Southern Highlands holiday homes

We found 568 holiday rentals — enter your dates for availability

Holiday rentals with weekly discounts – Southern Highlands

Showing deals for:6 Nov - 13 Nov

Dining
Living area
Living area
Private kitchen
Exceptional
(65 reviews)

RYE House - Perfect for Families sleeps 10

Barrengarry

9% off
NZ$6,856
for 7 nights, 1 home
NZ$979 per night
includes taxes & fees
RYE House - Perfect for Families sleeps 10
Large dining room with seating for  up to 12 people
Kitchen
Pristine gardens.....
Another aspect of the Manor
Exceptional
(12 reviews)

Stunning Highlands Manor-Accommodates 2-12 people

Mittagong

8% off
NZ$6,221
for 7 nights, 1 home
NZ$889 per night
includes taxes & fees
Stunning Highlands Manor-Accommodates 2-12 people
Outdoor dining
Dining
Living area
Exterior
Exceptional
(159 reviews)

Grey Gums - feel the serenity

Kangaroo Valley

9% off
NZ$4,263
for 7 nights, 1 home
NZ$609 per night
includes taxes & fees
Grey Gums - feel the serenity
Secure yard
Verandah facing north
In lounge
Television
Exceptional
(292 reviews)

Fairmont Cottage

Woodhill

9% off
NZ$1,705
for 7 nights, 1 cabin
NZ$244 per night
includes taxes & fees
Fairmont Cottage
Exterior detail
Dining
Property grounds
Interior
Exceptional
(103 reviews)

Magnolia Corner Bowral - Family home in the heart of Bowral

Bowral

9% off
NZ$2,742
for 7 nights, 1 home
NZ$392 per night
includes taxes & fees
Magnolia Corner Bowral - Family home in the heart of Bowral
Room
Property grounds
Outdoor dining
Private kitchen
Exceptional
(13 reviews)

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

Bowral

30% off
NZ$4,612
for 7 nights, 1 home
NZ$659 per night
includes taxes & fees
Martha's ......... Your hideaway in the highlands.
Room
Take a soak in our hot tub
Exterior
Dining
Exceptional
(9 reviews)

Relaxing cosy escape - Hot Tub, Breakfast & Wine

Mittagong

18% off
NZ$1,945
for 7 nights, 1 cottage
NZ$278 per night
includes taxes & fees
Relaxing cosy escape - Hot Tub, Breakfast & Wine
Dining room adjoins formal lounge room
Cosy nook off the kitchen overlooking the dam and escarpment
Swimming pool
Float around with an amazing view of the surrounding escarpment
Exterior entrance
Exceptional
(22 reviews)

Secluded Country Home

Kangaroo Valley

18% off
NZ$6,021
for 7 nights, 1 home
NZ$860 per night
includes taxes & fees
Secluded Country Home
Interior
Private kitchen
Dining
Outdoor dining
Exceptional
(15 reviews)

OLD BAKERY GUEST HOUSE / THE BIG PART

Robertson

9% off
NZ$3,698
for 7 nights, 1 home
NZ$528 per night
includes taxes & fees
OLD BAKERY GUEST HOUSE / THE BIG PART
Room
Property grounds
Property grounds
Living area
Wonderful
(105 reviews)

The Secret Garden Cottage

Kangaroo Valley

9% off
NZ$3,494
for 7 nights, 1 cottage
NZ$499 per night
includes taxes & fees
The Secret Garden Cottage
Dining
Room
Living area
Exterior
Exceptional
(15 reviews)

Country Escape, Southern Highlands, Cottage at 31, Bundanoon, NSW

Bundanoon

9% off
NZ$3,229
for 7 nights, 1 cottage
NZ$461 per night
includes taxes & fees
Country Escape, Southern Highlands, Cottage at 31, Bundanoon, NSW
Dining
Interior
Fully equipped kitchen.
Exterior
Exceptional
(106 reviews)

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

Bowral

9% off
NZ$4,837
for 7 nights, 1 cottage
NZ$691 per night
includes taxes & fees
Lulu's Cottage, a hidden gem — short stroll to Bowral CBD
Living area
Living area
Room
Exterior
Exceptional
(91 reviews)

