Vale is among the more desired areas to spend a holiday. During your time here, keep busy by discovering top attractions like Moss Vale Golf Club and Leighton Gardens.
What is the most popular type of holiday home accommodation in Southern Highlands?
The most in-demand types of holiday homes in Southern Highlands are houses. Ready for more choices? Stayz has plenty of options to match our guests' diverse needs, so you'll see holiday homes in all sizes, and for all budgets. The ideal fit is ready and waiting for you — lock in yours today.
How much does it cost to rent a holiday home in Southern Highlands?
Length of stay, property type and season are some things that can determine the price of a holiday home. Simply add your dates of travel to find your ideal fit. From homey country cottages to expansive villas, all Stayz holiday homes offer incredible value.
How much does it cost to rent a beach house in Southern Highlands?
When you travel and the style and size of the property will help determine the cost of your beachside escape. Put in your Southern Highlands travel dates to view your options on Stayz. Can't live without a private pool? Use the filters to select the features and amenities you want in your holiday home.
What are popular home amenities in Southern Highlands?
The most popular home amenities people are looking for in Southern Highlands include a fridge, off-street parking options and a microwave oven. Whether you're on the road with family, pals or even pets, Stayz holiday homes include the best amenities for hanging out with the people closest to you.
Are there large group holiday homes in Southern Highlands?
Choose from 69 holiday properties in Southern Highlands that can sleep 10 or more people. Whether you're planning time away with the family or a special event like a birthday party, there's enough space to get your favourite people together under one roof.
What are the top attractions for families in Southern Highlands?
Keeping the kids occupied during your holiday in Southern Highlands is child's play with these leading family-friendly attractions:
  • Corbett Gardens
  • Cecil Hoskins Nature Reserve
  • Robertson Nature Reserve
Can I find two-bedroom holiday homes in Southern Highlands?
Southern Highlands has 59 two-bedroom holiday properties for you to pick from. Discover a holiday home with all the space and privacy you want at a price that won't break the bank on Stayz.
Are there holiday homes with WiFi in Southern Highlands?
Whether you'd like to keep up with the latest headlines, make a video call or surf your social networks, there are 79 holiday homes with WiFi in Southern Highlands. Check the "WiFi" box when searching on Stayz and stay connected on your getaway.
How old do you have to be to rent a holiday home in Southern Highlands?
The minimum age is typically 16, 18 or 21. It can change from property to property on Stayz, so look at the rules of your preferred Southern Highlands holiday home before you book.
How long can I rent a holiday home in Southern Highlands for?
The length of time you can book a holiday home in Southern Highlands depends on the property. Just enter your preferred travel dates to display a list of options offering extended stays. With tons of amenities such as air conditioning and kitchens, as well as some offering weekly or monthly discounts, you're sure to find somewhere perfect to call your home away from home in Southern Highlands.

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