The Willows - Book 2 nights + Stay a 3rd night for Free until the end of August

Barrengarry

9% off
NZ$3,018
for 7 nights, 1 cottage
NZ$431 per night
includes taxes & fees
The Willows - Book 2 nights + Stay a 3rd night for Free until the end of August
Property grounds
Open plan living and dining
Large deck and lawn with fire pit
Dining
Exceptional
(69 reviews)

Grandma’s Farm Cottage - Berry NSW

Woodhill

9% off
NZ$3,503
for 7 nights, 1 home
NZ$500 per night
includes taxes & fees
Grandma’s Farm Cottage - Berry NSW
Hallway looking towards bedroom 2
Tulip Time at Corbett Gardens, Bowral in the second half of September.
Kitchen
House front
Exceptional
(130 reviews)

Walking distance to town and Bradman Oval

Bowral

14% off
NZ$2,614
for 7 nights, 1 home
NZ$373 per night
includes taxes & fees
Walking distance to town and Bradman Oval
Pool
Outdoor dining
Dining
Private kitchen
Exceptional
(36 reviews)

Farm Escape - Spacious Cottage in Kangaroo Valley

Kangaroo Valley

8% off
NZ$2,773
for 7 nights, 1 home
NZ$396 per night
includes taxes & fees
Farm Escape - Spacious Cottage in Kangaroo Valley
Exterior
Outdoor dining
Private kitchen
Room
Exceptional
(26 reviews)

Tiny Home, Big Views - Farm Stay in Kangaroo Valley

Kangaroo Valley

8% off
NZ$2,209
for 7 nights, 1 room
NZ$316 per night
includes taxes & fees
Tiny Home, Big Views - Farm Stay in Kangaroo Valley
ENTRANCE WITH ONE STEP
BEDROOM
LOUNGE
Interior
Exceptional
(32 reviews)

OLD BAKERY GUEST HOUSE

Robertson

9% off
NZ$1,972
for 7 nights, 1 home
NZ$282 per night
includes taxes & fees
OLD BAKERY GUEST HOUSE
  • Peace of mind

    Our Book with Confidence guarantee gives you 24/7 support
  • More quality time

    From booking to staying, the whole process is simple and enjoyable
  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

    More space, more privacy, more amenities — more value

Why visit Southern Highlands

  • Stunning natural beauty: Southern Highlands boasts breathtaking landscapes, including lush forests and rolling hills, perfect for outdoor enthusiasts.
  • Cultural experiences: Immerse yourself in the region's rich history through its captivating museums and heritage sites.
  • Adventure activities: Enjoy a variety of outdoor pursuits, from bushwalking to exploring intriguing caves.
  • Charming towns: Discover delightful villages, each with unique boutiques, cafes, and local art.
  • Serene retreats: Experience relaxation in tranquil surroundings, ideal for a rejuvenating getaway.

Top attractions near Southern Highlands

Southern Highlands in New South Wales offers a blend of outdoor adventures and cultural explorations. Discover scenic reserves, immersive history museums and intriguing caves that cater to family excursions and solo travel alike. Whether you're up for an adventurous day out or a cultural detour, the region's natural beauty and diverse attractions promise a memorable holiday experience.

  • Corbett Gardens: A stunning flower garden that offers a vibrant display of seasonal blooms, perfect for a family outing. Enjoy leisurely walks through beautifully landscaped paths, ideal for picnics and relaxation amidst nature.
  • Berrima Gaol: This historic site provides a glimpse into Australia's penal history, with guided tours available. Discover fascinating stories and architectural details that reflect the region's rich cultural heritage.
  • Harper's Mansion: A beautifully preserved historic house showcasing colonial architecture and period furnishings. Experience the charm of the past while exploring the gardens and learning about its intriguing history.

Things to do recommended for couples

Discover a romantic escape in the Southern Highlands, New South Wales. Enjoy intimate strolls through charming villages, a leisurely boat ride on a serene lake, and dine in cosy local restaurants. Experience a blend of adventure and tranquillity perfect for couples.

Things to do recommended for families

Families will love exploring the lush gardens of the Southern Highlands Botanic Gardens, discovering the charming village of Bowral, or enjoying a day at the picturesque Fitzroy Falls. For a fun outdoor adventure, try the pony rides at the local farms, perfect for kids.

Things to do recommended for groups

Groups visiting the Southern Highlands in New South Wales can explore charming local markets, embark on scenic hikes, and enjoy gourmet picnics amid rolling countryside, creating memorable shared 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

Whether you're journeying with a group, as a family, with your furry mates or seeking extended stays, ensure you apply the appropriate filters. Here are some Vrbo booking pointers for you.

  • Traveling to Southern Highlands with a group: Think about how many bedrooms you'll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Southern Highlands with young kids: Traveling with little ones can be a bit of a challenge. You need to make sure they’re comfortable and safe, with facilities that suit their age – like a private pool. It’s also wise to think about how close you are to attractions that are family-friendly.
  • Taking your pets with you to Southern Highlands: For many, a family holiday isn’t truly special without their furry companion by their side. If that resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Southern Highlands: If you're in search of holiday rentals with special offers for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include features like a parking space, a well-equipped kitchen, or even a private pool in your search criteria.

Where to stay near Southern Highlands

The Southern Highlands offers a comfortable getaway with its breathtaking landscapes and serene outdoor adventures. Enjoy the region’s lush scenery, friendly local vibes, and a mix of luxury and romance in every corner. From peaceful walks in nature to exploring charming towns, travellers can immerse themselves in a relaxing and sunny holiday experience right in the heart of the Southern Highlands.

  • Bowral: Bowral is a charming city located 6km from the Southern Highlands, offering a delightful blend of outdoor adventures and scenic experiences. Travellers are drawn to its inviting outdoor spaces and picturesque coastal settings, with opportunities to enjoy leisurely walks by the beach and a round of golf on its well-maintained course. The local attractions include a stunning family beach and a tranquil bay, perfect for a relaxing day out or an impromptu exploration. With its vibrant local scene and accessible amenities, Bowral provides a versatile travel experience for both nature lovers and those seeking a bit of coastal charm.
  • Kangaroo Valley: Kangaroo Valley is a quaint suburb situated 24km from the Southern Highlands, well-known for its open-air allure and scenic vistas. Visitors are attracted to its outdoor and beach experiences, complemented by the chance to play a round of golf at a nearby golf course or enjoy a game at a country private club. The area’s local attractions, including a family-friendly beach and a serene bay, add to its appeal, making Kangaroo Valley a serene retreat for those looking to immerse themselves in nature while enjoying a relaxed coastal vibe.
  • Mittagong: Mittagong, a welcoming city 10km from the Southern Highlands, offers a rich mix of outdoor activities and adventurous experiences. With a focus on exploring nature, visitors can enjoy a leisurely stroll to a local store, hit the golf course, or simply take in the coastal scenery at a nearby family beach or bay. Mittagong’s proximity to these natural landmarks and its engaging outdoor atmosphere make it a compelling destination for travellers seeking both adventure and a taste of local charm.

Booking with Vrbo is a breeze

Looking to save on your next holiday? Consider being flexible with your travel dates, as prices can fluctuate. Moreover, opting for a longer stay can often result in significant savings. To discover the ideal Vrbo accommodation that fits your budget, utilise our filters to search by price, location, and type of holiday rental.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board provides a convenient way to plan new adventures, keep track of your arrangements, or manage your existing bookings. Your saved or reserved properties are neatly organised into Potential, Upcoming, or Current Trips. To check out the Trip Boards, simply head over to: https://www.bookabach.co.nz/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)
  • Saddleback Mountain (24.3 mi / 39.1 km)
  • Shoalhaven River Gorge (26.4 mi / 42.5 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? Bookabach 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 Bookabach 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 Bookabach. 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, Bookabach 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 Bookabach.
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 Bookabach 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 Bookabach, 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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